10 best places for weekend getaway from St. Louis, MO

06 Jun 2026Updated last time

Weekend Getaway Itinerary from St. Louis

This trip itinerary offers a well-rounded mix of scenic nature, small-town charm, history, music, and food, all within a reasonable drive from St. Louis. You can shape the journey around your interests, whether that means sipping wine in Hermann, floating the clear waters of the Ozark National Scenic Riverways, relaxing at Lake of the Ozarks, or exploring the trails of Mark Twain and Shawnee National Forests. If you prefer city energy, Kansas City and Memphis bring iconic barbecue, live music, museums, and memorable neighborhoods, while Springfield, Illinois and Jefferson City add a strong historical element.

The route is flexible enough for several short weekend escapes or one longer road trip with multiple stops. Along the way, you can add unusual restaurants for memorable meals and distinctive hotels that make the overnight stay part of the adventure. From Victorian streets in Eureka Springs to riverside scenery, forest drives, and lively entertainment districts, each destination brings a different mood and experience. This itinerary is ideal for couples, friends, or families looking to discover the diversity of the Midwest and nearby South without the stress of long-distance travel.


Recommended Activities

  • Nestled in the heart of Missouri wine country, Hermann offers charming German architecture, award-winning wineries, and vibrant festivals, making it a perfect destination for a relaxing and cultural getaway.
  • 2

    Ozark National Scenic Riverways, MO

    This breathtaking natural area offers a wide range of outdoor activities including canoeing, hiking, and wildlife viewing, set against a backdrop of clear rivers and stunning forested landscapes.
  • 3

    Lake of the Ozarks, MO

    Known for its water sports and beautiful scenery, Lake of the Ozarks is a great spot for boating, fishing, and golfing, along with enjoying a bustling bar and restaurant scene.
  • 4

    Kansas City, MO

    Kansas City boasts a rich cultural scene with famous barbecue, jazz music, and numerous museums and galleries, including the iconic National World War I Museum and Memorial.
  • 5

    Mark Twain National Forest, MO

    This expansive forest offers opportunities for hiking, camping, and exploring diverse ecosystems, providing a serene escape into nature with beautiful trails and scenic drives.
  • 6

    Springfield, IL

    Springfield, the capital of Illinois, is steeped in history with attractions related to Abraham Lincoln, including his presidential library and museum, home, and tomb, offering a fascinating dive into American history.
  • 7

    Shawnee National Forest, IL

    Shawnee National Forest is known for its unique rock formations, such as the Garden of the Gods, lush landscapes, and miles of trails, making it ideal for hiking, photography, and outdoor adventures.
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    Eureka Springs, AR

    Eureka Springs is a charming Victorian town famed for its historic architecture, vibrant arts community, and natural springs, offering a blend of relaxation, history, and cultural exploration.
  • The home of blues and rock 'n' roll, Memphis offers a rich musical history with landmarks like Graceland and Beale Street, alongside delicious Southern cuisine and a lively cultural scene.
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    Jefferson City, MO

    As the capital city of Missouri, Jefferson City offers a rich historical experience with its impressive State Capitol building, museums, and charming downtown area, as well as access to beautiful riverside landscapes and parks.

Restaurants

  • Picture for Lamberts Cafe

    Lamberts Cafe

    2305 E Malone Ave, Sikeston, MO 63801, United States
    Known as the 'Home of Throwed Rolls,' Lambert's offers a unique dining experience where hot rolls are literally thrown to guests, along with generous portions of Southern comfort food.
    4.6
    $$$$
  • Picture for The Hill Winery

    The Hill Winery

    1110 Stone Hill Hwy, Hermann, MO 65041, USA
    Located in Hermann, MO, this winery provides a combination of wine tasting and authentic Italian cuisine set in a charming countryside atmosphere, perfect for a unique culinary excursion.
    4.5
    $$$$
  • Picture for The Order
    305 E Walnut St, Springfield, MO 65806, United States
    Nestled in Springfield, MO, The Order offers a creative twist on classic American dishes using locally sourced ingredients, creating a distinctive dining experience.
    4.3
  • Picture for McGurk's Public House

    McGurk's Public House

    108 S Main St, O'Fallon, MO 63366, United States
    Set in St. Louis, this Irish pub is known for its authentic ambiance, live Irish music, and a beautiful outdoor garden, providing a unique cultural and dining experience.
    4.6
    $$$$
  • Picture for Cafe Cusco
    234 E Commercial St, Springfield, MO 65803, USA
    Located in Springfield, MO, this eatery offers an exotic culinary adventure with a menu inspired by Peruvian cuisine, highlighted by vibrant flavors and unique dishes.
    4.6
    $$$$

Hotels

  • The Cheshire Hotel, St. Louis

    6300 Clayton Rd, Richmond Heights, MO 63117, United States

    Located in St. Louis, MO, The Cheshire offers a whimsical and enchanting stay with its British-inspired décor, themed rooms, and charming atmosphere.
  • Ruebel Hotel

    217 E Main St, Grafton, IL 62037, United States

    This historic hotel in Grafton, IL, features vintage charm and riverside views, providing a quaint and nostalgic getaway with a touch of local history.
  • Rockcliffe Mansion

    1000 Bird St, Hannibal, MO 63401, United States

    In Hannibal, MO, this bed and breakfast offers a unique stay in a beautifully preserved mansion filled with antiques, reflecting the grandeur of its historic past.
  • Treehouse Cottages - Eureka Springs, AR

    165 W Van Buren, Eureka Springs, AR 72632, United States

    Nestled in Eureka Springs, AR, these treehouse accommodations provide a unique and serene experience surrounded by nature, offering a cozy escape from everyday life.
  • Lothernberg School House Inn

    107 Bayer Rd, Hermann, MO 65041, United States

    Located in Hermann, MO, this former schoolhouse offers a charming and nostalgic stay with comfortable accommodations and a direct connection to the town's rich German heritage.

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