10 Best Romantic Weekend Getaways in the Midwest [2024]

by Ryan Hart | Updated on June 1, 2024 | Post may contain affiliate links. As an Amazon Associate we earn from qualifying purchases.

Are you looking for a fantastic romantic getaway for you and your partner but live in the Midwest and think it’s boring? Oh, how wrong you are, my friend!

There are many incredible weekend getaways for couples in the Midwest that you might not know about that can transform your relationship.

The following ten options will give you the amazing vacation you and your partner deserve and the romance you’re craving.

Couple in a row boat

What is the best getaway for couples in the Midwest?

The best romantic getaways in the Midwest are designed to appeal to as many people as possible. For example, many destinations integrate amenities like pools, hot tubs, outdoor activities, and much more.

The following ten romantic getaways in the Midwest take advantage of the region’s natural beauty to ensure you have the experience you deserve.

1. The American Club – Kohler, Wisconsin

The American Club

The American Club is a gorgeous golf resort hotel that takes advantage of the natural beauty of Wisconsin to provide a unique romantic getaway.

It’s a five-star, five-diamond hotel that has stood for over 100 years on the same property. You’ll get a comfortable and beautiful hotel room and advanced hospitality from skilled experts.

Why couples should stay here:

If you’re into golfing and want a beautiful outdoor romantic getaway, try this option! You and your partner can get in plenty of rounds of golf while you’re there and enjoy fantastic dining options at the same time.

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2. The Ritz-Carlton – Chicago, Illinois

The Ritz-Carlton

The Ritz-Carlton in Chicago is a well-known hotel with many unique amenities, like dining rooms, spas, pools, and many activities. It’s the kind of place you’ll get parking support and fine dining in a downtown environment.

If you love Chicago, this destination is an excellent choice for your next Midwestern romantic getaway.

Why couples should stay here:

Do you love Chicago and want a getaway that takes advantage of its fantastic atmosphere? Try this romantic getaway. You’ll be downtown, so you can attend concerts and other events while you relax in true luxury.

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3. Hotel Ivy – Minneapolis, Minnesota

Hotel Ivy – Minneapolis, Minnesota

Minneapolis is an underrated Midwestern city that was not just the home of Prince and Bob Dylan. If you want to visit this city for a romantic getaway, try out Hotel Ivy.

Located right downtown, it includes a high level of luxury, various activities, a lobby piano, multiple dining options, and more.

Why couples should stay here:

Try this hotel if you want to visit the Twin Cities on your romantic getaway. It’s the most luxurious option in Minneapolis and isn’t far from St. Paul, giving you a unique and attractive place to stay.

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4. 21c Museum Hotel– Kansas City, Missouri

21c Museum Hotel – Kansas City, Missouri

Kansas City is another one of those incredible Midwestern cities that is surprisingly diverse and engaging. At 21c Museum Hotel, you can stay in a downtown destination, hold private events, hang out in a luxurious room, and enjoy delicious foods and drinks.

Why couples should stay here:

Suppose you’re hanging out in Kansas City or want to check out a destination that doesn’t get a lot of attention, try this destination. There are plenty of fun things to do downtown.

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5. The Conrad Indianapolis – Indianapolis, Indiana

The Conrad Indianapolis – Indianapolis, Indiana

The Conrad Indianapolis is the only luxury hotel in downtown Indianapolis with a hotel, spa, and fine dining options.

They also have one of the best steakhouses in the city and are near areas like Lucas Oil Stadium, Gainbridge Fieldhouse, and Monument Circle.

Why couples should stay here:

If you want a destination that’s a lot like Chicago but without the insanity of the Windy City, try The Conrad! It’s a unique place to visit that provides a unique and engaging place to get away with your loved one, especially if you’re in the area.

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6. The Edgewater – Madison, Wisconsin

The Edgewater

The Edgewater in Madison includes many luxury amenities, including a spa and wellness center, event planning, wedding planning support, and boat rental.

It’s the most luxurious place to stay in Madison and has been open for nearly 80 years, which gives it a timeless appeal that you can’t get with more modern destinations.

Why couples should stay here:

Wisconsin residents will get the best experience possible from this getaway. However, we also suggest it for people who love boating or want to visit a fun city that isn’t as wild as Chicago or NYC.

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7. The Pfister Hotel – Milwaukee, Wisconsin

The Pfister Hotel

The Pfister Hotel provides a historic getaway for Milwaukee visitors that includes a four-diamond quality level. You get full-service luxury for fine dining, memorable celebrations, fun accommodations, spa destinations, and more.

Why couples should stay here:

Milwaukee is one of those cities that often gets ignored when choosing romantic getaways in the Midwest. Various businesses consistently voted it a top travel destination, meaning you get the high-quality support you deserve.

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8. The Raphael Hotel – Kansas City, Missouri

The Raphael Hotel

The Raphael Hotel is another excellent Kansas City destination with historic charm and elegance.

Considered a significant historical landmark, it’s close to the Country Club Plaza, with over 150 different shops and dining options for you to enjoy.

Why couples should stay here:

Try this hotel if you want a hotel close to many exciting downtown destinations. It’s not only one of the most celebrated destinations in Missouri but is comfortable enough to provide NYC-level comfort and luxury.

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9. The Kimpton Gray Hotel – Chicago, Illinois

The Kimpton Gray Hotel – Chicago, Illinois

The Kimpton Gray Hotel is a premiere four-diamond hotel in Chicago’s loop that is consistently voted one of the top hotels in the city and the world.

With an elegant and stylish feel and an attractive, old-school design, it’s the kind of place where you and your partner can relax in luxury.

Why couples should stay here:

The Kimpton Gray Hotel is a perfect place to visit if you want to travel to Chicago for your next romantic getaway. You and your partner will practically be waited on hand and foot between your shopping and tourist trips.

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10. The Grand Hotel – Mackinac Island, Michigan

The Grand Hotel – Mackinac Island, Michigan

The Grand Hotel is a legendary destination on Michigan’s Mackinac Island that has been popular with celebrities for many years.

With a history stretching over a century, The Grand Hotel provides luxury, comfort, and amenities in an island atmosphere.

Why couples should stay here:

There aren’t many island destinations in the Midwest where you and your partner can stay. That makes The Grand Hotel an exceptional option. You can explore the island, try some fudge, go swimming, bike, ride a horse-drawn carriage, and much more.

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What activities can couples do on a Midwest weekend getaway?

Couples can enjoy activities like hiking, biking, wine tasting, shopping, and exploring charming towns. There are also many romantic restaurants and spas for a relaxing date night.

Are there any romantic cabins or inns to stay in?

The Midwest has many romantic cabins and inns. Some popular options are the Can-U-Canoe Riverview Cabins in Arkansas, the Grand Harbor Inn in Iowa, and the Blue Harbor Resort in Wisconsin.

Is a weekend enough time to enjoy a romantic getaway?

A weekend is enough time to enjoy a romantic getaway. You can explore the local attractions, have a romantic dinner, and relax together in a cozy cabin or inn.

What is the best time of year to visit the Midwest for a romantic weekend?

The best time to visit the Midwest for a romantic weekend is during the fall or spring. The weather is mild, and the scenery is beautiful with colorful leaves or blooming flowers.

Bottom Line

Couple watching sunset

The Midwest is full of amazing places for couples to enjoy a romantic getaway. From the beautiful lakes and forests to the charming small towns, there’s something for everyone to love.

Whether you’re looking for adventure or relaxation, you’ll find it in the heart of America. So, why not plan your next weekend escape with your special someone?

You’ll create unforgettable memories, strengthen your bond, and discover the magic of the Midwest together. Don’t forget to take lots of pictures and share your experiences with friends and family.

About the Author:
Ryan Hart

Ryan Hart is a licensed insurance agent, writer, and former home designer. He is on a mission to help couples protect their homes in retirement with life insurance and annuities.

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