Romantic Weekend Getaways in the Midwest

Lodging, Dining, and Just for Fun

Kohler Waters Spa bath
Susan Breslow Sardone.

When you live in the Midwest, you may dream of flying to the West or East Coast to enjoy a romantic weekend getaway. But it's not necessary! Although many of the country's finest inns and escapes are located along those seaboards, a weekend simply isn't long enough to get there from the middle of the USA, settle in, and relax. 

The good news is that you may not have to travel far from home in order to have a weekend that you've been fantasizing about. Sometimes all a relationship needs is for a couple have quality time to be alone together. Unless you're planning to be tourists and check out nearby points of interest, a lodging's location is not nearly as important as the privacy and comfort, service and cleanliness you need from the property you choose to visit for a bit of pampering. 

In addition to the following midwestern resorts that are especially romantic and couples-friendly, also consider making a visit to a Sybaris property. These are located in Wisconsin, Illinois, and Indiana and feature big jetted tubs for two and mirrored walls.


  • Lodging
    The American Club (check rates now)
    Located 55 miles north of Milwaukee, the American Club is part of Destination Kohler, a splendid four-seasons resort that also includes award-winning golf and spa facilities, shopping, and 12 dining options. 
  • Dining
    Blackwolf Run Restaurant
    Inside Destination Kohler and adjacent to one of its golf courses, Blackwolf Run serves classic American fare in a comfortable dining room with a huge fireplace. If one or both of you aren't drinking, the bar here offers a selection of scrumptious non-alcoholic beverages.
  • Just for Fun
    Kohler Design Center
    Rooms with abundant design ideas, the biggest bathtubs you'll ever see and more, all guaranteed to inspire porcelain envy.


  • City Luxe
    Waldorf Astoria Chicago (check rates now)
    This Chicago hotel knows how to cosset couples. From the moment you arrive to the time you (reluctantly) leave, staff (no tippling accepted!) go out of their way to anticipate your needs and ensure your pleasure during a romantic weekend getaway.
  • City Dining
    Chicago's Top 5 Romantic Restaurants
    Why choose just one?
  • Suburban Lodging
    Sybaris Pool Suites  (check rates now)
    This chain maintains locations in Northbrook, Frankfort, and Downers Grove; all of the properties offer couples a sexy setting.
  • Suburban Dining
    Maldaner's Restaurant
    Springfield's oldest dining spot serves first-rate food in an old-world atmosphere of stained glass and wainscoting.
    Just for Fun
    Rees Memorial Carillon
    Located in beautiful Washington Park, the carillon fills the air with bell music every Sunday afternoon and on Wednesday evenings during the summer.


  • Lodging
    Hotel Ignacio (check rates now)
    This St. Louis boutique hotel, which opened in 2011, has a bold contemporary look and features original art in its guest rooms and public spaces.
  • Dining
    Triumph Grill
    A full-service restaurant and motorcycle museum in St. Louis.
  • Just for Fun
    Catch a performance, if you can appreciate it for its camp value.


  • Lodging
    Hotel Pattee (check rates now)
    An AAA Four-Diamond award-winning property and member of the Historic Hotels of America, Hotel Pattee is located in Perry, outside of Des Moines.
  • Dining
    Harvey's at Hotel Pattee
    Hotel Pattee's restaurant has three distinct dining sections, all of which evoke the era of depot restaurants and railroad hotel dining rooms from the golden age of train travel across the midwest. Simple, hearty American cuisine is on the menu from breakfast through dessert.
    Just for Fun
    Catfish Bend Riverboat Casino
    Where you don't have to gamble on having a great time.
    Adventureland Park
    Popcorn, cotton candy, and lots of scary rides that require comforting embraces. Open weekends after Labor Day.


Was this page helpful?