Scenic and Efficient Drive from Bozeman, Montana to Madison, Wisconsin via Small Towns

Day 1: Bozeman to Medora

Bozeman, Montana to Medora, North Dakota on June 13, 2025

7:30am

Breakfast at Montana Coffee Traders

Enjoy fresh coffee and a light American breakfast to energize for the drive ahead.
USD15, 1h0m

8:30am

Drive to Billings, Montana

Begin the eastbound drive crossing scenic landscapes towards Billings, Montana.
USD0, 2h30m

11:00am

Quick Stop at Yellowstone Art Museum in Billings

Explore contemporary and historical western art in Montana’s largest art museum, open 10am to 5pm.
USD10, 1h0m

12:00pm

Lunch at The Burger Dive

Casual spot in Billings for a quick, tasty burger made from local ingredients, open until 3pm.
USD20, 1h0m

1:00pm

Drive to Medora, North Dakota

Continue east into North Dakota, aiming for the charming town of Medora near Theodore Roosevelt National Park.
USD0, 3h30m

4:30pm

Explore Medora Downtown

Walk around this small western town, enjoying shops and historic western charm before dinner.
USD0, 1h0m

6:00pm

Dinner at The Medora Musical Supper Club

Taste regional cuisine with a view of the badlands; a great spot to relax after a day of driving.
USD40, 1h30m

8:00pm

Relax Overnight in Medora

Stay at a local bed and breakfast or lodge to enjoy quiet small-town atmosphere.
USD100, Overnight
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Day 2: Medora to Minneapolis

Medora, North Dakota to Minneapolis, Minnesota on June 14, 2025

7:30am

Breakfast at Cowboy Cafe

Fuel up with hearty western breakfast in Medora before the longer drive ahead.
USD15, 1h0m

8:30am

Drive to Fargo, North Dakota

Head east to Fargo, crossing scenic plains and farmland.
USD0, 4h30m

1:00pm

Lunch at HoDo Restaurant in Fargo

Enjoy fresh, seasonal dishes at this well-regarded eatery open until 2:30pm.
USD25, 1h0m

2:00pm

Quick Visit to Fargo Theatre

Visit this restored 1926 Art Deco theater, an iconic landmark worth a short stop.
USD0, 30m

2:30pm

Drive to Minneapolis, Minnesota

Continue east to Minneapolis, a vibrant city with many attractions and good dining options.
USD0, 3h30m

6:00pm

Dinner at The Bachelor Farmer

Dine on Nordic-inspired dishes with local ingredients in a chic Minneapolis setting.
USD50, 1h30m

7:30pm

Evening Walk around Minneapolis Sculpture Garden

Stroll through this iconic outdoor space featuring the Spoonbridge and Cherry sculpture, open until 10pm.
USD0, 1h0m

9:00pm

Overnight Stay in Minneapolis

Rest at a central hotel to get ready for the final leg to Madison.
USD120, Overnight
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Day 3: Minneapolis to Madison

Minneapolis, Minnesota to Madison, Wisconsin on June 15, 2025

8:00am

Breakfast at French Meadow Bakery & Cafe

Enjoy organic and fresh breakfast options with gluten-free and vegan choices, open from 7am.
USD18, 1h0m

9:00am

Drive to Madison, Wisconsin

Final stretch of the journey through scenic countryside to Madison.
USD0, 4h0m

1:00pm

Lunch at The Old Fashioned, Madison

Sample classic Wisconsin fare such as cheese curds and bratwurst, located downtown, open until 3pm.
USD25, 1h0m

2:00pm

Visit Wisconsin State Capitol

Tour the beautiful historic Capitol building and enjoy panoramic city views, open until 4:30pm weekdays.
USD0, 1h0m

3:30pm

Explore State Street

Walk this lively street lined with shops, cafes, and street art before ending the trip.
USD0, 1h0m
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