Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Jackson Hole to Nisswa Road Trip — Scenic I-90/I-94 Drive (3-day plan)

Viewed by 92 travelers

Day 1: Jackson to Bozeman

Jackson Hole, WY → Bozeman, MT on September 28, 2025

7:30am

Breakfast — Persephone Bakery (Jackson)

Light breakfast at a local favourite: excellent coffee, pastries and breakfast sandwiches — a quick fuel-up before you leave town. Check opening hours (often 7:00–2:00pm) and expect a short queue on weekends.
CURRENCY15, 0h45

8:30am

Depart Jackson — scenic drive

Head north out of Jackson on US-191/US-287 toward I-90, passing Grand Teton views if weather allows — this is the start of your eastward leg. Expect around 4–5 hours driving time to Bozeman with a couple of short stops.
CURRENCY0, 4h30

12:30pm

Lunch stop — Big Sky or Livingston cafe

Choose a road-side café or pub in Big Sky/Livingston for a relaxed lunch and stretch your legs; many eateries serve until 3pm. Opening hours vary by venue — check ahead.
CURRENCY20, 0h45

3:00pm

Arrive Bozeman — downtown stroll

Walk Bozeman's compact downtown (shops, art galleries) and, time permitting, visit the Museum of the Rockies (typically open 10am–5pm; seasonal hours vary). It's a good place to learn local history and see dinosaur exhibits.
CURRENCY15, 1h30

6:30pm

Dinner — Jam! or Nova Café (Bozeman)

Enjoy a satisfying dinner at a popular local spot — Jam! for creative brunch-style plates at dinner service or Nova Café for a regional menu. Check each restaurant's evening hours (some close earlier on weeknights).
CURRENCY30, 1h15

8:30pm

Overnight in Bozeman

Stay in downtown Bozeman or a convenient motel near I-90 to be ready for an early start. Book ahead, especially on weekends.
CURRENCY120, 0h00

Day 2: Bozeman to Miles City area

Bozeman, MT → Miles City/Glendive area, MT on September 29, 2025

7:30am

Breakfast — local café (Bozeman)

Quick sit-down breakfast or takeaway for the road; many cafés open from 7:00am. Confirm seasonal hours before travel.
CURRENCY15, 0h45

8:30am

Depart Bozeman — I-90 east

Continue east on I-90 toward Billings then follow I-94 when convenient; this is the longest continuous highway stretch across Montana with big prairie scenery and regular service towns.
CURRENCY0, 3h30

12:00pm

Lunch — Billings

Stop in Billings for lunch and a quick leg stretch; downtown Billings has several diners and brewpubs to choose from. Many lunch spots open by 11:00am; check exact opening times.
CURRENCY20, 0h45

1:30pm

Afternoon — Pictograph Caves or riverfront walk (close to Billings)

Visit Pictograph Cave State Park (daylight hours, usually dawn–dusk) to see ancient rock art, or take an easier stroll along the Yellowstone River path if the park is closed for season — always verify seasonal access.
CURRENCY5, 1h00

3:00pm

Drive to Miles City/Glendive for overnight

Head east on I-94 toward Miles City or Glendive for a shorter final leg today; choosing Miles City keeps tomorrow’s drive more balanced. Aim to arrive mid-to-late afternoon to relax.
CURRENCY0, 2h30

6:30pm

Dinner — local steakhouse or pub (Miles City area)

Miles City has classic regional steakhouses and pubs — a good chance to try Montana beef or a hearty regional plate. Check opening times (most open for dinner from ~5pm).
CURRENCY35, 1h15

8:30pm

Overnight in Miles City/Glendive

Rest up for the final long day to Minnesota; book a motel near I-94 for an easy morning departure.
CURRENCY100, 0h00

Day 3: East across ND to Nisswa

Miles City/Glendive, MT → Nisswa, MN on September 30, 2025

7:00am

Breakfast — roadside café

Early breakfast and coffee; many small-town cafés open from 6:30–7:30am on weekdays but hours can vary on weekends — call ahead if possible.
CURRENCY12, 0h30

7:45am

Depart for Fargo via I-94

Longest driving day: travel east on I-94 across eastern Montana and most of North Dakota toward Fargo. Expect regular fuel and rest stops; total driving time to Fargo is roughly 5–6 hours from eastern Montana depending on exact start point and traffic.
CURRENCY0, 6h00

1:30pm

Lunch — Fargo (downtown)

Choose a downtown Fargo café or gastropub for lunch; try local specialties or a hearty sandwich to recharge. Many places open lunchtime hours from 11:00am–2:00pm; confirm if you want a particular restaurant.
CURRENCY20, 0h45

2:30pm

Afternoon leg — Fargo to Nisswa

Continue east and then southeast toward central Minnesota; the final leg will take several hours depending on stops — plan a petrol/rest stop in Detroit Lakes or Brainerd if needed.
CURRENCY0, 4h00

6:45pm

Arrive Nisswa — check-in and short walk

Arrive in Nisswa (Brainerd Lakes area) in the early evening; take a short walk through the village centre to familiarise yourself with restaurants and shops. Nisswa is compact and very walkable.
CURRENCY0, 0h30

7:30pm

Dinner — lakeside supper club or local eatery (Nisswa)

Finish with a relaxed dinner at a local supper club or lakeside restaurant — expect classic Midwestern dishes and fresh regional fare. Check seasonal hours; many resorts and restaurants stay open into evening year-round but confirm availability.
CURRENCY35, 1h15

9:00pm

Overnight — Nisswa

Overnight in Nisswa. Enjoy the peaceful lakeside setting and get a good rest after the cross-country drive.
CURRENCY140, 0h00
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version