Cool places to vacation in the midwest

We live in one of the best parts of the US – the Great Lakes region. There are a ton of places to vacation, but some are better than others. Here is our list of best cool places to vacation in the midwest based on personal experience.

Home to the United States’ first national park and world renowned restaurant cities, the midwest states have endless places to visit and attractions to see. Now that the kids have gone back to school, you can make time for some quality family time. Here are some places in the midwest you will want to vacation while we still enjoy warm weather.

You don’t have to look far for a vacation that’s cooler than cool. The Midwest is home to some of the most beautiful natural wonders in the country, and it’s also got plenty of urban attractions that are sure to make your trip unforgettable. Here are some of our favorite places to visit when you’re looking for a memorable vacation:

  • The [name] National Forest: With more than 7,000 miles of trails and nearly 2.5 million acres, this national forest has something for everyone. Whether you want to go camping or hiking, there are plenty of options here. Don’t forget your camera—there are tons of beautiful views!
  • Chicago: Chicago has everything from museums to art galleries and playhouses, making it an ideal destination for families with children or anyone who loves art and culture. The famous Magnificent Mile has shopping galore and tons of great restaurants too! Don’t miss out on this one!
  • St Louis: St Louis has more than just history—it also has some great food! If you’re looking for something delicious but not too expensive, try sampling some authentic Italian cuisine at [name]. You won’t regret it!

1. Mackinac Island, Michigan

Mackinac Island, Michigan
Mackinac Island, Michigan

One of the most magical vacation experiences in the Midwest is on Mackinac Island in Michigan. There is a quiet charm on the island, as no vehicles are allowed. Vacationers are transported to the resorts by horse and carriage, and during their stay, they get around on foot or by bicycle.

There is a vintage vacation elegance on the island, with the Victorian architecture of the homes and the beautiful Grand Hotel, which sits on top of the hill.

Your vacation begins with the ferry ride from Mackinaw City to Mackinac Island across Lake Huron, and whether you spend your day hiking through the Mackinac Island State Park, kayaking along the shoreline and Arch Rock, or just kicking back to watch the sunset from an Adirondack chair, you can put your wristwatch away and feel comfortable on vacation time.

If you want to add some sightseeing into a few days, you can arrange for a horseback ride around the island and visit Fort Mackinac, a historic military outpost. The best experiences on the island happen by just exploring on your own, past the intricately manicured gardens and the lilac trees. You can book a sunset cruise or fireworks cruise on the Star Line Mackinac Island Ferry on summer weekends.

2. Chicago, Illinois

Lincoln Park and downtown Chicago at dusk
Lincoln Park and downtown Chicago at dusk

The great city of Chicago in Illinois is one of the best vacation spots in the Midwest because there are so many things to do. The Windy City is filled with culture, music, arts, and of course that famous deep dish pizza. You can theme each day of your vacation to cover the best that Chicago has to offer.

Two of the top places to visit during your Chicago vacation are Millennium Park and Navy Pier. Millennium Park is part of Grant Park, which is where you are likely to catch a summer concert or festival during your stay. The historic Navy Pier has so much to see, from gardens and restaurants to a performing arts center. You can take a ride on the 150-foot Ferris wheel for one of the best views of the city. If this is a family vacation, the kids will enjoy the Chicago Children’s Museum located at Navy Pier.

To catch some of the arts scene in the city plan a day to visit the Art Institute of Chicago, and catch a live show at one of the theaters in the city, like the Chicago Theatre, CIBC Theatre, or the Cadillac Palace Theatre.

No vacation to Chicago is complete without some time to shop along Michigan Avenue and the Magnificent Mile. The upscale retailers and shops make for an exciting day filling your shopping bags with new finds.

Add in a day of adventure hitting two of Chicago’s most ambitious attractions: 360 Chicago, located on the 94th floor of the John Hancock Building, is not for those who are afraid of heights. The observation deck gives you a great view of the city, with a tilt feature that leans you 1,000 feet over the Chicago skyline.

The Willis Tower SkyDeck is the other high-rise attraction worth seeing. As you ride up to the SkyDeck on the 103rd floor of what was once the world’s tallest office building, you will be 1,353 feet off the ground and see into the landscape for nearly 50 miles.

Accommodation: Where to Stay in Chicago: Best Areas & Hotels

3. Door County, Wisconsin

Fall in Door County, Wisconsin
Fall in Door County, Wisconsin

The Door County peninsula of Wisconsin, most identifiable as the “thumb” of the state, is one of the best vacation ideas in the Midwest because of the variety of things to do and for the number of towns that you can visit in a short period of time. Door County has 19 small towns along the 66-mile peninsula, which is bordered by Lake Michigan on one side and Green Bay on the other.

You can stay in a place like Egg Harbor or Sister Bay and spend your vacation days going to the other communities to experience the family-owned cherry orchards, biking, or taking a ride on the Door County Trolley to see some of the area’s highlights. Outdoor enthusiasts can spend every day hiking in one of the five state parks in Door County. One of the best and largest is Peninsula State Park.

The water is a main draw in Door County, with more than 300 miles of coastline, so plan a few days to experience some of the beaches and kayaking opportunities, where you can see shipwrecks and sea caves.

For a fun day trip, take the ferry to Washington Island, where you can see lavender fields and Schoolhouse Beach with its unique all-rock shoreline.

Accommodation: Top-Rated Resorts in Door County, WI

4. Put-in-Bay, Ohio

Aerial view of Perry's Victory & International Peace Memorial and Put-in-Bay
Aerial view of Perry’s Victory & International Peace Memorial and Put-in-Bay

One of the best Midwest spring break ideas is Put-in-Bay on South Bass Island in Ohio. The island is off the northern Ohio coast in Lake Erie and has gained a reputation as one of the best getaways in the Midwest. The island calls to spring breakers every year, who hop on the Jet Express ferry from Sandusky or Port Clinton and head to the small island, which is big on fun.

For the younger crowd, your vacation will likely center around Put-in-Bay’s social scene. There is a cluster of restaurants and activities in the center of town where vacationers congregate.

As you head out from the main drag, things get quieter around the South Bass Island state park and the other side of the island. You can rent kayaks and Jet Skis and get out on the Lake Erie waters, or just enjoy hanging out, which is what most visitors do here.

Families will find plenty of things to do in Put-in-Bay, too. It’s wise to start with a tour of the island on the Tour Train to get a lay of the land. You can get on and off the train as you like and see some of the top attractions, like the Perry’s Victory & International Peace Memorial and Perry’s Cave Family Fun Center.

Accommodation: Where to Stay in Put-in-Bay

5. Kansas City

The Scout statue overlooking the Kansas City skyline
The Scout statue overlooking the Kansas City skyline

A Kansas City vacation is one of the best vacation ideas if you are looking to get the most bang for your buck. The city straddles both Missouri and Kansas, so it is possible to visit both states in the same trip.

Start in Missouri with some of the best of Kansas City, including free activities in town, like the Crown Center, which has great shopping and restaurants and is the international headquarters for Hallmark Cards.

Make your way to the Money Museum (also free), which has interactive exhibits, like a 27-pound gold bar. Walk the city and see how many of the 200 fountains you can spot and see why Kansas City is known as the City of Fountains. While you are on the Missouri side, be sure to take in a bite of famous Kansas City barbecue, a jazz performance, and a Kansas City Chiefs football game featuring the 2020 Super Champions.

The Kansas side of your vacation might be a day trip or several days to cover some of the best attractions on this side of the river. The Kansas City Speedway is a must-experience, where you can take in a NASCAR race or get in a car with the Richard Petty Driving Experience. Another day can be spent at the Zip KC Zip Line Park, which is an adventure park with zipline tours. You can round out your quick visit to Kansas at the T-Rex Café, which is a fun and educational dining experience.

Accommodation: Best Hotels in Kansas Ctiy, MO

6. South Dakota Ski Resorts

Ski resort in the Black Hills of South Dakota
Ski resort in the Black Hills of South Dakota

If a Midwest winter vacation is what you are looking for, then you might consider some of the ski resorts in South Dakota. The Terry Peak Ski Area near Lead and Deadwood is where many winter vacationers go, as it is a family-friendly destination in the Black Hills. There are 29 trails for every ski level, and a terrain park. There are also cross-country ski trails through the dense pine forests.

Great Bear Ski Valley near Sioux Falls is another option. It is a year-round recreation park that has skiing, snowboarding, and tubing in the winter. There are 14 downhill skiing trails, a tubing park for families, and groomed trails for cross-county skiing and snowshoeing. Lessons and rentals are available, so all you have to do is show up.

South Dakota is great for other winter recreation besides downhill skiing. It is one of the top places to visit in the U.S. for snowmobiling, with more than 1,500 miles of trails in the state. Just outside Spearfish, you can find 350 miles of groomed snowmobile trails and lodging.

7. Wisconsin Dells, Wisconsin

Cliffs viewed from a boat tour in the Upper Wisconsin Dells
Cliffs viewed from a boat tour in the Upper Wisconsin Dells

The Wisconsin Dells is one of the best midwestern family vacations because of its attractions, and it is considered the water park capital of the world. With top water parks like Kalahari, Noah’s Ark Water Park, and Great Wolf Lodge, it is great to vacation at one of these resorts, where you have the option of staying in or heading out.

The Wisconsin Dells is the kind of midwestern vacation that brings back forever memories with unique experiences, like riding in the Original Wisconsin Ducks, which tour on both the land and water.

The Wisconsin Dells has family-friendly tourist attractions, like the Ripley’s Believe It Or Not Museum and the Rick Wilcox Magic Theater and illusion show.

To enjoy some of the natural side of the Wisconsin Dells spend at least one day outdoors at the Wisconsin Deer Park, or hike and zipline near Lake Delton.

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