Romantic getaways in the Midwest

Full Guide 2022

Find your romantic getaway...

Despite being often overlooked as a honeymoon or romantic weekend destination, the American Midwest isn’t just Chicago. This expansive area of the American outback is home to breathtaking scenery, bustling cities and so many natural wonders you’ll find yourself coming back for more romantic getaways in the Midwest.

Look through our list to find the perfect luxury hotel for your romantic weekend, and book your couples getaway today!

Best romantic getaways in the Midwest

The Peninsula

Located along Chicago’s iconic Magnificent Mile, the Peninsula consistently makes it into various lists of the city’s best hotels, and its easy to see why, with its beautiful common areas and lavish amenities.

The Peninsula boasts a half Olympic swimming pool, surrounded by panoramic floor-to-ceiling windows.

The afternoon tea is one of the hotel’s most renowned features, fine French Champagne is paired with decadent chocolate for a delightful afternoon of indulgence.

Related: Romantic getaways in Chicago.

Bottleworks Hotel

This imposing white building that was once a  Coca Cola bottling company has been given new life as a luxury hotel. The Bottleworks is what many would call the ideal romantic hotel in the Midwest.

This gorgeous hotel boasts a phenomenal spa, expertly equipped to help you relax during your romantic weekend retreat. Enjoy a cocktail at the on-site bar, or a fine-dining meal from the hotel’s on-site romantic restaurant, Modita, specializing in Asian fusion cuisine.

Each spacious suite boasts a beautifully equipped and ample bathroom, featuring white marble details and oversized showers.

Pier B Resort

Featuring the only waterfront restaurant in Duluth, the Pier B Resort in Minnesota, will provide you with stunning views and an intimate setting for your romantic weekend.

Enjoy the company of your loved one with a dip at the hotel’s scenic outdoor hot tub, overlooking the bay.

Firepits adorn each of the seating areas scattered throughout the property.

Each elegant room boasts modern decór and spacious bathrooms equipped with oversized showers.

Romantic luxury hotels in the Midwest

Trump International Hotel & Tower®

The Trump International is a unique Chicago landmark, it soars above the city skyline, giving it a unique air of imponent charm, perfect for a lavish romantic getaway in the Midwest.

Offering luxury spa services and a gorgeous indoor swimming pool surrounded by floor-to-ceiling windows to make the most of its sweeping city views, the Trump  International takes the pressure off of you during your romantic weekend getaway.

Indulge in Midwestern cuisine, prepared by renowned chef Nick Dostal, at the Trump International’s dining room, offering guests priviliged views of Lake Michigan and of the Chicago River.

Four Seasons Chicago

Chicago’s Four Seasons is lavishly furnished and styled, with vintage French inspired decór throughout the hotel, lending it an air of sophisticated charm.

The Four Seasons is home to a sprawling indoor swimming pool, as well as a fully-equipped spa.

The award-winning, Adorn, is located at the Four Seasons, serving the best of the Midwest’s produce.

The theme extends into the rooms, where bathrooms boast white marble and gold accents.

Related: Romantic getaways in Illinois.

Nobu Hotel

One of Chicago’s finest hotels, the Nobu boasts state-of-the-art amenities coupled with a central location, making it the ideal springboard for any of your romantic getaways in the Midwest.

Each elegant room boasts lavish amenities, such as hardwood floors, floor-to-ceiling windows, and bathrooms equipped with Japanese inspired wooden soaking tubs.

The Nobu is home to a luxurious spa, fully equipped and staffed to provide you with the finest treatments on your romantic weekend.

The Seelbach

Boasting lavish lounges, marble staircases and unique arquitecture throughout, the opulent Seelbach in Louisville, Kentucky is a typical destination for a romantic weekend getaway.

This 5 star hotel hosts its own fine-dining restaurant, with a seasonal menu revolving around local cuisine and produce.

Each suite at the Seelbach is fully equipped with cooking facilities and a spacious seating area.

Related: Romantic getaways in Kentucky.

Conrad Indianapolis

Just a short walk from the bustling heart of Indianapolis, the Conrad is home to every amenity and comfort imaginable for an unforgettable romantic getaway in the Midwest.

The Conrad’s ample indoor swimming pool or the lavish on-site spa are the perfect places for you to unwind on your couples getaway.

The Capital Grille serves typical steakhouse fare paired with an extensive wine menu.

Each elegant room boasts marble finished bathrooms and ample seating areas.

The Langham

A Chicago institution, the Langham is perfect for an upscale romantic getaway in the Midwest. 

This luxury hotel has charm and romance written all over it, with a vast indoor swimming pool surrounded by panoramic windows that offer sweeping views of the city, and a state-of-the-art spa located on-site, it was never so easy to relax and unwind during your romantic weekend getaway.

Once you’re done relaxing for the day, enjoy some champagne and sumptuous biscuits over afternoon tea, and end your day with a fine-dining meal at Pavilion, the Langham’s restaurant, that serves European cuisine with an American twist.

Romantic boutique hotels in the Midwest

Steele Mansion Inn

Finishing up our list, the Steele Mansion Inn is the ideal hotel for couples looking for a charming inexpensive romantic getaway.

This boutique hotel in Painesville, Ohio offers guests freshly made breakfast every morning, so that they can start each day of their romantic weekend off on the right foot.

Each room at the Steele Mansion boasts a fireplace and a spacious seating area. Hardwood floors and vintage decór adorn the entire mansion, helping to create a charming atmosphere for an intimate romantic weekend.

Related: Romantic getaways in Ohio.

The Graduate

Boasting a unique fusion of vibrant colors and modern decór, with vintage accent pieces, the Graduate in Bloomington is a unique romantic hotel in the Midwest in its charm and stylistic appeal.

Conveniently located within walking distance of many of Bloomington’s most popular local attractions, staying at the Graduate makes touring the city a breeze.

Start your day off with a hearty breakfast, freshly made at the Graduate’s on-site restaurant, Poindexter.


Viceroy Chicago

Just around the corner from Chicago’s Magnificent Mile, the Viceroy blends the best of both worlds, a luxurious accommodation in the heart of the action for an easy going romantic getaway in the Midwest.

This historic hotel for couples is perfect for any romantic weekend getaway, boasting an on-site restaurant that specializes in local Midwestern flavours.

Enjoy sweeping city views from the comfort of the heated rooftop pool, with a cocktail in hand, handcrafted at the poolside bar Devereaux.

The Brown Hotel

The Brown Hotel in Louisville, Kentucky is the quintessencial romantic hotel for a couples getaway, conveniently located in downtown Louisville’s Theater District.

The hotel boasts vintage decór reminiscent of grand French palaces, vaulted ceillings, and large chandeliers.

Enjoy a light meal or a full on multiple-course meal at any of the Brown’s 3 on-site restaurants.

Ironworks Hotel Indy

Kicking off our list the Ironworks Hotel in Indianapolis is the ideal boutique hotel for couples on their romantic getaway in the Midwest.

Conveniently placed just a short walk form various local attractions, the Ironworks boasts a rooftop lounge that houses a fine-dining restaurant that serves upscale American cuisine with a view.

An on-site spa offers every treatment and massage package you can imagine so you can relax and enjoy your weekend getaway to the utmost.

Hotel EMC2

The vibrant EMC2 hotel in Chicago is a full proof choice of romantic hotel in the Midwest to stay at for your weekend getaway.

Every suite at this exciting boutique hotel boasts an open layout, with a bedside shower cabin, and using warm inviting colors, making it easy to create the ambiance for a passionte romantic weekend.

Start and end everyday of your weekend getaway with a meal at The Albert, an innovative romantic restaurant, located on-site, that serves upscale, American cusine, paired with fine wines and handcrafted signature cocktails.

Themed hotels for couples in the Midwest

Red Carpet Inn Fanta Suites Hotel

Stay the night in a sheik’s tent, travel back in time to ancient Rome, sleep in a cave, stay in an alien-inspired room, and much more at the Red Carpet Inn Fanta Suites Hotel, an Indiana hotel offering differently themed fantasy suites with private hot tubs.

Onsite amenities include a fitness centre and a game room.

The hotel serves a free daily continental breakfast.

Don Q Inn

Looking for a unique place to stay at during your next romantic getaway? The Donn Q Inn is a perfect choice!

Book one of the uniquely-designed and fantasy themed suites fitted with large copper tubs or heart-shaped tubs and king or queen-sized beds.

Property facilities include an indoor/outdoor pool with a hot tub, room service, and a daily fresh continental breakfast.

Related: Romantic getaways in Wisconsin.

Best Western Route 66 Rail Haven

Best Western Route 66 Rail Haven is a 1950’s-themed motel located along the iconic Route 66 is every vintage lover’s dream. 

The pet-friendly motel features an outdoor pool, vintage cars and memorabilia of the era.

Guests are welcome to grab a daily continental breakfast and free coffee in the lobby.

Lovers of classic rock ‘n’ roll will be thrilled by the Elvis suite that boasts a pink Cadillac bench and an in-room Jacuzzi® tub.

Related: Romantic getaways in Missouri.

Branson King Resort & Suites

Branson King Resort & Suites is conveniently located just minutes from the Titanic Museum.

Rooms at this unique hotel are inspired by America’s most beloved entertainers and public figures such as Conway Twitty & Loretta Lynn, John Wayne, and Ronald Reagan.

Lovers of classic rock ‘n’ roll can choose between booking the Elvis suite, the Elvis Penthouse, and the world-famous Elvis King Condo.

Branson King Resort & Suites features a seasonal outdoor swimming pool, a barbecue, and a shared lounge and garden. 


Sybaris Pool Suites Mequon

This adults-only hotel is perfect for surprising your partner with an unforgettable getaway thanks to Sybaris’ amazing in-room amenities.

Give your significant other the gift of the ultimate romantic experience by booking a swimming pool suite. The luxury Chalet pool suite features a bedroom loft with a 10-foot waterslide, a private waterfall, a cozy fireplace, and a hot tub.

In addition, the property is located only a 15-minute drive from Lake Michigan. 

Grandpa’s Pool House

Grandpa’s Pool House is a vacation rental experience decorated in 70s and 80s vintage kitsch style.

The property features a heated indoor pool, keeping a perfect temperature year-round, and  patio with a fire pit and a BBQ grill, overlooking the nearby stream.

Guests are greeted with a welcome package and are provided with themed games and details, as well as a friendly service.

Romantic things to do in the Midwest

Stoney Creek Hotel Wausau

Stoney Creek Hotel Wausau features cheap accommodations with an indoor pool, a hot tub, a lounge bar, a fitness center, and a terrace.

Each room is fitted with a flat-screen TV, a private bathroom with a shower or bath, air-conditioning, and a seating area.
Other amenities include airport shuttle service, laundry service, and free breakfast.

Cloran Mansion Bed & Breakfast

Book a historic and charming stay at Cloran Mansion, a Galena bed&breakfast located just a short walk away from the city’s Historic District.

Rooms at the mansion boast private patios, kitchenettes and large well lit bathrooms. Suites are fitted with fireplaces, seating areas, and hot tubs.

The property features a lush garden with an outside seating area, and a firepit.

Hilton Garden Inn Ann Arbor

The charming Hilton Garden Inn boasts a heated indoor pool, an on-site restaurant, as well as an outdoor lounge where guests can unwind and sip on a cocktail from the inhouse bar.

The pet-friendly rooms at the Hilton Garden Inn are elegant and spacious, boasting beautiful bathrooms, while suites come with fireplaces, and separate seating areas.

Romantic things to do in the Midwest

Once you have chosen the perfect hotel for your romantic getaway, let’s find a complementary thing to do in Midwest so you can get the most out of your couple’s vacation.

Indianapolis Zoo

Complement your romantic weekend getaway with a good old-fashioned trip to the zoo. The Indianapolis zoo is home to nearly 4000 animals of over 300 species.

Whether you’re visiting during the winter or summer, enjoy watching majestic animals in their habitat, and watch their nuanced interactions with each other and their surroundings.

Chicago Arquitecture River Tour

The bustling city of Chicago is well known for its metropolitan arquitecture, towering skyscrappers cut through the skyline, dwarfing us in comparison.

So what better way to enjoy the city than hopping on a boat and admiring these imposing contraptions of steel and glass as a cool breeze hits your face.

Art Institute of Chicago

One of the most celebrated museums in the world, the Art Institute of Chicago houses the greatest impressionist collection outside of Paris.

The Modern Wing of this cultural Mecca houses contemporary masterpieces, while whole separate galleries are dedicated to Ancient Greece, Africa, Japan, and the Americas.

360 Chicago Observation Deck

Enjoy the beauty of Chicago’s skyline from above at the 360 Chicago Observation Deck. As the name emplies, the Observation Deck offers panoramic views of the city skyline.

A giant moving platform leans you forward and put you nearly paralel to the ground, so you can better enjoy the breathtaking views of the lakefront and four states.

Minnehaha Park

Home to a variety of sculptures made by local artists, a majestic 53-foot waterfall, numerous walking and hiking trails and an immesurable amount of natural beauty, the Minnehaha Park in Minneapolis is one of the most beloved attractions in the area by locals and tourists alike.

While not very dense with entertainment or attractions, the Park makes for the perfect afternoon destination, walk up to the waterfalls and snag some pictures after appreciating the local art on display for a carefree romantic weekend afternoon.

Central Canal

The Central Canal in Indianapolis is the perfect way to walk through the city’s most important and popular attractions, so that you can fully appreciate everything Indianapolis has to offer on your romantic weekend getaway.

The Canal Walk stretches from the city’s downtown district and makes for the perfect afternoon walk during your stay.

More romantic getaways close to the Midwest

If you want to find more romantic hotels, we recommend these locations below, so you can find the perfect accommodation for your next romantic getaway or vacation.

For more couple’s destinations, check out the menu in the upper right corner or visit our romantic homepage.