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9 Best Weekend Getaways from Chicago for Couples

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Everyone needs a break from the hustle and bustle of city life, and what better way to unwind and reconnect with your significant other than a romantic weekend getaway?


Chicago is a fantastic city with plenty of exciting activities and attractions, but if you're looking to escape the hustle and bustle for a weekend, there are many options right outside the city. From romantic beach destinations to exciting mountain retreats, here are 9 of the best weekend getaways from Chicago for couples.


1. Grand Geneva Resort and Spa

Lake Geneva in Wisconsin

Photo of Lake Geneva, Wisconsin

Located in Lake Geneva, Wisconsin, Grand Geneva Resort and Spa offers a full-service spa, golf courses, an indoor fitness center, private villas, and more. Whether you're looking for a relaxing weekend away or an action-packed adventure, Grand Geneva Resort and Spa have something for everyone.


The resort boasts two championship golf courses with stunning views of the lake and surrounding countryside. For those looking to relax, the full-service spa offers a variety of treatments, including massages, facials, and body treatments. The indoor fitness center provides guests with access to state-of-the-art equipment for an invigorating workout. Private villas are also available for those seeking a more luxurious stay.


The resort also features a variety of dining options ranging from casual to fine dining. Enjoy delicious meals at one of the many restaurants or relax with drinks at one of the bars or lounges. There are also plenty of activities to keep guests entertained, such as biking trails, swimming pools, and tennis courts.
Grand Geneva Resort and Spa is just a short drive from Chicago, making it the perfect destination for a weekend getaway.

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2. Indiana Dunes National Park

Indiana Dunes National Park lakeshore with Chicago skyline in the distance

Located along the southern shore of Lake Michigan, this 15,000-acre park offers stunning views and plenty of activities to keep you busy. From hiking through shifting sand dunes to bird watching and exploring the lush wetlands, there is something for everyone at Indiana Dunes National Park.


The park is home to over 50 miles of trails that wind through the various habitats in the area. Whether you are looking for an easy stroll or a more challenging hike, there is something for everyone here. The trails offer breathtaking views of Lake Michigan and provide an opportunity to observe some of the unique wildlife in the area.


In addition to hiking, visitors can explore the beaches and take part in activities such as swimming, fishing, kayaking, and boating. There are also several picnic areas throughout the park where visitors can relax and enjoy a meal with friends or family.


Indiana Dunes State Park is located just north of Indiana Dunes National Park and offers its unique attractions. Visitors can explore over 2,000 acres of Hoosier landscape, including beaches, dunes, forests, and wetlands. The state park also has its nature center, which provides educational programs about local wildlife and plants, as well as guided hikes and other outdoor activities.

3. Door County, Wisconsin

Cave Point, Lake Michigan Coastline in Door County, Wisconsin

Door County, Wisconsin is the perfect weekend getaway for those looking to explore the beauty of Lake Michigan. With 300 miles of shoreline, Door County offers a variety of activities and attractions that make it an ideal destination for a short break. From boating and paddling to visiting wineries and exploring the ten waterfront towns, there's something for everyone in Door County.


The county is known for its stunning cherry blossoms, which can be explored via segway as you travel through fields of pink and white petals. There are also plenty of opportunities to take part in water sports like sailing, kayaking, fishing, and swimming. For those who prefer to stay on land, there are plenty of hiking trails and scenic drives that offer breathtaking views of the lake.


In addition to outdoor activities, Door County has a vibrant cultural scene with art galleries, museums, theaters, and music venues. You can also find delicious restaurants serving up local cuisine as well as unique shops selling handmade goods from local artisans. Whether you're looking for a relaxing weekend away or an action-packed adventure, Door County has something for everyone.

4. Galena, Illinois

Historic lead mining town of Galena, Illinois

Located in Northwest Illinois, Galena offers a unique blend of history and modern amenities that make it an ideal spot for a romantic retreat.


The city's 19th-century architecture provides a stunning backdrop for exploring the area's many attractions. Couples can take a stroll along the banks of the Galena River, visit one of the many wineries or art galleries, or even explore the former home of Ulysses S. Grant, which now operates as a museum. With so much to see and do, couples are sure to find something that sparks their interest.


In addition to its historical charm, Galena also offers plenty of opportunities for relaxation and recreation. From golf courses and spas to hiking trails and parks, there is something for everyone in this picturesque town. Whether you're looking for an outdoor adventure or just want to spend some quality time together, Galena has it all.


If you're looking for a romantic dining experience during your stay in Galena, there are plenty of options available. From cozy cafes to fine dining restaurants with breathtaking views of the riverfront, couples can enjoy delicious meals while taking in all that this charming town has to offer.

5. Indianapolis, Indiana

Indianapolis Skyline and Park Aerial at Dusk

Indianapolis, Indiana is a vibrant city with a rich history and plenty of activities to keep visitors entertained. Located in the heart of the Midwest, Indianapolis is home to professional sports teams, world-class museums, and some of the best restaurants in the country. From its iconic Indy 500 race to its bustling downtown area, Indianapolis has something for everyone.


The city is known for its love of sports, especially auto racing. The Indianapolis Motor Speedway hosts the famous Indy 500 each year, drawing thousands of fans from around the world. The speedway also hosts other races throughout the year, including NASCAR events and Formula One races.


The city's downtown area is full of attractions, such as White River State Park, which offers beautiful views of the river and the downtown skyline. There are also plenty of museums, such as the Indianapolis Museum of Art, which showcases works from all over the world. For those looking for a more unique experience, there are several breweries and distilleries located in downtown Indianapolis that offer tours and tastings.

6. Madison, Wisconsin

Madison Wisconsin's downtown showing both the Monona Terrace and Capitol buildings

From its charming downtown area to its vibrant culture and outdoor activities, Madison has something for everyone. Whether you're looking for a romantic escape or an adventure-filled weekend, Madison has it all.


The city's downtown area is bustling with activity and features some of the best restaurants in the Midwest. Enjoy a romantic dinner at one of the many fine dining establishments or explore the unique shops and boutiques that line State Street. There are also plenty of museums and galleries to explore, making it easy to find something interesting to do during your stay.


For those looking for outdoor adventure, Madison offers plenty of opportunities for hiking, biking, fishing, and more. The city is surrounded by beautiful lakes and parks that provide stunning views and plenty of recreational activities. Spend a day exploring the trails at Devil's Lake State Park or rent a kayak on Lake Mendota for an afternoon on the water.

7. Deer Path Inn

Located just 40 minutes north of Chicago, this historic hotel offers exceptional dining and accommodations that will make your stay truly memorable. The Tudor facade, rich wood paneling, and stag antlers create a cozy atmosphere that will make you feel right at home.


The Deer Path Inn is known for its English innkeeping traditions. From roaring fireplaces to hallways lined with wellies, you'll feel like you've stepped into a fairytale. The hotel also offers a variety of activities to keep you entertained during your stay. You can enjoy golf on the championship course or take a stroll through the gardens. And if you're feeling adventurous, there are plenty of outdoor activities nearby, such as hiking, biking, and kayaking.


When it comes to dining, the Deer Path Inn has something for everyone. The restaurant features contemporary American cuisine with an emphasis on fresh ingredients and locally sourced produce. Whether you're looking for a romantic dinner or a casual lunch with friends, there's something here to satisfy your appetite.


At the end of the day, relax in one of the luxurious guest rooms or suites at Deer Path Inn. Each room is equipped with modern amenities such as flat-screen TVs and complimentary Wi-Fi so you can stay connected while away from home. Plus, all guests receive complimentary access to their fitness center and pool facilities so they can stay active during their stay.

8. Starved Rock State Park, Illinois

Double waterfall in Starved Rock State Park

Starved Rock State Park in Illinois is the perfect weekend getaway for nature lovers. Located less than 100 miles southwest of Chicago, this scenic park offers a variety of activities for outdoor enthusiasts. From hiking and horseback riding to fishing and boating, there's something for everyone at Starved Rock State Park.


The park is known for its magnificent rock formations made of St. Peter sandstone that were laid down in a huge shallow inland sea more than 425 million years ago. These unique geological features create awe-inspiring bluffs and rugged canyons that dominate the landscape. Visitors can explore these natural wonders by taking one of the park's many trails or using the new smartphone app to take a guided hike on the most popular trails.


In addition to its stunning scenery, Starved Rock State Park also offers plenty of recreational activities. Fishing and boating are popular activities on the Illinois River, while visitors can also take advantage of the campground located within the park boundaries. There are also picnic areas available throughout the park where visitors can enjoy a meal with friends or family while taking in breathtaking views of the surrounding landscape.

9. Saugatuck, Michigan

Towns of Douglas and Saugatuck Michigan

Located on the southeastern shore of Lake Michigan, this charming beach town is just 12 miles south of Holland and 45 miles west of Grand Rapids. With its stunning beaches, delicious restaurants, and plenty of outdoor activities, Saugatuck has something for everyone.


The crown jewel of Saugatuck's Lake Michigan beaches is Oval Beach, one of the most beautiful beaches in Michigan. Here you can relax on the sandy shores or take a dip in the crystal-clear waters. If you're looking for an adventure, there are plenty of water sports to choose from, like kayaking and paddleboarding.


For those who prefer to stay on land, there are plenty of hiking trails in the area that offer breathtaking views of Lake Michigan and its surrounding landscape. You can also explore downtown Saugatuck with its unique shops and galleries or visit one of the many wineries in the area to sample some delicious local wines.

Chicago has no shortage of romantic getaways for couples who want to escape the hustle and bustle of city life. From luxury resorts in Michigan's Upper Peninsula to secluded cabins near Starved Rock State Park, there are plenty of options available that will ensure a relaxing and memorable weekend away with your special someone.

We wish you all the best on your adventure, have fun, and take care!

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