Photo of AI-Magellan
16 Mar 2025Updated last time
Edit Trip Edit
Bookmark TripSave

Wisconsin To Oklahoma Road Trip Trip Itinerary

Road Trip Overview: Wisconsin to Oklahoma

Embark on an extraordinary road trip from the rolling landscapes of Wisconsin to the cultural heart of Oklahoma, exploring vibrant cities and charming towns along the way. Your journey begins in Madison, Wisconsin, known for its lively cultural scene, picturesque lakes, and the stunning architecture of the Wisconsin State Capitol. Dive into the academic vibe of the University of Wisconsin and indulge in the city's eclectic cuisines.

Continuing south, you'll pause in Galena, Illinois, a quaint town that exudes historic charm with its beautifully preserved 19th-century buildings. Delight in walking through Galena's Main Street, soaking in the atmosphere of this vintage town, and enjoying its scenic wineries that offer a perfect blend of relaxation and taste.

Next, Davenport, Iowa, welcomes you with its picturesque riverfront along the Mississippi and an energetic arts scene featuring the Figge Art Museum. Experience the local spirit at the River Music Experience or visit during the Bix Beiderbecke Memorial Jazz Festival to immerse yourself in the festive jazz heritage.

Heading into Missouri, Kansas City awaits as a cultural melting pot with its iconic jazz scene, remarkable art collections at the Nelson-Atkins Museum, and famous barbecue joints that promise mouthwatering experiences. This dynamic city offers both historic and contemporary attractions that engage a wide range of interests.

As you enter Oklahoma, Tulsa stands out with its rich tapestry of cultural and historic sites. From the elegant Philbrook Museum of Art to the vibrant local music venues that echo with rhythms of creativity, Tulsa provides a unique blend of art and history in a delightful urban setting.

Your journey culminates in Oklahoma City, where Western heritage meets modern culture. Discover the diverse experiences offered by this city, whether strolling through the atmospheric Bricktown district, reflecting at the National Cowboy & Western Heritage Museum, or enjoying the serenity of the Myriad Botanical Gardens. This road trip from Wisconsin to Oklahoma promises a rich tapestry of experiences blending cultural, historical, and natural beauty at every turn. Safe travels!


Recommended Activities

  • Trip Point Pin1

    Madison, Wisconsin

    Known for its vibrant cultural scene, Madison offers an array of activities including visiting the Wisconsin State Capitol, exploring the beautiful University of Wisconsin campus, and enjoying recreational activities around its many lakes.
    Open Google Maps Button
  • Trip Point Pin2

    Galena, Illinois

    Galena is a charming town famous for its well-preserved 19th-century buildings and rich history. Visitors can enjoy its picturesque Main Street, learn about Ulysses S. Grant at his home, and explore scenic wineries.
    Open Google Maps Button
  • Trip Point Pin3

    Davenport, Iowa

    As part of the Quad Cities, Davenport is known for its vibrant arts scene, including the Figge Art Museum and the River Music Experience. The city also hosts the annual Bix Beiderbecke Memorial Jazz Festival and offers beautiful riverfront parks along the Mississippi River.
    Open Google Maps Button
  • Trip Point Pin4

    Kansas City, Missouri

    Kansas City is renowned for its jazz heritage, vibrant arts scene, and delicious barbecue. Highlights include the National World War I Museum, Nelson-Atkins Museum of Art, and lively districts like Country Club Plaza and Westport.
    Open Google Maps Button
  • Trip Point Pin5

    Tulsa, Oklahoma

    Tulsa boasts a rich cultural history with attractions like the Philbrook Museum of Art and the Woody Guthrie Center. The city has a lively music scene and Art Deco architecture, making it a unique and appealing destination.
    Open Google Maps Button
  • Trip Point Pin6

    Oklahoma City, Oklahoma

    Oklahoma City offers a blend of cowboy culture and urban appeal. Visitors can enjoy the National Cowboy & Western Heritage Museum, stroll through the revitalized Bricktown entertainment district, and relax in the tranquil Myriad Botanical Gardens.
    Open Google Maps Button

Restaurants

  • Restaurant Icon

    Graze Restaurant

    4.4
    $$$$

    Graze Restaurant

    Located in Madison, Wisconsin, this restaurant offers a farm-to-table dining experience with innovative dishes and a stunning view of the Capitol building.
    4.4
    $$$$
    Picture for Graze Restaurant
  • Restaurant Icon

    Fried Green Tomatoes

    4.6
    $$$$

    Fried Green Tomatoes

    Situated in Galena, Illinois, this restaurant is famous for its Italian-American cuisine and historic, cozy atmosphere in the heart of downtown.
    4.6
    $$$$
    Picture for Fried Green Tomatoes
  • Restaurant Icon

    Machine Shed Restaurant

    4.3
    $$$$

    Machine Shed Restaurant

    In Davenport, Iowa, visit this unique eatery for a taste of hearty Midwestern cuisine served in a charming farmhouse setting.
    4.3
    $$$$
    Picture for Machine Shed Restaurant
  • Restaurant Icon

    Succotash

    4.3
    $$$$

    Succotash

    Located in Kansas City, Missouri, this restaurant combines Southern and American Classic dishes with a quirky, colorful ambiance.
    4.3
    $$$$
    Picture for Succotash
  • Restaurant Icon

    The Mule (Oklahoma City, Oklahoma)

    The Mule (Oklahoma City, Oklahoma)

    A must-visit in Oklahoma City, this eatery specializes in gourmet grilled cheese sandwiches and a vast selection of craft beers in a hip atmosphere.
    Picture for The Mule (Oklahoma City, Oklahoma)

Hotels

  • Hotel Icon

    The Edgewater Hotel

    The Edgewater Hotel

    Situated on the shores of Lake Mendota in Madison, Wisconsin, this luxury hotel combines modern comforts with a rich history, offering stunning lake views and a vibrant city atmosphere.
    Picture for The Edgewater Hotel
  • Hotel Icon

    The Desoto House Hotel

    4.5

    The Desoto House Hotel

    Located in Galena, Illinois, this historic hotel dates back to 1855 and offers a charming old-world atmosphere along with comfortable accommodations in the heart of the downtown area.
    4.5
    Picture for The Desoto House Hotel
  • Hotel Icon

    Hotel Blackhawk

    4.5

    Hotel Blackhawk

    Nestled in Davenport, Iowa, this historic hotel is renowned for its elegant decor, stunning architecture, and modern amenities, making it a unique and luxurious stop on your journey.
    4.5
    Picture for Hotel Blackhawk
  • Hotel Icon

    The Westin Kansas City at Crown Center

    4.4

    The Westin Kansas City at Crown Center

    In Kansas City, Missouri, this hotel offers contemporary luxury with distinctive architecture, nestled in a bustling location near top attractions like Union Station.
    4.4
    Picture for The Westin Kansas City at Crown Center
  • Hotel Icon

    21c Museum Hotel Oklahoma City

    21c Museum Hotel Oklahoma City

    A boutique hotel in Oklahoma City, Oklahoma, this unique establishment combines contemporary art installations with stylish accommodations, transforming the guest experience into an inspiring stay.
    Picture for 21c Museum Hotel Oklahoma City

Local Events & Happenings

  • Event Icon

    Mizzou Volleyball vs. Stanford

    Mizzou Volleyball vs. Stanford

    The event will take place at Mizzou Athletics in Columbia.
    Map IconMizzou Athletics in Columbia (66.11 mi)
    Calendar Icon10 Sep 2025
    Picture for Mizzou Volleyball vs. Stanford
  • Event Icon

    Mizzou Volleyball vs. Arkansas

    Mizzou Volleyball vs. Arkansas

    The event will take place at Mizzou Athletics in Columbia.
    Map IconMizzou Athletics in Columbia (66.11 mi)
    Calendar Icon4 Oct 2025
    Picture for Mizzou Volleyball vs. Arkansas
  • Event Icon

    Mizzou Volleyball vs. Oklahoma

    Mizzou Volleyball vs. Oklahoma

    The event will take place at Mizzou Athletics in Columbia.
    Map IconMizzou Athletics in Columbia (66.11 mi)
    Calendar Icon6 Oct 2025
    Picture for Mizzou Volleyball vs. Oklahoma
  • Event Icon

    Mizzou Volleyball vs. Ole Miss

    Mizzou Volleyball vs. Ole Miss

    The event will take place at Mizzou Athletics in Columbia.
    Map IconMizzou Athletics in Columbia (66.11 mi)
    Calendar Icon18 Oct 2025
    Picture for Mizzou Volleyball vs. Ole Miss
  • Event Icon

    Mizzou Volleyball vs. LSU

    Mizzou Volleyball vs. LSU

    The event will take place at Mizzou Athletics in Columbia.
    Map IconMizzou Athletics in Columbia (66.11 mi)
    Calendar Icon20 Oct 2025
    Picture for Mizzou Volleyball vs. LSU
  • Event Icon

    Mizzou Volleyball vs. South Carolina

    Mizzou Volleyball vs. South Carolina

    The event will take place at Mizzou Athletics in Columbia.
    Map IconMizzou Athletics in Columbia (66.11 mi)
    Calendar Icon25 Oct 2025
    Picture for Mizzou Volleyball vs. South Carolina
  • Event Icon

    Mizzou Volleyball vs. Georgia

    Mizzou Volleyball vs. Georgia

    The event will take place at Mizzou Athletics in Columbia.
    Map IconMizzou Athletics in Columbia (66.11 mi)
    Calendar Icon27 Oct 2025
    Picture for Mizzou Volleyball vs. Georgia

Travel Gems from Reddit


Music for Your Journey

  • Music Icon

    Eagles - Take It Easy - 2013 Remaster

    Eagles - Take It Easy - 2013 Remaster

    The Eagles' classic is a perfect road trip anthem with its laid-back vibe and catchy tune.
    Listen on Spotify
    Picture for Eagles - Take It Easy - 2013 Remaster
  • Music Icon

    Rascal Flatts - Life is a Highway

    Rascal Flatts - Life is a Highway

    Tom Cochrane's hit celebrates the spirit of adventure and is ideal for cruising down long stretches of road.
    Listen on Spotify
    Picture for Rascal Flatts - Life is a Highway
  • Music Icon

    Chuck Berry - Route 66

    Chuck Berry - Route 66

    Nat King Cole's classic captures the essence of traveling across America's famous highway.
    Listen on Spotify
    Picture for Chuck Berry - Route 66
  • Music Icon

    Lynyrd Skynyrd - Sweet Home Alabama

    Lynyrd Skynyrd - Sweet Home Alabama

    Lynyrd Skynyrd's Southern rock anthem is perfect for enjoying the American landscape.
    Listen on Spotify
    Picture for Lynyrd Skynyrd - Sweet Home Alabama
  • Music Icon

    Willie Nelson - On The Road Again - Live

    Willie Nelson - On The Road Again - Live

    Willie Nelson's iconic song is all about the joys of the open road and the experiences it brings.
    Listen on Spotify
    Picture for Willie Nelson - On The Road Again - Live
  • Music Icon

    America - Ventura Highway

    America - Ventura Highway

    America’s hit is a smooth, mellow tune that complements scenic drives perfectly.
    Listen on Spotify
    Picture for America - Ventura Highway
  • Music Icon

    Bruce Springsteen - Born to Run

    Bruce Springsteen - Born to Run

    Bruce Springsteen's energetic anthem captures the excitement and freedom of hitting the road.
    Listen on Spotify
    Picture for Bruce Springsteen - Born to Run
  • Music Icon

    Tracy Chapman - Fast Car

    Tracy Chapman - Fast Car

    Tracy Chapman's song reflects on the hope and freedom that road trips often symbolize.
    Listen on Spotify
    Picture for Tracy Chapman - Fast Car
  • Music Icon

    Edward Sharpe & The Magnetic Zeros - Home

    Edward Sharpe & The Magnetic Zeros - Home

    Edward Sharpe & The Magnetic Zeros' uplifting track is great for creating a joyful road trip atmosphere.
    Listen on Spotify
    Picture for Edward Sharpe & The Magnetic Zeros - Home
  • Music Icon

    Jackson Browne - Running on Empty

    Jackson Browne - Running on Empty

    Jackson Browne’s road trip classic is both nostalgic and perfect for sunset driving.
    Listen on Spotify
    Picture for Jackson Browne - Running on Empty