Romantic Getaways in Chicago: 11 Best Ideas

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Living in such a major city like Chicago, which is one of the largest cities in the United States, there is definitely a want to escape the hustle and bustle of stressful city life. This is especially true for couples, in need of a romantic getaway for honeymoons, anniversaries, or a short holiday. While there are plenty of romantic hotels and romantic staycations, there is still so much more to discover outside of Chicago. For those who dont want to stray too far away from the city, or only have a short weekend to relax and rejuvenate, finding a romantic and relaxing getaway that is still near the city is key. What are you waiting for? Read on to find the best romantic getaways in Chicago, Illinois.

1 Indiana Dunes

Image of Indiana Dunes

Experience the extraordinary Indiana Dunes, a captivating land with a rich history and breathtaking beauty. Discover the renowned Indiana Dunes National Park, where you can hike, bird watch, and camp amidst towering glacial dunes and pristine shores. Engage in thrilling outdoor adventures, from enjoying the sandy beaches of Lake Michigan to exploring scenic trails and conquering majestic dunes. After a day of dune exploration, unwind at the Best Western Indian Oak, where you can relax in amenities like a sauna, steam room, and indoor pool. The hotel’s friendly staff and close proximity to Indiana Dunes National Park make it an excellent choice.

Additional Information
  • Name: Indiana Dunes
  • Rating: 8.4/5
  • Address: 558 Indian Boundary Road 173.06 km from Harley-Davidson Museum
  • Reviews:
    • Amenities & Room | our room had a balcony with a nice view of a pond
    • Cleanliness | the room was extremely clean and quiet
    • Host | the staff was friendly and helpful
    • Location | very nice location off the freeway

2 Lake Geneva

Image of Lake Geneva

Consider Lake Geneva, a resort city by Geneva Lake, just southeast of Chicago, as an ideal destination for a romantic getaway for couples. Located about 77 miles (124 km) away, it is a 90-minute drive from Chicago. The lakeside Shore Path offers a picturesque setting for a romantic walk at sunset, with beautiful lakehouses dotting the path. In addition to enjoying the scenic views, there are various activities available throughout the year, including swimming, hiking, kayaking in the summer, and skiing, snowboarding in the winter. For a memorable stay with a lake view, the Grand Geneva Resort and Spa is highly recommended. This four-star resort features two championship golf courses, a luxury spa and wellness center, and a waterpark. The elegant rooms in the resort offer private balconies with panoramic views.

Additional Information
  • Name: Lake Geneva
  • Rating: 8.2/5
  • Address: Lake Geneva
  • Services:
    • Restaurant
    • Room service
    • Meeting/banquet facilities
    • Bar
    • 24 -hour front desk
    • Tennis court
    • Sauna
    • Fitness centre

3 Union Pier

Image of Union Pier

Union Pier, situated along the shores of Lake Michigan a mere 73 miles (117 km) away from Chicago, is perfect for a weekend getaway. There are many activities you can do here, such as wine tasting at St. Julian Winery or exploring the Antique Mall of Union Pier. You also have the option to rent bikes and go cycling along the lakeside, or paddle board to paddle in the lake during summer. A great place to stay and experience the quaintness of the town is The Inn at Union Pier. It is only a three-minute walk from the sandy shores of the lake, and it offers beautifully furbished rooms with fireplaces and porches or balconies. Moreover, it has a hot tub and sauna to help you relax and enjoy your stay.

Additional Information
  • Name: Union Pier
  • Rating: 4.0/5
  • Address: 9708 Berrien Street 166.95 km from Harley-Davidson Museum
  • Services:
    • Meeting/banquet facilities
    • 3 Golf course (within km)
    • Garden
    • Terrace
    • Non-smoking rooms
    • Fishing
    • Skiing
    • Games room

4 Milwaukee

Image of Milwaukee

For an inexpensive and romantic getaway near Chicago, Milwaukee is the perfect destination! With its unique neighbourhoods, a variety of breweries, and popular attractions like the Harley-Davidson Museum, Historic Third Ward and Lake Park, Milwaukee is sure to please. Be sure to check out the Knickerbocker on the Lake, just four minutes from the waterfront and offering an onsite spa, restaurant with outdoor patio seating and views of the lake. Located only 600 m (1969 feet) from the Milwaukee Art Museum, this city makes for one of the best weekend getaways.

Additional Information
  • Name: Milwaukee
  • Rating: 3.0/5
  • Address: 1028 East Juneau Avenue, Yankee Hill, Milwaukee (WI), United States, 53202 2.16 km from Harley-Davidson Museum
  • Services:
    • Parking
    • Restaurant
    • Meeting/banquet facilities
    • Bar
    • 24 -hour front desk
    • Fitness centre
    • Garden
    • Non-smoking rooms

5 Galena

Image of Galena

If you and your significant other are looking for a romantic weekend getaway from Chicago, then look no further than the quaint town of Galena. Located a mere 170 miles (274 km) away or about a 3-hour drive from Chicago, Galena is situated right by the majestic Mississippi River and is renowned for its well-preserved 19th-century buildings like the 1826 Dowling House. History buffs can also check out the Galena History Museum, and those seeking some outdoor activity can take a hike at the Casper Bluff Land & Water Reserve to take in its breathtaking scenery. For the perfect place to stay, WorldMark Galena offers great amenities and facilities, including a heated indoor pool and hot tub, a game room, sauna, and outdoor barbecue pits.

Additional Information
  • Name: Galena
  • Rating: 4.0/5
  • Address: 5129 West Longhollow Road 210.01 km from Harley-Davidson Museum
  • Services:
    • Parking
    • Fitness centre
    • Terrace
    • Business centre
    • Laundry
    • Family rooms
    • Games room
    • Free parking

6 Kohler

Image of Kohler

Kohler is a village in Wisconsin, along the Sheboygan River, 150 miles (241 km) from Chicago and a 2.5-hour drive. It is a beautiful quaint town, where you can take a trip down to the Whistling Straits Golf Course for a game, visit the Bookworm Gardens, or have some wine at the Blind Horse Winery. One great place, just two minutes away for the town centre, is The Rochester Inn in Johnsonville. It is a beautiful place to stay at during your romantic getaway, with clean facilities and amenities. This charming inn also serves an exceptional breakfast, a must0have before heading out on the rest of your day. .

Additional Information
  • Name: Kohler
  • Address: 504 Water Street 78.02 km from Harley-Davidson Museum
  • Services:
    • Parking
    • 3 Golf course (within km)
    • Garden
    • Non-smoking rooms
    • Breakfast in the room
    • Free parking
    • Internet services
    • Hot tub/jacuzzi

7 Acme

Image of Acme

Acme, located right by the East Arm Grand Traverse Bay, is the furthest from Chicago–a 5-hour drive and 320 miles (515 km) away. This town offers many lakeside activities, such as swimming, fishing, and golfing at the nearby Grand Traverse Resort Golf Courses. For a fun and romantic time with your partner, you can stay at the luxurious Grand Traverse Resort and Spa. This resort boasts many facilities, such as three golf courses, on-site dining, a spa, tennis courts, a swimming pool, and a fitness centre–allowing you to enjoy your time with your partner without having to leave the resort.

Additional Information
  • Name: Acme
  • Rating: 4.0/5
  • Address: 100 Grand Traverse Village Boulevard 274.92 km from Harley-Davidson Museum
  • Services:
    • Parking
    • Restaurant
    • Room service
    • Meeting/banquet facilities
    • Bar
    • 24 -hour front desk
    • Tennis court
    • Sauna

8 Elkhart Lake

Image of Elkhart Lake

Elkhart Lake, located in Wisconsin, is a charming village that is conveniently situated just 150 miles (241 km) away from Chicago, making it a 2.5-hour drive. This picturesque lakeside and resort village offers a plethora of enjoyable activities throughout the year, whether it be summer or winter. Visitors can indulge in relaxing spa treatments, explore historic attractions, and browse through various shops and galleries. Additionally, the crystal-clear blue-green waters of Lake Elkhart provide opportunities for swimming, boating, fishing, and kayaking. For accommodation, the Osthoff Resort is highly recommended. This resort boasts a prime beachfront location, complete with an onsite spa and a private beach area. Each room at the resort features a balcony that overlooks either the stunning lake or the lush gardens.

Additional Information
  • Name: Elkhart Lake
  • Rating: 3.0/5
  • Address: 101 Osthoff Avenue 89.14 km from Harley-Davidson Museum
  • Services:
    • Parking
    • Restaurant
    • Room service
    • Meeting/banquet facilities
    • Bar
    • 24 -hour front desk
    • Tennis court
    • Sauna

9 Mount Morris

Image of Mount Morris

If you’re looking for a place to stay while visiting Mount Morris, Michigan (located 280 miles (451 km) and about 4.5 hours away by car, and just 10 minutes away from the CS Mott Lake and the Crossroads Village & Huckleberry Railroad), White Pines Resort is an excellent choice. It is located in the White Pines Forest, and the cabins are beautifully furnished, clean, and well-kept. The resort also has a restaurant. While there, you can take advantage of the numerous activities available, such as fishing in the lake, or visiting the lakeside village, with its historic buildings and working train.

Additional Information
  • Name: Mount Morris
  • Rating: 4.0/5
  • Address: 6712 West Pines Road 171.83 km from Harley-Davidson Museum

10 Dearborn

Image of Dearborn

Dearborn, located in Michigan, is approximately 277 miles (446 km) away from Chicago. It can be reached by a four-and-a-half hour drive or a one-hour connecting flight to Detroit. Dearborn is renowned for its rich history and is home to the largest Muslim population in the US. The city offers numerous museums to explore, along with parks that feature excellent picnic spots, swimming pools, and tennis courts. For accommodation, The Dearborn Inn, A Marriott Hotel, situated near the Henry Ford Museum, is highly recommended. This beautiful Colonial-style hotel offers a range of amenities, including traditionally furnished rooms, a heated outdoor pool, a fitness center, and two exceptional restaurants.

Additional Information
  • Name: Dearborn
  • Rating: 4.0/5
  • Address: 20301 Oakwood Boulevard 391.96 km from Harley-Davidson Museum
  • Services:
    • Parking
    • Restaurant
    • Room service
    • Meeting/banquet facilities
    • Bar
    • 24 -hour front desk
    • Fitness centre
    • Terrace

Frequently Asked Questions

  • Which destinations around Chicago offer romantic getaways at affordable price?
    If you’re looking for romantic getaways near Chicago that won’t break the bank. A few options to consider are Best Western Indian Oak, Knickerbocker on the Lake and WorldMark Galena.
  • Which romantic getaways in Chicago have parking?
    Looking for romantic getaways in Chicago that offers convenient parking options? Look no further. Some of the getaways that offer parking are Knickerbocker on the Lake, WorldMark Galena, The Rochester Inn, and Grand Traverse Resort and Spa.

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