Top Midwest Weekend Getaways

Are you looking for a Midwest Weekend Getaway? Then you are in luck! The Midwest has hidden gems and exciting destinations perfect for a weekend trip. 

Whether you’re looking to relax with your significant other, have fun with friends, or enjoy quality time with your family, there’s something for everyone. 

Below is a list of top Midwest weekend getaways, each offering unique attractions to make your trip unforgettable.

Chicago, Illinois

Great for Friends | Family | Couples | Girls Trip

Head to the Midwest’s Big City, Chicago, for an action-packed weekend getaway perfect for couples, friends, or the whole family. With its world-renowned museums, iconic architecture, and endless entertainment options, the Windy City has something for everyone.

Start your trip with a stroll along the Magnificent Mile, a shopper’s paradise home to some of the world’s top retailers. 

From there, head to Navy Pier, a 50-acre lakeside attraction with restaurants, rides, and entertainment. Take a spin on the Ferris wheel, take a boat ride, or enjoy the stunning views of Lake Michigan.

While in Chicago, check out the famous Shedd Aquarium. Home to more than 32,000 creatures, including beluga whales, sea lions, and penguins, the aquarium is a must-see for any animal lover. 

For a bird’s eye view of the city, head to the Skydeck, located on the 103rd floor of the Willis Tower. From there, you can enjoy panoramic views of Chicago’s skyline and even step out onto The Ledge, a glass balcony that extends 4 feet out from the building.

For history buffs, the Field Museum is a must-visit attraction. Home to more than 30 million specimens and artifacts, the museum is dedicated to exploring the natural world and human cultures. 

Other top attractions in Chicago include the Art Institute of Chicago, which houses one of the world’s most significant collections of Impressionist and Post-Impressionist art, and Millennium Park, home to the iconic Cloud Gate sculpture (also known as “The Bean”). 

And if you’re a sports fan, make sure to catch a game at Wrigley Field, home of the Chicago Cubs, or Guaranteed Rate Field, home of the Chicago White Sox.

With so much to see and do, Chicago is the perfect destination for an action-packed weekend getaway that will keep you entertained from start to finish.

Herman, Missouri

Great for Friends | Couples | Girls Trip 

Hermann, Missouri, is a charming wine town located slightly over an hour outside St. Louis. This picturesque town offers a unique blend of German heritage and American history, making it the perfect destination for a relaxing and fun weekend getaway.

One of Hermann’s biggest draws is its numerous wineries. Over a dozen wineries are located downtown and throughout the countryside. Each winery offers a unique tasting experience, allowing visitors to sample various wines while enjoying the beautiful countryside views. 

Apart from the wineries, Hermann offers plenty of other attractions, such as strolling down the town’s charming streets, visiting the antique shops, or taking a guided tour to learn more about the town’s rich history.

For those who love the outdoors, Hermann offers plenty of opportunities for hiking, biking, and fishing.

The Katy Trail State Park, a popular hiking and biking trail that runs through the town, offers stunning views of the Missouri River and the surrounding countryside. 

Visitors can also enjoy fishing in the nearby Gasconade River or a scenic drive along the Missouri River Wine Trail.

Overall, Hermann, Missouri, is a great weekend getaway destination that offers something for everyone. Whether you’re a wine lover, history buff, or outdoor enthusiast, 

Hermann’s quaint charm and beautiful countryside make it the perfect destination to relax, drink wine, and enjoy great company while making memories. [Read: Discover Top Wineries in Hermann, Mo]

Branson, Missouri

Attractions for Couples in Branson Missouri

Great for Family | Couples | Friends 

Branson, Missouri, is a perfect weekend getaway destination that offers something for everyone, whether traveling with your significant other, family, or friends. Known as the “Live Music Show Capital of the World,” Branson is famous for its live performances, amusement parks, and natural beauty.

For families visiting Branson, Silver Dollar City is a must-visit attraction. This 1880s-themed amusement park offers over 40 rides and attractions, including roller coasters, water rides, and live entertainment. [Read also: Top 10 Family Attractions in Branson, Missouri]

For a unique and thrilling indoor adventure, check out Fritz’s Adventure, an 80,000-square-foot indoor attraction with rope courses, rock climbing, slides, and much more.

Other top family attractions in Branson include White Water, a water park perfect for beating the heat, and the Titanic Museum, which features interactive exhibits that recreate the famous ship’s voyage.

For couples visiting Branson, there are plenty of romantic activities to enjoy. Catch a live performance at one of the many theaters in town, such as the Andy Williams Performing Arts Center or the Sight & Sound Theatre. [Read also: 5 Threats in Branson, MO to Watch Performances]

And for a truly relaxing experience, indulge in a couples massage at one of the many spas in town. [Read also: Top 10 Attractions in Branson for Couples]

If you want to enjoy the great outdoors, head to Whitaker Point in Arkansas, just a short drive from Branson. This stunning location offers breathtaking views of the Ozark Mountains and is a popular spot for hiking and photography.

Golfers will also love Branson, home to several championship golf courses, including the Payne Stewart Golf Club and the Top of the Rock Golf Course.

No matter your interests, Branson, Missouri, is the perfect destination for a weekend getaway that will provide plenty of fun and excitement for everyone.

Mackinac Island, Michigan

Great for Families | Couples

Mackinac Island is the perfect destination for your next family getaway. Located in Lake Huron, Michigan, this charming island is known for its natural beauty, historic sites, and unique transportation options. 

One of the most notable things about Mackinac Island is that cars are not allowed on the island, making horse carriage rides and bicycles the only form of transportation. This makes for a unique and memorable experience for couples or the entire family.

One of Mackinac Island’s biggest draws is its famous fudge. According to MackinacIsland.org, over 10,000 pounds of fudge is made on the island daily during peak season. Visitors can sample a variety of flavors at the island’s many fudge shops, including classic chocolate, peanut butter, and maple walnut.

In addition to fudge, Mackinac Island offers plenty of other attractions perfect for families. Stroll through the island’s historic downtown, lined with charming shops, restaurants, and galleries. 

Visit Fort Mackinac, a landmark military outpost from the late 1700s. And for a truly unique experience, take a horse-drawn carriage ride to Arch Rock, a natural limestone arch that offers stunning views of Lake Huron.

For outdoor enthusiasts, Mackinac Island offers plenty of opportunities for hiking, biking, and water activities. Take a guided kayak tour around the island, or rent a bike and explore the scenic trails. And for a truly unforgettable experience, take a dip in the beautiful waters of Lake Huron.

No matter your interests, Mackinac Island is the perfect destination for a family getaway filled with fun, adventure, and plenty of sweet treats. [Read also: Top 5 Attractions at Mackinac Island]

Indiana Sand Dunes

Great for Families | Couples 

Indiana Sand Dunes is a must-visit location in the Midwest. It offers a unique and beautiful landscape, perfect for a summer getaway with friends, couples, or a family. 

The Dunes are located on the southern shore of Lake Michigan and feature beach-style shores that give off ocean vibes, making it easy to forget you are at the lake. 

While visiting Indiana Sand Dunes, visit the Indiana Dunes State Park and Indiana Dunes National Park

The state park offers visitors various activities, including hiking, birdwatching, and fishing. The park is also home to the Indiana Dunes Nature Center, where visitors can learn about the local wildlife and ecosystems.

The national park is also a must-visit attraction, with over 15 miles of sandy beaches and more than 45 miles of hiking trails. The park is home to diverse habitats, from forests and wetlands to dunes and prairies, and offers plenty of outdoor recreation and relaxation opportunities.

Whether relaxing on the beach, exploring the area’s natural beauty, or enjoying various outdoor activities, Indiana Sand Dunes is the perfect destination for a fun and adventurous Midwest summer getaway. [Read more: Guide to Indiana Sand Dunes]

Holland, Michigan

Great for Families | Girl Trips

Holland, Michigan, is the perfect destination for a weekend getaway with your family or girlfriends. This charming town is located on the shores of Lake Michigan and offers a variety of activities that are perfect for both adults and children.

One of the top attractions in Holland is the De Zwaan Windmill, a 250-year-old windmill brought over from the Netherlands. Visitors can tour the windmill and learn about its history and operation. 

For a truly unique experience, visit the annual Tulip Time Festival, where the town is covered in colorful tulips, parades, and other festive events.

Another must-visit attraction in Holland is Tunnel Park, which features a picturesque beach, playgrounds, and picnic areas. Visitors can enjoy swimming, sunbathing, playing volleyball on the beach, or exploring the park’s hiking trails and dunes.

For a fun and educational experience, head to the Holland Museum, which features exhibits on local history and culture. 

To taste the local flavor, visit the Holland Farmers Market, which offers fresh produce, baked goods, and handmade crafts from local vendors.

Holland is also an excellent destination for a girls’ trip, with plenty of boutiques, spas, and restaurants to explore. Stroll down 8th Street, the town’s central shopping district, and browse the unique shops and galleries. 

For a truly relaxing experience, book a spa day at one of the many local spas, where you can enjoy massages, facials, and other luxurious treatments.

No matter your interests, Holland, Michigan, is the perfect destination for a weekend getaway filled with fun, adventure, and plenty of opportunities to relax and unwind. [Read also: Attractions in Holland Michigan]

Kansas City, Missouri

Great for Families | Couples | Friends

Kansas City is a vibrant and diverse city that offers a variety of activities for visitors of all ages. Whether you’re traveling with friends, your significant other, or your family, there’s something for everyone in Kansas City.

If you’re a foodie, Kansas City is known for its barbecue, and you will want to try some of the best in the country. Head to Arthur Bryant’sJoe’s Kansas City Bar-B-Que, or Gates BBQ for an authentic taste of Kansas City-style barbecue.

If you want to enjoy the city’s nightlife, head to the Kansas City Power and Light District. This entertainment district is home to various bars, restaurants, and live music venues, making it the perfect destination for a night out with friends. 

For families traveling to Kansas City, there are plenty of attractions to keep everyone entertained.

Some family fun attractions include Crown Center, where you can watch the making of fresh fudge, take a Safari Sky Lift at the Zoo, and catch a ride at Worlds of Fun amusement park. 

For even more family fun, consider purchasing a Pogo Pass, which provides discounted access to multiple attractions in the area. 

Other top family-friendly attractions in Kansas City include the Science City at Union Station, where kids can explore hands-on exhibits and interactive displays, and the LEGOLAND Discovery Center, which features rides, building stations, and more.[Read also: Top 10 Family Activities in Kansas City]

If you’re a sports fan, catch a game at Arrowhead Stadium, home of the Kansas City Chiefs, or Kauffman Stadium, home of the Kansas City Royals. 

For a cultural experience, visit the Nelson-Atkins Museum of Art, which features an impressive collection of more than 35,000 works of art from around the world.

No matter your interests, Kansas City is the perfect destination for a weekend getaway that’s sure to be filled with fun, adventure, and plenty of memories.

Washington Island, Wisconsin

Great for Families

Washington Island is a hidden gem that offers a fun and unique weekend getaway for the whole family. 

Located just off the coast of Wisconsin, this charming island is only accessible by ferry, making the journey to the island an adventure. As you load your car onto the ferry, you can soak in the fantastic views from the deck above as you travel across the lake to Washington Island.

Once on the island, plenty of activities keep the whole family entertained. One of the top attractions is School House Beach, a beautiful pebble beach with crystal-clear Water perfect for swimming, sunbathing, and picnicking. 

For a truly unique experience, take a guided tour of the island on a Segway or explore the island’s scenic trails on a bike or ATV.

For history buffs, the Washington Island Farm Museum is a must-visit attraction. This living history museum features a variety of exhibits and demonstrations that showcase life on the island in the 1800s. 

Other top attractions around Washington Island include the Stavkirke, a beautiful Norwegian-style church listed on the National Register of Historic Places, and the Mountain Park Lookout Tower, which offers stunning views of the island and surrounding areas.

Regardless of your interests, Washington Island is the perfect destination for a weekend getaway filled with fun, adventure, and many memories. [Read also: Washington Island Attractions to Explore]

Hocking Hills, Ohio

Perfect for Families | Couples

Hocking Hills, Ohio, is a nature lover’s paradise and the perfect destination for an outdoor adventure. The region offers a variety of hiking trails that take you through stunning natural scenery, including caves, waterfalls, and rock formations.

One of the top attractions in Hocking Hills is Old Man’s Cave, a beautiful gorge with a waterfall and several hiking trails. The trails offer stunning views of the surrounding forest and rock formations. 

For those looking for even more adventure, Hocking Hills offers a variety of activities, including rock climbing, canoeing, and ATV rentals. Explore the region’s many waterways on a canoe or kayak, or take a guided tour of the area on an ATV.

For a truly unforgettable experience, consider staying in one of the many unique lodging options in the area, such as a treehouse or a yurt. These unique accommodations offer a one-of-a-kind experience that’s sure to be memorable.

No matter your interests, Hocking Hills, Ohio, is the perfect destination for an outdoor adventure that’s sure to be filled with breathtaking views and plenty of fun and excitement.

Badlands National Park, South Dakota

Badlands National Park is an awe-inspiring destination that will transport you to another world. Located in South Dakota, the park boasts a mesmerizing landscape of multi-colored layered rock formations that will leave you speechless. 

The park covers an area of over 244,000 acres, and it’s home to a diverse range of wildlife, including bison, bighorn sheep, and pronghorns.

One of the best ways to explore the park is by hiking. Several hiking trails will take you through the park’s unique terrain, providing stunning views of the surrounding badlands. 

If you’re interested in geology, you’ll love the park’s colorful rock formations, formed over millions of years. 

The park’s unique topography results from erosion caused by wind and Water, which have carved out the rock formations over time. The park’s layered rocks also contain fossils of ancient mammals and reptiles, providing a glimpse into the area’s prehistoric past.

In addition to hiking and exploring the park’s geology, you can enjoy other activities, such as camping and stargazing

The park offers several campgrounds where you can spend the night under the stars, and with little light pollution in the area, it’s an ideal location for stargazing.

Overall, Badlands National Park is a must-visit destination for anyone looking for a unique and unforgettable experience. Its otherworldly landscape, diverse wildlife, and fascinating geology will leave you in awe.

Top Midwest Weekend Getaway

In conclusion, the Midwest region of the United States offers a plethora of exciting and unique destinations for a weekend getaway. 

Whether you’re interested in exploring big cities like Chicago, relaxing in charming wine towns like Hermann, or immersing yourself in nature at Badlands National Park, there’s something for everyone. 

The Midwest’s diverse activities and attractions make it an ideal destination for families, couples, friends, and solo travelers. So, pack your bags, hit the road, and discover the hidden gems of the Midwest for a weekend trip you’ll always remember.

Full List Top Midwest Weekend Getaways
  1. Chicago, Illinois
  2. Herman, Missouri
  3. Branson, Missouri 
  4. Mackinac Island, Michigan
  5. Indiana Sand Dunes 
  6. Holland, Michigan
  7. Kansas City, Missouri
  8. Washington Island, Wisconsin
  9. Hocking Hills, Ohio
  10. Badlands National Park, South Dakota

If you have visited one of the Midwest destinations, we would love to hear more about your experience in the comments below. Let us know your favorite part, restaurant, or activity on the trip—something that stands out as memorable. 

If you want more of what the Midwest offers, check out these Hidden Gems in the Midwest. Pack your bags, make those reservations, and head out for your next weekend getaway.

Sara Elizabeth

About Author, Sara Elizabeth
Writer, Amora V Lifestyle
Co-Owner of Elizabeth Besich Boutique

Sara is a writer for Amora V Lifestyle and is Co-Owner of Elizabeth Besich. Sara previously worked as a Marketing Manager and has her Master’s from Lindenwood University.

Sara studies everything of interest, from psychology, recipes, finances, mental health, and travel, thriving to find happiness and to live a good life.

When not learning, Sara loves all things outdoors, food, and hanging around great company. Furthermore, Sara loves spending time with family, who she is blessed to have in her life.

Note from the author: Through my articles, I hope to bring you joy and peace and that you enjoy it!

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