• What are some fun activities for a weekend getaway from Chicago?
    • A weekend getaway from Chicago offers a variety of activities such as swimming in indoor and outdoor pools, relaxing at a spa, skiing on scenic slopes, playing a game of golf, and exploring boutique shops and museums.
  • Are there affordable accommodations for a weekend escape from Chicago?
    • Yes, many nearby hotels, resorts, and romantic inns offer affordable room rates and seasonal packages to suit various budgets and preferences.
  • What outdoor activities are available near Chicago?
    • Outdoor enthusiasts can enjoy hiking through scenic trails, biking along picturesque routes, and relaxing on nearby beaches with stunning lakefront views.
  • Are there good options for shopping during a weekend trip from Chicago?
    • Absolutely! Weekend trips from Chicago often include visits to quaint boutique shops, local artisan markets, and specialty stores for unique souvenirs and gifts.
  • What makes a weekend getaway from Chicago special?
    • A weekend getaway from Chicago provides a perfect blend of relaxation and adventure, with options for spa pampering, beach lounging, cultural tours, and exciting recreational activities, all within a short distance of the city.

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1. Book a room at Grand Geneva Resort - 1 hour 30 minutes from Chicago

Book a room at Grand Geneva Resort - 1 hour 30 minutes from Chicago

© Grand Geneva Resort

  • What makes the Grand Geneva Resort and Spa a great getaway destination?
    • The Grand Geneva Resort and Spa is conveniently located between Chicago and Milwaukee, offering a perfect blend of romance and adventure. The property boasts golf courses, a modern fitness center, and a luxurious spa.
  • What family-friendly activities are available at the resort?
    • Families can enjoy the Moose Mountain Falls Waterpark, which offers 50,000 square feet of heated waterslides, lazy river tubing, hot tubs, and comfortable lounge chairs.
  • Are there any outdoor activities at the Grand Geneva Resort?
    • Yes! Guests can participate in various outdoor activities like lake cruises, guided tours of the historic downtown, and shopping excursions for souvenirs and local goods.
  • What winter activities can guests enjoy?
    • During the winter season, The Mountain Top at the resort offers exciting activities like downhill skiing, snowboarding, and cross-country skiing to suit all skill levels.
  • Is the Grand Geneva Resort suitable for both couples and families?
    • Absolutely! The resort caters to both romantic getaways with spa services and family-friendly fun at the waterpark, ensuring a memorable stay for everyone.

Enjoy a stay at Grand Geneva Resort and Spa, 7036 Grand Geneva Way, Lake Geneva, WI 53147, Phone: 262-248-8811

2. Take the kids to Grand Traverse Resort - 5 hours from Chicago

Take the kids to Grand Traverse Resort - 5 hours from Chicago

© Grand Traverse Resort

  • What makes Grand Traverse Resort and Spa a popular family destination?
    • Located on 1,400 acres along the shores of Lake Michigan, the Grand Traverse Resort and Spa is a favorite family getaway, offering a variety of activities and scenic views.
  • What golf facilities does the resort offer?
    • The resort boasts four 18-hole golf courses, including:
    • - The Bear designed by Jack Nicklaus
    • - The Wolverine by Gary Player
    • - Spruce Run by William Newcomb
    • Guests can also improve their skills with professional guidance from the Grand Traverse Golf Academy.
  • What amenities does the spa complex provide?
    • The 100,000-square-foot spa complex offers:
    • - Spacious treatment rooms
    • - Modern workout facilities
    • - A dedicated tennis center
    • - Relaxing sauna and two indoor swimming pools
    • - Four whirlpools and a serene relaxation room
    • Guests can also enjoy tennis, workout sessions, and yoga classes.
  • What accommodation options are available?
    • The resort features several accommodation choices:
    • - Condominiums: Located on the fairways or beachfront, equipped with a furnished dining area, kitchenette, a living room with a sofa sleeper, and a queen-size bedroom.
    • - Hotel Rooms: Conveniently positioned near the restaurant, spa, and shops.
    • - Tower Rooms: Located in a seventeen-story tower with elevated views of Lake Michigan.
  • Are there dining options available on-site?
    • Yes, the resort has several restaurants that offer a variety of cuisines to satisfy every palate.
  • Can I find special deals or packages for last-minute getaways?
    • Yes! If you’re seeking last-minute weekend getaways from Chicago, be sure to inquire about the resort’s seasonal deals, specials, and packages.

Grand Traverse Resort and Spa, 100 Grand Traverse Resort Village Blvd, Acme, MI 49610

3. Swim in the pool at The Abbey Resort - 1 hour 40 minutes

Swim in the pool at The Abbey Resort - 1 hour 40 minutes

© The Abbey Resort

  • What makes The Abbey Resort a great weekend getaway?
    • The Abbey Resort is a full-service resort set on 90 scenic acres near the Fontana Harbor. It offers a perfect combination of relaxation, activities, and luxury amenities for a memorable weekend escape.
  • What accommodations are available at The Abbey Resort?
    • The resort provides a range of accommodation options, including:
    • - 334 deluxe guestrooms designed for comfort and relaxation.
    • - 13 spacious suites offering extra space and amenities.
    • - 13 private villas for a more secluded and luxurious experience.
  • What spa services does The Abbey Resort offer?
    • The 35,000-square-foot Avani Spa provides a wide array of services, including:
    • - Relaxing massages
    • - Rejuvenating facials
    • - Invigorating body wraps
    • - Aromatherapy treatments and soothing saunas
  • What recreational facilities can guests enjoy?
    • The resort boasts a variety of facilities for active guests, such as:
    • - A state-of-the-art fitness center
    • - A spacious aerobics studio
    • - Both indoor and outdoor swimming pools
    • - A disc golf course for outdoor fun
    • - A games arcade to entertain kids and families
  • What dining options are available on-site?
    • The Abbey Resort offers several dining experiences, including:
    • - 240 West: A gourmet restaurant for fine dining.
    • - Café Latte: Perfect for a quick coffee and snacks.
    • - The Waterfront Restaurant Bar & Grill: A casual spot with a view.
    • - Bar West: A stylish bar for drinks and socializing.
    • - Porto: A cozy eatery for a relaxing meal.
  • What activities can guests enjoy during their stay?
    • The resort offers a wide selection of activities, such as:
    • - Water sports on the harbor
    • - Scenic bike rides
    • - Golf on nearby courses
    • - Relaxing walks and jogging along the lake
  • Is The Abbey Resort an affordable option near Chicago?
    • Yes! The Abbey Resort is known as an affordable and convenient getaway located close to Chicago, making it a perfect destination for a quick and enjoyable weekend trip.

The Abbey Resort, 269 Fontana Blvd, Fontana-On-Geneva Lake, WI 53125

4. Head to the beach in Egg Harbor at The Newport Resort - 4 hours 30 minutes

Head to the beach in Egg Harbor at The Newport Resort - 4 hours 30 minutes

© The Newport Resort

  • What makes The Newport Resort a great family-friendly getaway?
    • The Newport Resort is a family-friendly getaway located in Egg Harbor, Wisconsin's Door County. It offers a relaxing atmosphere with plenty of amenities and nearby attractions, perfect for families and couples alike.
  • How close is the resort to the beach?
    • The resort is located just minutes from the beach, making it convenient for guests who want to enjoy water activities, sunbathing, and scenic views.
  • What types of accommodations are available?
    • The Newport Resort features 59 rooms and suites with the following amenities:
    • - Whirlpool tubs for ultimate relaxation
    • - Cozy sitting areas to unwind after a day of activities
    • - Kitchenettes for added convenience during extended stays
  • What indoor amenities does the resort offer?
    • Guests can enjoy a variety of indoor facilities, including:
    • - A heated indoor swimming pool
    • - A fully-equipped fitness center
    • - A fun game room for kids and adults
    • - A quiet library for reading and relaxation
    • - A cozy lobby lounge for socializing
  • Does the resort have outdoor spaces?
    • Yes! The resort boasts a beautiful garden area where guests can enjoy a peaceful stroll or simply relax and take in the natural surroundings.
  • What dining options are available nearby?
    • The resort is conveniently located within walking distance of several restaurants and eateries in Egg Harbor, offering a variety of dining experiences for guests to enjoy.
  • What seasonal activities are available in the area?
    • Summer: Guests can enjoy:
    • - Sandy beaches for swimming and relaxation
    • - World-class golf courses for a day on the greens
    • - State parks perfect for hiking, picnicking, and exploring
    • Winter: The area transforms into a winter wonderland with:
    • - Cross-country skiing through scenic trails
    • - Snowshoeing across snowy landscapes
    • - Sledding for family fun
  • Is The Newport Resort suitable for both family vacations and romantic retreats?
    • Yes! The Newport Resort is an excellent choice for both family-friendly vacations and romantic getaways, thanks to its diverse amenities and peaceful atmosphere.

The Newport Resort, 7888 Church St, Egg Harbor, WI 54209

5. The Knickerbocker on the Lake - 1 hour 30 minute

The Knickerbocker on the Lake - 1 hour 30 minute

© The Knickerbocker on the Lake

  • What is The Knickerbocker on the Lake?
    • The Knickerbocker on the Lake is a restored boutique hotel located in the heart of downtown Milwaukee. The hotel offers a charming blend of period-influenced furniture and modern conveniences, providing a unique and comfortable stay for visitors.
  • Is the hotel conveniently located for exploring Milwaukee?
    • Yes! The hotel is within walking distance of several attractions, including:
    • - Restaurants offering a variety of cuisines
    • - Museums showcasing local and national exhibits
    • - Theaters for live performances and movies
    • - Transportation options for easy city navigation
  • What types of accommodations are available?
    • The hotel features 160 guest rooms and suites, all tastefully decorated with:
    • - Period-influenced furniture for a touch of classic elegance
    • - Modern amenities like Wi-Fi for convenient connectivity
    • - Fully-equipped kitchenettes for added comfort and convenience
    • Tip: Book one of the suites with a picturesque view of Lake Michigan for a stunning experience!
  • Does the hotel have a spa?
    • Yes! The full-service Knick Salon and Spa offers a variety of invigorating treatments to help guests relax and rejuvenate during their stay.
  • Is there a fitness center available?
    • The hotel boasts a 24-hour fitness center, making it easy for guests to maintain their exercise routines at any time of the day or night.
  • Are there any special event facilities?
    • Yes! The Juneau Room is a spacious and elegant area, ideal for hosting special events, including weddings, conferences, and family gatherings.
  • What additional services does the hotel provide?
    • Guests can take advantage of several convenient services, such as:
    • - Custom tailoring for wardrobe adjustments
    • - Valet dry cleaning for hassle-free laundry service
  • Where can guests dine at the hotel?
    • The hotel is home to The Knick Restaurant, which offers upscale dining with a diverse menu to satisfy every palate.
    • Tip: If you’re visiting over the weekend, don't miss the bountiful Sunday brunch, known for its delicious selection of classic and innovative dishes.
  • Is The Knickerbocker a good option for affordable getaways?
    • Yes! The hotel is an excellent choice for those seeking cheap weekend getaways without compromising on comfort and convenience.

The Knickerbocker on the Lake, 1028 E Juneau Ave, Milwaukee, WI 53202

6. The Green Tree Inn - 4 hours 25 min

The Green Tree Inn - 4 hours 25 min

© The Green Tree Inn

  • What is The Green Tree Inn?
    • The Green Tree Inn is a charming inn located in historic Elsah, surrounded by a quiet and gorgeous valley, making it a perfect spot for relaxation.
  • How many rooms are available at the inn?
    • The inn features five uniquely designed rooms, each offering a relaxing atmosphere. Most rooms have queen beds, while one room provides two double beds.
  • What amenities are available in the guest rooms?
    • - Private baths in every room
    • - Air conditioning for comfort
    • - TVs in most rooms for entertainment
    • - Access to a communal satellite TV if needed
  • Is there Wi-Fi available?
    • Yes, there is Wi-Fi throughout the property, ensuring guests stay connected during their visit.
  • What communal amenities are available for guests?
    • - Antique room for those who love vintage charm
    • - Fireplace for cozy evenings
    • - Board games for indoor entertainment
    • - Deck with beautiful views of the surrounding valley
    • - Bikes to borrow for outdoor exploration
  • Are there any relaxation services available?
    • Yes! Guests can book an in-room massage for a relaxing experience during their stay.
  • Are refreshments available?
    • Yes, guests have access to a communal fridge with:
    • - Water and soda for refreshment
    • - Homemade afternoon snacks for a delightful treat
    • - A variety of hot beverages including coffee, tea, hot cocoa, and cider
  • Is breakfast included?
    • Yes! A homemade breakfast is included with your stay, offering a delicious start to your day.
  • Can guests request an evening meal?
    • Yes, guests can request a homemade evening meal to enjoy a delicious dinner at the inn.

The Green Tree Inn, 15 Mill St., Elsah IL, 618-374-2821

7. The American Club, Kohler - 2 hours 30 minutes

The American Club, Kohler - 2 hours 30 minutes

© The American Club, Kohler

  • What is The American Club, Kohler?
    • The American Club, Kohler is one of the most famous resorts near Chicago, offering two accommodation options: The American Club and the more affordable Inn on Woodlake. It is a perfect getaway, located about two and a half hours from Chicago.
  • What types of accommodation does The American Club offer?
    • The resort offers two distinct options: The American Club, which provides a luxurious experience, and the Inn on Woodlake, a more budget-friendly choice without compromising on comfort and amenities.
  • What activities can guests enjoy in the summer?
    • During the summer, guests can enjoy a variety of outdoor activities, including golfing, hiking, and relaxing by the pools. The resort is known for its family-friendly activities and couples' retreats.
  • What amenities are available for winter guests?
    • Winter guests can enjoy the indoor pools and spa facilities, as well as cozy moments by the fireplace. The resort offers packages that cater to families, couples, and golf enthusiasts.
  • What special packages does The American Club offer?
    • Guests can choose from various packages, including couples' getaways, family vacations, and golf specials. The resort also offers a Golf Academy, which includes programs specifically for women.
  • What makes the Kohler Waters Spa special?
    • The Kohler Waters Spa is a luxurious facility featuring a glass-enclosed rooftop deck with a whirlpool, fireplace, and lounge area. It is a destination for relaxation, offering massages, body treatments, and hydrotherapy experiences.
  • Does the spa offer special treatments for couples?
    • Yes, the spa offers a newly renovated couples' suite, perfect for a romantic retreat. Guests can enjoy a side-by-side massage and other relaxing treatments designed for two.
  • What fitness options are available at the resort?
    • Guests can stay active with the help of Yoga on the Lake, a premier yoga studio that offers 20 classes per week. The resort also has state-of-the-art fitness facilities and various outdoor activities to keep guests engaged.

The American Club, Kohler, 419 Highland Dr, Kohler, WI 53044, Phone: 800-344-2838

8. Washington House Inn - 2 hours

Washington House Inn - 2 hours

© Washington House Inn

  • What is the Washington House Inn?
    • The Washington House Inn is a charming, historic inn located in Cedarburg, Wisconsin, about 110 miles north of Chicago. It offers stylish accommodations and a cozy, welcoming atmosphere.
  • What amenities does the Washington House Inn offer?
    • Guests can enjoy a complimentary wine and cheese social hour in the afternoon, along with free high-speed internet access throughout the inn.
  • What can visitors do in Cedarburg?
    • Cedarburg's Main Street is lined with over 70 boutiques, sweet shops, and restaurants. It's the perfect spot to explore and enjoy some local flavor.
  • Are there any museums nearby?
    • Yes, Cedarburg is home to several fascinating museums, including the General Store Museum, the Kuhefuss House Museum, and the new Wisconsin Museum of Quilts and Fiber Arts. These museums provide a glimpse into the area's rich history and culture.

Washington House Inn, W62 N573 Washington Ave, Cedarburg, WI 53012, 262-375-3550

Driving Distances from Chicago

From Chicago To     Driving Time
Lake Geneva, WI1 hour and 30 minutes
Galena, IL2 hours 45 minutes
Kohler, WI2 hours and 20 minutes
Chesterton, Indiana1 hour
Madison, WI2 hours and 30 minutes
Cedarburg, WI2 hours
Acme, MI5 hours
Bloomingdale, IL40 minutes
Preemption,2 hours and 45 minutes
Rockton1 hour 35 minutes
Oak Park, IL15 min
Springfield, IL3 hours
Henry2 hours
Mt. Vernon, IL4 hours
Taylorville3 hours
Paxton, IL1 hour 45 minutes
West Dundee, IL50 minutes

Plan Your Trip


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