• Where can couples go for a romantic weekend in Illinois?
    • Plan a weekend trip to one of these romantic Illinois inns to relax and rejuvenate surrounded by nature.
  • What types of getaways are available in Illinois?
    • Whether you are looking for a spa getaway, beaches, wine tasting, resorts, or ideas for foodies, there are many beautiful places to choose from.
  • Are there weekend getaways near Chicago?
    • Some of these destinations are just a short drive from Chicago, making them convenient for a quick escape.
  • What makes the inns on this list special?
    • Many of the inns that made our list have a unique history and all are known for their welcoming ambiance and outstanding service.

Goldmoor Inn - 2 hours 45 minutes from Chicago, Illinois

Admire Mississippi River views or enjoy a romantic retreat with elegant suites.

Goldmoor Inn - 2 hours 45 minutes from Chicago, Illinois

© Goldmoor Inn

  • What makes the Goldmoor Inn unique?
    • The Goldmoor Inn is the only bed and breakfast in Galena with stunning views of the Mississippi River and one of the best romantic getaways in Illinois.
  • What types of accommodations are available?
    • You can choose to stay in a room with a whirlpool or a private fireplace. There are 13 romantic deluxe suites within the Castle, as well as two log cabins along the bluff and three country cottages.
  • What features do the accommodations have?
    • All accommodations have personal decorations with cozy, period elements. The cottages and log cabins have private porches, galley kitchens, fireplaces, dining areas, and whirlpool tubs. Each suite is unique with cozy fireplaces, luxurious whirlpool tubs, and hand-carved furniture.
  • What amenities does the inn offer?
    • Inn amenities include a spa for individual or couples massages and convenient access to Chestnut Mountain Ski Slopes. There is also an English rose garden, expansive grounds, and nearby shopping. Enjoy in-room gourmet breakfast.

9001 W. Sand Hill Rd., Galena, Illinois, Phone: 808-255-3925, Map

The Deer Path Inn

Savor British-inspired charm or explore upscale shops on an easy weekend getaway.

The Deer Path Inn

© The Deer Path Inn

  • Where is The Deer Path Inn located?
    • Located in the charming well-to-do town of Lake Forest, Illinois, about 35 miles from Chicago, The Deer Path Inn is a 57-room hotel constructed in 1929 in the Tudor revival style.
  • What are some nearby attractions?
  • What recent renovations were made?
    • Recently renovated, this iconic Lake Forest hotel now has 23 suites, a large event space, and a completely redesigned restaurant.
  • What features do the rooms and suites have?
    • The posh, beautifully designed rooms have been brought to the 21st century with free Wi-Fi and satellite TVs. Suites also have hardwood floors, sitting areas, and some even feature fireplaces and views of the garden.
  • What amenities does the inn offer?
    • Guests enjoy a complimentary breakfast, an elegant restaurant that offers international cuisine, a popular bar, a gym, and an English garden.

255 E Illinois Rd, Lake Forest, IL 60045, Phone: 847-234-2280, Map

La Banque Hotel, Homewood

Stay in a historic bank or enjoy affordable comfort near Chicago’s south suburbs.

La Banque Hotel, Homewood

© La Banque Hotel

  • Where is La Banque Hotel located?
    • Housed in the historic Homewood State Bank building, which was built in 1925, La Banque Hotel is a great choice for a romantic getaway.
  • What makes La Banque Hotel special?
    • The grand old building has found a new purpose and has been very carefully renovated, blending old with new to offer a glimpse of history to all who step through her doors.
  • What are the accommodations like?
    • The romantic rooms and suites are the last word in elegance and have all the modern amenities the discerning public demands.
  • What dining options are available?
    • You can dine in style without leaving the hotel – the La Voute Bistro and Bar serves delicious French-inspired cuisine.
  • Does the hotel have fitness facilities?
    • Yes! There is a spacious Fitness Center located in the old vault.

La Banque Hotel, 2034 Ridge Rd, Homewood, IL 60430, 708-798-6000, Map

The Glen Club, Glenview

Play championship golf or admire lakefront views on a relaxing trip.

The Glen Club, Glenview

© The Glen Club

  • Where is The Glen Club located?
    • Perfectly located on the Chicago North Shore, The Glen Club is an ideal destination for a special romantic getaway (particularly if you both love golf).
  • What makes The Glen Club a great choice?
    • The 21-room boutique style hotel is located on one of the finest golf courses in the region, but is also very close to just about any local attraction you would like to visit.
  • What are the guest rooms like?
    • The guest rooms are spacious and very well appointed. All you need for a comfortable stay is provided.
  • What amenities and facilities are available?
    • All the facilities of the Club are available to guests, including the restaurant, which serves delicious American cuisine.
  • Are there special packages for golfers?
    • Yes! Stay and Play packages are available to golfing guests.

The Glen Club, 2901 West Lake Avenue, Glenview, IL 60026, 847-724-7272, Map

Harvey House Bed and Breakfast - 15 min from Chicago

Relax in stylish rooms or enjoy a quick romantic escape in Oak Park.

Harvey House Bed and Breakfast - 15 min from Chicago

© Harvey House Bed and Breakfast

  • Where is Harvey House Bed and Breakfast located?
  • How many suites are available?
    • There are five romantic suites, including two penthouse suites.
  • What amenities are provided?
    • Amenities include slippers, deluxe robes, hand-pressed sheets, private baths, refrigerators, central air conditioning, Wi-Fi, blow dryers, cable TV with DVD players, irons, Aveda toiletries, towel warmers, and full-length mirrors.
  • What special features do some rooms offer?
    • Some rooms also have oversized tubs for two people, fireplaces, chaise lounges, marble baths featuring soaking tubs, antique furniture, kitchenettes, 12-foot ceilings, rain showers, and stained glass windows.
  • What is breakfast like?
    • Breakfast is an informal, flexible meal with a friendly atmosphere, baked goods, and hot entrees like pancakes, French toast, and egg cups.
  • Is there a common area?
    • Yes! You will find a comfortable sitting space in the common area along with a fireplace.
  • Why should I choose Harvey House Bed and Breakfast?
    • If you are looking for romantic suites in Illinois, Harvey House Bed and Breakfast is a great place to visit.

107 South Scoville Ave., Oak Park, Illinois, Phone: 708-848-6810, Map

Affordable Couples' Weekend at Inn at 835, Illinois

Visit local wineries or enjoy peaceful moments on your couples weekend.

Affordable Couples' Weekend at Inn at 835, Illinois

© Inn At 835 - 3 hours

  • What makes the Inn at 835 special?
    • The turn-of-the-century suites and rooms at the Inn at 835 combine modern comforts with historic decorations.
  • What amenities are included in the rooms?
    • Rooms include private baths, plush towels, hand-milled French soap, cable TV, state-of-the-art telephones, Wi-Fi, and high-speed wired internet.
  • How many rooms and suites are available?
    • The main building offers a choice of eleven guest rooms, while the Bell House has two more suites.
  • Are extended-stay suites available?
    • Yes! There are extended-stay suites available for stays between one and six months. These suites are larger and include a living room, separate bedroom, kitchen, and an extra room.
  • What is included with breakfast?
    • The day begins with gourmet tea or coffee and a breakfast served-to-order.
  • Is there wine available?
    • Yes! There is wine available at night.
  • Can I customize my stay?
    • Yes! You can customize your stay with flowers, champagne, a special turndown service, or cheese and fruit.
  • Is the Inn at 835 an affordable option?
    • If you are looking for affordable rates, this is a great spot.

Inn at 835, 835 S. 2nd St., Springfield, Illinois, Phone: 217-523-4466

Cloran Mansion Bed & Breakfast - 2 hours and 45 minutes

Explore Galena’s attractions or savor cozy, romantic comforts in this charming inn.

Cloran Mansion Bed & Breakfast - 2 hours and 45 minutes

© Cloran Mansion Bed & Breakfast

  • What makes Cloran Mansion Bed & Breakfast special?
  • What amenities are included in the rooms?
    • The rooms have fine plush robes, and all buildings are air conditioned and heated.
  • What types of rooms are available?
    • There are multiple types of rooms, including those that welcome pets and/or children and those which are ideal for a couples' escape.
  • What room amenities might be included?
    • Room amenities vary but may include flat-screen TVs, DVD players, mini fridges, CD players, fireplaces, two-person whirlpool tubs, and sleeper sofas.
  • What outdoor and common areas are available?
    • Guests can stroll through the well-maintained gardens. The on-site library has books, magazines, games, and DVDs as well as coffee, tea, cookies, and popcorn.
  • What is included with breakfast?
    • The complimentary breakfast begins with fresh fruit, eggs that are made to order, and a signature entrée like Belgian waffles or French toast. There is also tea, coffee, juice, farm-fresh meats, breads, and seasoned potatoes.
  • Can the inn accommodate special diets?
    • Yes! The inn is able to accommodate those with special diets.

Cloran Mansion Bed & Breakfast, 1237 Franklin St., Galena, Illinois, Phone: 815-777-0583

The Davie School Inn - 5 hours from Chicago

Sleep in a classroom or discover unusual charm on a long weekend trip.

The Davie School Inn - 5 hours  from Chicago

© The Davie School Inn

  • Where is The Davie School Inn located?
    • The Davie School Inn sits along the Shawnee Hills Wine Trail, making it perfect for those looking to explore the local wineries.
  • How many suites are available?
    • There are eight suites and three luxury suites.
  • What features do the suites offer?
    • The large suites have spa tubs and king-size beds, while some have spa tubs. Some suites sleep four or five people.
  • What amenities are included in every suite?
    • Every suite has Wi-Fi and comes with a complimentary breakfast. Some rooms also have fireplaces.
  • What special packages or services are available?
    • Guests can complement their stay with a romance package or an in-suite spa massage.
  • How is breakfast served?
    • You can enjoy breakfast right in your suite at the convenient table and chairs. Every suite has its own coffee maker, and you are able to customize your breakfast. There are also landings where groups can enjoy breakfast together.

The Davie School Inn, 300 Freeman St., Anna, Illinois, Phone: 618-833-2377

Driving Distances from Chicago

From Chicago To Driving Time
Galena3 hours
Sheffield2 hours 10 minutes
Preemption2 hours 50 minutes
Rockton1 hour 45 minutes
Oak Park15 minutes
Springfield3 hours 15 minutes
Washington2 hours 30 minutes
Anna5 hours 10 minutes
Elsah4 hours 35 minutes
Taylorville3 hours 30 minutes
Jacksonville3 hours 45 minutes
Algonquin55 minutes
Alton4 hours 45 minutes
Oak Park15 minutes
Ottawa1 hour 30 minutes
Bloomington2 hours 15 minutes
Aviston4 hours 25 minutes

Plan Your Trip


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