Galena, Illinois, is a great place to visit on a romantic weekend getaway or with kids. A large portion of the city is listed on the National Register of Historic Places and there are many historical sights to explore. Visit the Ulysses S. Grant Home, take a tour of the Elihu B. Washburne House, Dowling House and the Old Market House. Here are the best things to do in Galena, IL. Certain attractions may be temporarily closed or require advance reservations. Some restaurants are currently offering pickup only. Hours/availability may have changed.

1.Ulysses S. Grant Home, Galena, Illinois

Ulysses S. Grant Home, Galena, Illinois
© Ulysses S. Grant Home

The Ulysses S. Grant Home is the former home of Civil War General and 18th President of the United States, Ulysses S. Grant. Designed by William Dennison and built in 1860, the house was donated to General Grant as a token of appreciation for his outstanding service during the war, and it has been maintained as a memorial ever since.

Located on Bouthillier Street, the U.S. Grant Home is furnished with mid-1860s furniture and décor that once belonged to the Grant family. Interpreters dressed in period costumes lead group tours that detail Grant's activities during the Civil War through to his presidency. Designated as a National Historic Landmark and listed on the National Register of Places, the Ulysses S. Grant Home is managed by the Illinois Historic Preservation Agency.

500 Bouthillier St, Galena, IL 61036, 815-777-3310

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2.Galena - Jo Daviess County Historical Society, Galena, Illinois

Galena - Jo Daviess County Historical Society, Galena, Illinois
© Galena - Jo Daviess County Historical Society

Founded in 1938, the Galena-Jo Daviess County Historical Society was founded to educate and enrich the public about the history and material culture of Galena and Jo Daviess County. The society is home to the Galena & U.S. Grant Museum and their various resources and exhibits, displays, and educational programs bring the history of the region alive.

The society hosts a variety of historical and educational events throughout the year, including Historic Homes Tours, Cemetery Walks, Galena in Maps, and Peace in Union. The museum has excellent exhibits that focus on important aspects of the region from lead mining in the Northwest and the construction of Port Galena to the history of the Vicksburg Flag and the role women played in the development of Galena. Group tours of the History Museum and The Old Blacksmith Shop are offered and can be booked in advance.

211 S Bench St, Galena, IL 61036, 815-777-9129

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3.Chestnut Mountain Resort, Galena, Illinois

Chestnut Mountain Resort, Galena, Illinois
© Chestnut Mountain Resort

Chestnut Mountain Resort is popular mountain and ski resort spanning 220 acres and featuring a variety of snow-based activities. Perched high on a ridge overlooking the Mississippi River in the hills near Galena, the resort boasts 19 ski snowboard trails up to 3,500 feet in length and cut through solid rock bluffs to create challenging courses.

A seven-acre all-terrain park called The Farside has its own triple and offers a quarter-pipe, two halfpipes, and plenty of rails, kickers, and jumps for all levels of snowboarder, while an exhilarating 475-foot vertical drop draws adrenaline junkies from around the country. The Chestnut Hotel offers comfortable accommodation, excellent restaurants, cafés, and bars and an indoor swimming sauna and whirlpool for après-ski relaxation.

8700 West Chestnut Road, Galena, IL 61036, 800-798-0098

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4.The Elihu B. Washburne House, Galena, Illinois

The Elihu B. Washburne House, Galena, Illinois
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Located at 908 Third Street in Galena, the Elihu B. Washburne House was built in 1845 for local politician Elihu Benjamin Washburne, and it stands today as an outstanding example of the architectural Greek-Revival style. The house has a rich history of occupation by famous people, including Elihu Washburne, a political adviser to Abraham Lincoln and Ulysses S. Grant and the ambassador to France in the mid-1800s.

The temple-like front portico and towering pillars of the house reflect the characteristics of the Greek-Revival style, which was a traditional building style during that period, and the house serves as an excellent example of architecture for history buffs and architectural aficionados. Listed on the National Register of Historic Places, the house is managed by the Illinois Historic Preservation Agency and is open to the public to explore on self-guided or organized tours.

908 Third Street, Galena IL 61036, 815-777-9406

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5.Old Market House, Galena, Illinois

Old Market House, Galena, Illinois
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Built in 1845 in the Greek Revival style, the Old Market House was constructed by the city to serve as a town hall and enclosed farmer’s market, forming a community hub during Galena’s “Golden Era.” The Old Market House served as a meeting place for the community to discuss important city issues, and it was also home to a variety of vendors selling their wares.

Shoppers would gather here to shop, meet, and catch up on news. The Old Market House was restored to its former glory in 1955 and currently operates as the Galena Welcome Center, managed by the Illinois Historic Preservation Agency as an Illinois State Historic Site.

123 N. Commerce Street, Galena IL 61036, 815-777-3310

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6.Things to Do in Galena, IL: P.T. Murphy Magic Theater

Things to Do in Galena, IL: P.T. Murphy Magic Theater
© P.T. Murphy Magic Theater

Located in the heart of historic downtown Galena, P.T. Murphy Magic Theater is a private 24-seat theater that presents a variety of intimate magic shows.

P.T. Murphy's is run by Master Magician P.T. Murphy himself, who is known for his sophisticated sleight of hand and mischievous sense of humor, which add to the mystery and appeal of the show. The magic show is suitable for all ages from 13 upwards and runs for approximately an hour with no intermission. More weekend getaways from Chicago

204 Hill Street, Galena IL 61036, 779-214-0035

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7.Casper Bluff Land and Water Reserve, Galena, Illinois

Casper Bluff Land and Water Reserve, Galena, Illinois
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Casper Bluff Land & Water Reserve is an archeologically significant site that boasts breathtaking views of the Mississippi River bluffs and presents an array of outdoor activities such as walking, hiking, bird watching, and sightseeing.

The 85-acre area features two archeologically significant Native American sites, namely the Aiken Mound Group and the Effigy Mound, both of which boast evidence of early civilization and their way of life. The reserve is home to a variety of bird species, making for excellent bird watching as well as spectacular scenic views of the surrounding countryside.

870 S Pilot Knob Rd, Galena, IL 61036, 815-858-9100

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8.Things to Do in Galena, Illinois: Dowling House

Things to Do in Galena, Illinois: Dowling House
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Built in 1826 by John Dowling, Dowling House is Galena's oldest house and a beautiful example of early nineteenth-century architecture and design. Once the only trading post in the city, the house was built of limestone and equipped with primitive living quarters to host the many fur traders who frequented the area during this time.

Visitors can enjoy guided tours of the house and learn more about its construction and design and the important role it played in Galena during the development of the city. Take a step back in history to the time of the fur trader and discover the difficulties they faced while earning a living.

220 Diagonal Street, Galena IL 61036, 815-777-1250

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9.Linmar Gardens, Galena, Illinois

Linmar Gardens, Galena, Illinois
© Linmar Gardens

Nestled on a hillside overlooking Galena, Linmar Gardens is a privately owned three-and-a-half-acre garden that has been beautifully landscaped and curated to provide a secluded and tranquil space in which to relax in nature. Linmar features a variety of individual gardens such as The Four Seasons Garden with a 20-foot waterfall dropping off a natural bluff and an array of unique sculptures by local artist John Martinson, and the centerpiece Sunken Garden, which forms the foundation of an African-American Baptist Church.

The Sunken Garden has a lovely fountain and myriad flowers, making it the perfect place for reflection. The gardens also feature several peculiar attractions, including a bell tower from a Galena firehouse and a fake lead mine complete with Galena ore, as well as meandering paths, hand-built terraces, water features, fountains and streams, and eclectic sculptures dotted about between the flora.

504 S. Prospect Street, Galena IL 61036, 815-777-1177

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10.Things to Do in Galena, IL: West Street Sculpture Park

Things to Do in Galena, IL: West Street Sculpture Park
© West Street Sculpture Park

The West Street Sculpture Park is an outdoor space that features more than a dozen large, welded steel sculptures by John Martinson that are scattered around two acres of beautiful parklands. Open year-round from dusk to dawn, the park boasts a variety of contemplative artworks, unique signs, and quirky assemblages, as well as two massive 40-foot towers and a giant tinker toy.

Winding wooden paths through the park make exploring easy, and maps are available for visitors to enjoy a self-guided tour around the grounds, where plaques identify pieces of art and sculptures. The park is also home to an on-site studio where John Martinson creates his works and some of which can be bought.

619 S. Dodge Street, Galena, IL 61036, 815-777-9591

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11.Things to Do in Galena, Illinois: Galena Center for the Arts

Things to Do in Galena, Illinois: Galena Center for the Arts
© Galena Center for the Arts

The Galena Center for the Arts was established to celebrate regional arts and artists, as well as to inspire the public and educate them on the importance of art in society today by showcasing high-quality art in an inviting atmosphere.

Developed from the Galena Vision2020 study, the center features a large exhibition space for special exhibitions, a regional artwork gallery, which presents photography displays from the historic Alfie Mueller collection, and a performance venue that hosts a range of artistic performances and educational spaces. The Galena Center for the Arts also hosts a variety of special events throughout the year, including The Art of Craft and the Youth Arts Festival.

219 Summit Street, Galena IL 61036, 779-214-0261

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12.Things to Do in Galena, Illinois: Miss Kitty's Grape Escape

Things to Do in Galena, Illinois: Miss Kitty's Grape Escape
© Miss Kitty's Grape Escape

Miss Kitty’s Grape Escape is a retro bar serving wine, beer, and signature martinis along with classic bar fare such as sandwiches, nachos, and burgers in a convivial setting. Located in the heart of downtown Galena, Miss Kitty’s combines a laid-back lounge vibe with a modern, river town design to create a warm and welcoming atmosphere that attracts locals and visitors alike.

The pub-grub-style menu features favorites such as nachos and salsa, warm bruschetta topped with tomato basil and mozzarella, wraps, and seafood platters, as well as homemade desserts. Best known for their famous martinis, the bar also presents an extensive list of diverse wines, liquors, and beers, and visitors can enjoy live music every Friday and Saturday night and the fun-filled Miss Kitty's Quiz Show on Sundays.

242 N. Main Street, Galena, IL 61036, 815-776-WINE

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13.The Old Blacksmith Shop, Galena, Illinois

The Old Blacksmith Shop, Galena, Illinois
© The Old Blacksmith Shop

The Old Blacksmith Shop is an authentic blacksmith shop dating back to 1897, complete with working forges, original equipment, and tools. The shop itself is a museum where visitors can explore the history of forging in Galena, how it works, and the role it played in the town.

They can also watch live demonstrations by expert blacksmiths as they operate the forges during the season. A well-stocked gift shop offers a range of memorabilia and gifts made by the blacksmiths in the foundry, from handcrafted jewelry to ornate fireplaces. The Old Blacksmith Shop is open Friday through Monday during the months of May to October.

245 Commerce Street, Galena IL 61036, 815-777-1893

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14.Things to Do in Galena, Illinois: Galena Cellars Winery & Vineyard

Things to Do in Galena, Illinois: Galena Cellars Winery & Vineyard
© Galena Cellars Winery & Vineyard

Galena Cellars Winery & Vineyard is a family-owned and operated vineyard and winery that has been producing wine for over 40 years. Owned by the Lawlor family, Galena Cellars have created a family legacy that spans three generations. They produce more than 60,000 gallons of wine per year of 40 wine varieties from 22 different specialty grapes.

Galena has three tasting rooms in various locations where visitors can sample some of the estate’s finest wines, and they offer both private and public tours of the winery and vineyard, as well as wine tastings and cheese and chocolate pairings. Private vineyard tours last about an hour and include a brief history of the farm, an in-depth look at the wine-making process, and a detailed tour of the vineyard, wine cellar, barrel and bottling room, and the tasting room for a sensory wine program. Galena Cellars Winery & Vineyard hosts several wine-related events throughout the year, including Wine Lover’s Weekends and Lunch at the Vineyard.

515 S Main St, Galena, IL, 800-397-WINE (9463) / 815-777-3330; Vineyard, 4746 N Ford Rd, Galena, I, 815-777-3235; Dodson Place, 477 S Third St, Geneva, IL, United States, 630-232-WINE (9463)

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15.Things to Do in Galena, Illinois: Blaum Bros. Distilling Co.

Things to Do in Galena, Illinois: Blaum Bros. Distilling Co.
© Blaum Bros. Distilling Co.

Blaum Bros. Distilling Co. is a family-owned and operated craft distillery in the heart of Galena that produces a range of premium spirits, including whiskey, vodka, and gin. Founded in 2013 by two brothers whose love for whiskey led them to set up a distillery, Blaum Bros. Distilling Co. produces an array of high-quality spirits, including bourbon, gin, vodka, and the unique Blaum Bros. Galena Reserve.

The distillery offers daily tours, which include a comprehensive look at the art of distilling and visits to the distillation area, the barrel room, and the comfortable tasting room and cocktail bar where visitors can sample the distillery’s tipple. A small gift shop offers a variety of memorabilia and products from the distillery to take home.

9380 W US Highway 20 | Galena, IL 61036, 815-777-1000

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16.Galena, IL Things to Do: The Great American Popcorn Company

Galena, IL Things to Do: The Great American Popcorn Company
© The Great American Popcorn Company

The Great American Popcorn Company is a quaint shop in the heart of Galena that sells delicious gourmet popcorn treats, including the famous Old Fashioned Caramel Corn. Founded in 1994 by owner Dave Lewis, the Great American Popcorn Company offers over 50 flavors of popcorn in store daily, ranging from French Vanilla and Bacon & Cheddar to Cheezy Caramel, Spicy Italian, and Kitchen Sink!

The famous store not only sells freshly made popcorn and popcorn products but also offers a wide variety of other mouthwatering treats such as homemade fudge, candies, handmade chocolates, and ice cream.

115 N Main St, Galena, IL 61036, 815-777-4116

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17.Galena Brewing Company, Galena, IL

Galena Brewing Company, Galena, IL
© Galena Brewing Company

The Galena Brewing Company is the first brewery in Galena since the days of Prohibition, and it produces and serves 12 delicious brews and features a fantastic pub menu with dishes made from local ingredients. Owned by Warren and Kathy Bell, Galena Brewing features a tap and tasting room where visitors can learn about the beer-making process and sample the end products on guided Brewery Tours every Friday and Saturday.

An inviting bistro offers a menu of classic pub grub ranging from sandwiches, salads, and wraps, to burgers, steak, and chicken wings, and guests can enjoy live music and other entertainment on weekends. Galena Brewing Company™ brews include the award-winning Anna Belle’s IPA, Uly’s Dark Oatmeal Stout, and Uptown Brown Ale.

227 North Main Street, Galena, Il 61036, 815-776-9917

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18.Horseshoe Mound Preserve

Horseshoe Mound Preserve
© Horseshoe Mound Preserve

Horseshoe Mound Preserve is located at the eastern gateway to Galena, where it provides a pleasant outdoor recreational facility. You will need to take a short (15min) drive to reach the mound, but rest assured, the views make the trip worthwhile. There are two short trials which will lead you to very scenic lookouts offering beautiful views over Galena and beyond. There are also stone stations etched with clues for children to work out puzzles to keep them amused as they explore the Beckenridge Children’s Adventure – a fun activity for younger visitors. The preserve is a great place to get back to nature, meditate or just enjoy the fresh air and views.

Horseshoe Mound Preserve, 1679 N. Blackjack Rd, Galena, IL 61036

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19.Belvedere Mansion

Belvedere Mansion
© VisitGalena

As stately and impressive today as when it was built in 1857, the Belvedere Mansion is one of the finest buildings in historic Galena. The beautiful Italianate mansion boasts 22 rooms and offers visitors a rare glimpse into the life and times of the many generations who called it home. The mansion features lavish interiors furnished with many original period pieces. Highlights of your tour will be ascending the grand staircase and admiring a brilliant collection of extraordinary period chandeliers. The Mansion is open to the public from May to October and free tours of the interior are offered every 15min. Visitors are welcome to tour the beautiful formal gardens at their leisure.

Belvedere Mansion, 1008 Park Ave, Galena, IL 61036, 815-777-0747

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20.River Bend Gallery and Gifts

River Bend Gallery and Gifts
© River Bend Gallery and Gifts

A must-see attraction for everyone who loves art and décor, the River Bend Gallery and Gifts is owned and run by professional artist Geoffrey Mikol. The gallery was originally opened in 2016 to showcase Geoffrey’s remarkable photographic talents. Since then, a range of gift items has been added, all of which feature the award-winning artists’ work. Visitors are invited to stop by and spend a while admiring the large variety of beautiful photographic art works on display. Gift items include a range of really unusual Inspire Tiles – pick your image and add your inspiration; these make unique and wonderful gifts. Puzzles, coasters and note pads are also available, all featuring beautiful photographic art.

River Bend Gallery and Gifts, 300 S. Main Street, Galena, IL 61036, 815-281-9199

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21.Original Goat Yoga Galena

Original Goat Yoga Galena
© Eric/

Located at Silver Linings Farm, Galena Goat Yoga offers all visitors an unforgettable yoga experience. Inside the historic barn/yoga studio you will find everything you need to get acquainted with goat yoga – even special goat-friendly yoga mats are supplied. The friendly goats will transform your usual yoga experience and you will have around 45 minutes to play with them after your yoga session. If you want to meet the goats (but forget the yoga), you can just visit the farm for coffee and pastries with the goats – this experience is weather dependant as goats apparently do not like rain. The goat yoga barn also welcomes private parties and events.

Original Goat Yoga Galena, 7306 US-20, Galena, IL 61036, 563-663-6945

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22.Long Hollow Canopy Tours

Long Hollow Canopy Tours
© endostock/

Long Hollow Canopy Tours offers hours of thrilling outdoor fun for individuals, couples, families or groups. Your guided canopy tour will start with a fun ride through the forest on a UTV. Once you reach the first platform the fun starts in all earnest. The first few zip-lines are quite short and are designed to get you accustomed to swinging through the trees in your harness. As you proceed, the zip lines get longer, eventually reaching 700 feet long. In order to complete the tour you will need to rappel off a platform and cross the 140-foot sky bridge. If you are up for an adventure, you will find this canopy tour hard to beat. All guests must be at least 10 years old, weigh between 70 and 250 pounds and be physically fit.

Long Hollow Canopy Tours, 3247 W. Longhollow Rd, Galena, IL 61036, 815-281-2853

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23.Fried Green Tomatoes

Fried Green Tomatoes
© Fried Green Tomatoes

Situated in a historic building which was built back in 1854, the Fried Green Tomatoes Restaurant is full of charm and character. The restaurant has built up a reputation for excellent service and well-prepared prime cuts of meat and fresh seafood. Or course, you may also want to try their signature Fried Green Tomatoes which are rumored to be excellent. Appetizers include Steak Martini, Crab Cakes and Beef Carpaccio, which are followed by fresh salads and entrees from the Butcher’s Block or the popular Comfort Food sections of the menu. The restaurant has an award-winning wine list and several choices are available by the glass.

Fried Green Tomatoes, 213 N. Main Street, Galena, IL 61036, 815-777-3938

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24.Vinny Vanucchi’s Little Italy

Vinny Vanucchi’s Little Italy
© manyakotic/

Reminiscent of the charm-filled local trattorias of Italy, Vinny Vanucchi’s Little Italy brings authentic Italian cuisine to Galena. The interior of this welcoming restaurant is literally bursting at the seams with character – red-check tablecloths, Italian posters and more. The family-friendly restaurant has several dining areas including the Bistro, Wine-Vault Room and an outdoor Cappucino Garden area. You will find all your favorite Italian dishes on the menu including several pasta choices, Italian Meatballs, Fried Ravioli, Spicy Italian Sausage and much more. Everything is freshly made-from-scratch and all entrees include side-salad and garlic bread. There are also sandwiches and burgers and a kid’s menu.

Vinny Vanucchi’s Little Italy, 201 S. Main Street, Galena, IL 61036, 815-777-8100

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25.Goldmoor Dining

Goldmoor Dining
© Goldmoor Dining

Proud recipients of a 2021 TripAdvisor Traveler’s Choice award, the Goldmoor Inn is one of the most outstanding B&B’s in the Galena area. Whether or not you choose to stay at the Inn during your visit to Galena you can certainly visit the inn for a sumptuous fine-dining experience. The beautifully appointed dining room perfectly sets the scene for a special dining experience – you can choose to be seated at an intimate booth or at one of the elegant tables. The menu at Goldmoor Dining changes with the seasons to showcase the finest and freshest local ingredients. Everything which finds its way to your table has been perfectly prepared and beautifully presented.

Goldmoor Dining, 9001 W. Sand Hill Road, Galena, IL 61036, 815-777-3925

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25 Best Things to Do in Galena, Illinois

More Ideas: WorldMark Galena

WorldMark Galena is located in the “town that time forgot, ”historical Galena. This town has remained untouched since the 1800’s and is considered a home for tourism. One of its most noticeable lodging options is the WorldMark Galena. This one of a kind resort destination offers guests the opportunity to choose between a spacious studio or one-bedroom resort suites for their stay. Offering all the most modern amenities, WorldMark Galena unites both the historical setting of Galena and the best the modern facilities the area has to offer. This vacation lodge offers a relaxing getaway with an indoor pool and fun activities for guests to enjoy while they relax in this tourist paradise.

WorldMark Galena Rooms and Suites

The Studio Suites at the WorldMark Galena offers guests a full 417 feet of square footage. In this area, guests will find themselves with access to kitchenette, dining area, and Queen Murphy bed. This spacious suite also offers a whirlpool tub for guest’s enjoyment. These suites are intended for a total guest capacity of 2 people.

These suites feature modern amenities intended to make guest stays more comfortable. The amenities featured in the WorldMark Galena Studio Suites include air conditioning, bathtub, iron, fireplace, telephone, kitchenette, coffee maker, alarm clock, ironing board, in-room hairdryer, toilet, and smoke detectors.

The WorldMark Galena also features one-bedroom condos for their guest’s pleasure. These one-bedroom resort suites offer guests a total of 750 square feet of living space. This space includes a private master bedroom with a king bed ideal for two occupants. In the living area, guests will find a Murphy Bed that can offer occupancy for two more guests, making a total of four possible occupants. In this living space guests also have access to a full kitchen and dining room area, fireplace, washer and dryer, and whirlpool. Other amenities for these one-bedroom condos include air conditioning, bathtub, iron, fireplace, telephone, kitchenette, coffee maker, alarm clock, ironing board, in-room hairdryer, toilet, and smoke detectors.

Dining at WorldMark Galena

While staying at the WorldMark Galena guests will find themselves with several dining options. With all rooms featuring an in-room kitchenette, making small meals is a great way of staying in and enjoying the comforts offered. If a meal outside is a guest’s preference, picnic areas and barbecue grills are readily available. When it comes to dining out, visiting the numerous restaurants in and around Galena is always an option. No matter their tastes Galena has what any guest may be looking for. With everything from The Little Tokyo Restaurant, to the Sunset Grille, and even the Woodstone Restaurant guests will find themselves a great place to enjoy good food and great atmosphere.

Resort Amenities

The WorldMark Galena features several amenities for all guests to use and enjoy. These amenities include an indoor pool with a hot tub where guests can unwind and relax. This pool offers beauty and a great time in one place where guests and family can spend their time.

The shared game room allows guests to enjoy fun activities while getting to know others who may enjoy the same activities and hobbies. This area offers modern fun with arcade games and other ways of keeping busy.

For those guests who want to keep on their fitness schedule, The WorldMark Galena offers a well-equipped fitness center. This center is excellent for those who find themselves in need of a workout while on their vacation.

Other amenities are offered to make time at The WorldMark Galena more comfortable. For those in need of laundry services, a full laundry is available on property.

A shared computer is also available to allow guests the opportunity to stay connected to the outside world.

For those who find themselves wanting to enjoy the outdoors, picnic areas and barbecue grills are available. These features allow families or newly made friends the chance to get together and share a great meal and even better conversation.

Things to Do

The location of The WorldMark Galena provides guests with numerous activities to enjoy during their stay. The most impressive is the town itself. Galena, Illinois was once a mining boomtown and has remained virtually untouched for years. This preserved period town offers guests over 1,000 historical locations to view while enjoying their vacation. With historical homes, nearby such as Belvedere Mansion and the Dowling House lovers of history will find themselves immersed in the past while visiting this amazing area.

For those who want more activity during their vacation, Galena offers them everything they could hope for. Whether guests want to relax with a bit of wine tasting at Galena Cellars Winery or visit the Galena Candle & Bath Co., they’ll find their day can be stress-free and enjoyable. If guests want a bit more activity in their day out in Galena, perhaps stopping by Shenandoah Riding Center is right up their alley. With Golf Courses, riding stables, general stores for shopping, and great restaurants to visit a great time can be had while visiting the local area. If taking in the sites is a guest’s choice they’ll also find options for trolley rides and tours available.


The WorldMark Galena offers excellent accommodations for those who want to take part in the events in and around Galena. Events such as the Annual Historical Cemetery Walk draws tourists from around the country. Other events such as Ulysses S. Grant Birthday Celebration are always taking place. Calling ahead will allow guests interested in specific activities to learn when they are taking place.


5129 West Longhollow Rd., Galena, Illinois 61036, Phone: 815-776-9020

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More Ideas: Irish Hollow Bed and Breakfast

Irish Hollow Bed and Breakfast is a secluded bed and breakfast surrounded by nearly 10 acres of rolling farmlands in the heart of Galena, Illinois. The family owned and managed retreat offers comfortable, home-away-from-home accommodations, convenient amenities, including in-room massages, delicious home cooked breakfasts every morning, and an array of both relaxing and adventurous activities to enjoy.

Irish Hollow Bed and Breakfast features comfortable accommodations in the form of guest rooms at the main inn and several private cottages for more secluded getaways. All guest rooms and cottages boast charming, country-style décor and furnishings, four-poster beds with plush linens, soft pillows and thick comforters, private bathrooms with walk-in showers and soaking tubs, spacious sitting areas with fireplaces and lovely views of the surrounding landscapes. Modern amenities are found in each room and cottage and include hairdryers, irons and ironing boards, central climate control, and complimentary wireless Internet.

Guest rooms in the main Inn are intimate and cozy with a distinctly old-world feel. These rooms feature queen-size beds with plush linens, soft pillows and thick comforters and private en-suite bathrooms with claw foot bathtubs and overhead showers, thirsty towels and bathrobes and deluxe bath products. Spacious sitting areas in each room have gas fireplaces and large windows embrace sweeping views the Irish Hollow Valley.

Stonewood Cottage is an English country-style cottage for two and features a king-size four-poster bed with plush linens, soft pillows and thick comforters, and an all-marble en-suite bathroom with walk-in shower and whirlpool bath for two, thirsty towels and bathrobes and deluxe bath products. An enormous limestone wood-burning fireplace is situated between the sitting room and bedroom, as well as a fully stocked wet bar and comfortable seating, and a private screened porch overlooks the surrounding hillsides.

Gardener's Cottage is a charming cottage for two and features an ample sitting area with custom décor and furnishings, an oversized sofa, thick rugs and a hand-hewn stone fireplace. The bedroom space of the cottage offers a comfortable king-size bed with plush linens, soft pillows, and thick comforters, and a double shower room has a walk-in shower, plush towels and bathrobes and deluxe bath products.

Originally built for one of the French maids in the 1880s, the French Maid's Cottage is a historic cottage with its own beautiful garden and features stunning hardwood floors, plush rugs, oversized furnishings and a double-sided fireplace in the center of the cabin. A breakfast room and wet bar are ideal for easy meals, while a private bathroom features a walk-in shower, double whirlpool bath, and deluxe bath products.

Olde Orchard Cottage can be found at the base of the old apple orchard and offers two guests a cozy haven in which to relax. The cottage features a king-size bed with plush linens, soft pillows and thick comforters, and a granite en-suite bathroom with walk-in shower and whirlpool bath for two, plush towels and bathrobes and deluxe bath products. A wood-burning fireplace is situated between the sitting room and bedroom, as well as a fully stocked wet bar and comfortable seating and a private screened porch overlooks the surrounding hillsides.

Station House Cottage boasts beautiful décor, convenient amenities, and spectacular views, making it the ultimate getaway for two. The cottage offers a king-size bed with plush linens, soft pillows and thick comforters, and a granite en-suite bathroom with walk-in shower and whirlpool bath for two, plush towels and bathrobes and deluxe bath products. A wood-burning fireplace is situated between the sitting room and bedroom, as well as a fully stocked wet bar and comfortable seating and a private screened porch overlooks the surrounding hillsides.

Irish Hollow serves a full country-style breakfast every morning as part of the stay. Breakfast is served in the Old General Store or can be enjoyed in the comfort and privacy of guest rooms and cottages on request. Hearty continental breakfasts are also available for those who are leaving early or want to 'sleep-in' and can be delivered to the cabins or rooms.

Irish Hollow Bed and Breakfast offers an array of amenities to enhance guests' stay, ranging from delicious country-style breakfast served every morning and in-room massages and body treatments on request to a variety of outdoor activities to enjoy in and around the property.

Extra guest services include beautiful floral arrangements by expert florists, romantic cheese and wine packages for two in a choice of venues, additional meals such as lunch and dinner on request and special celebrations and parties, including specialty cakes.

Galena, Illinois and the surrounding region is packed with things to see and do from fine dining and wine tasting to an array of outdoor activities and recreational pursuits. Undoubtedly the jewel of the region, the charming town of Galena and it surrounds are home to excellent restaurants, many shops and boutiques, several vineyards which offer cellar tours and wine tasting, and historic sites detailing the heritage of the area. Outdoor enthusiasts will delight in the plethora of activities to enjoy from hiking, mountain biking, boating, and hot-air ballooning to downhill skiing, mountaineering, climbing, golf, and bird-watching, to name but a few.

Back to: Weekend Getaways from Chicago and Best Things to Do in Galena.

2800 S. Irish Hollow Rd., Galena, IL 61036, Phone: 815-777-6000

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More Ideas: Chestnut Mountain Resort

The mountain lodge and resort offer guests a chance for fun no matter the season. With a wide variety of adventures, from ski slopes to zip lines, guests of any age and skill level can come and have a great time. The ski lodge is located in beautiful and historic Galena, Illinois, a town known for its unique shops and dining options, boasts a huge ski area and a resort that offers a variety of dining, craft beer, and adventure options.


Rated in the top ten list of Midwestern ski resorts by Ski Magazine, this has been a top destination since its creation. It contains over 7 acres and has the ability to lift over 10000 skiers per hour with its renowned ski lift.

Permanent Attractions

The attractions offered are divided into two categories: winter activities and summer activities.


Winters at the resort is a magical time at the ski lodge. With a spectacular view of the historic Mississippi River Valley, the resort and lodge offer 19 different ski slopes and trails for snowboarders and is open for guests from Thanksgiving through Saint Patrick’s Day. The mountain has a steep 475-foot vertical drop and multiple 3500-foot ski slopes. There is also a seven-acre terrain park (Far Side), which is the biggest of its type in the entire Midwest region.

There is a complete map of the trails and decide whether to take on a beginning course, an advance course, or even a freestyle course. If guests are not sure where their skill level is or if it has been awhile since they have skied or snowboarded, it is recommended that they start out on one of the beginner slopes (Bunny, Acorn, Old Main, or Rookie Ridge). More advanced guests can try their hand at Black Diamond! There are also multiple skiing and snowboarding lessons offered, and a full ski slope condition report on their website to check out the conditions prior to a visit. Younger visitors can take part in one of the children’s programs, designed to help kids become more comfortable on the slopes. Powder Pups is a great place for any young visitor to start developing their skills. Check the website so available dates, times, and costs.


Summers offer different but equally as exciting adventures, both indoors and outdoors! Check out the 2050-foot Alpine Slide, a tailored track with a sled guests ride on that offers an adrenaline rush like no other! There is also a zipline (the Soaring Eagle - check the website for guidelines and height and age requirements prior to booking), tours by Segway, a river cruise (lasting 1.5 hours and cruising down the scenic Mississippi River), both disc golf (9 holes) and miniature golf courses (with 18 holes), and bike rentals (available half or full days).

Take advantage of the many packages offered, including a variety of combinations of the different adventures offered at the resort.

Special Events

There are often frequent events and promotions offered at the mountain resort, all of which are updated on a regular basis on their website. For instance, November brings with it the $20 lift ticket promotion. In December, the resort comes alive with lights and holiday spirit. Watch 30 windows spring alive with holiday animations and decorations. With over 5000 luminaries lit up all over, guests can walk or take a carriage ride through the resort and enjoy the spirit of the season.

Around the beginning of the year, visitors can take part in Litfest. This literary festival has been a hit for the last several years, with many free activities and seminars, tea with author re-enactors (Jane Austen is a favorite), lunch offerings, and workshops, Galena comes alive with literary talent and excitement.

There is also a yearly county fair, with over 150 unique vendors selling a wide variety of arts and crafts as well as food items and wines. Come browse, participate in the auction, and raffle, and take home a few goods unlike anything that guests can find anywhere else!


There are 3 restaurant options while staying at the mountain resort - Sunset Grille, The Summit, and the Mountain Top Cafe. Featuring a variety of cuisine types at a variety of price points, from casual to fine dining, there is something to please every taste bud. Some restaurants do recommend reservations, so guests should call ahead to verify.

Chestnut Mountain Resort, 8700 W. Chestnut Mountain Road, Galena, IL, 61036, hone: 800-397-1320

More Things to Do in Galena

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