20 days in Montana Itinerary

20 days in Montana Itinerary

Created using Inspirock Montana trip planner

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Route & dates

20 days in Montana Itinerary

Start: New York City
foot + Fly:  8​h 30​min
1
Billings
— 2 nights
Drive:  2​h 45​min
2
Gardiner
— 3 nights
Drive:  1​h 30​min
3
Bozeman
— 3 nights
Drive:  2​h 15​min
4
Helena
— 3 nights
Drive:  2​h
5
Missoula
— 3 nights
Drive:  3​h
6
West Glacier
— 5 nights
Fly + bus:  9​h 45​min
End: New York City

2
nights
Billings

Billings ©
Billings is the largest city in the state of Montana, and is the principal city of the Billings Metropolitan Area with a population of 166,855.Billings is located in the south-eastern portion of the state and is the seat of Yellowstone County, which had a 2015 population of 157,048. Get ready for a full day of sightseeing on the next day: trot along with a tour on horseback, examine the collection at Moss Mansion, then learn about winemaking at Yellowstone Cellars & Winery, and finally sample the tasty concoctions at Angry Hank's Microbrewery.

To find maps, photos, other places to visit, and more tourist information, you can read our Billings trip planner.

New York City to Billings is an approximately 8.5-hour flight. You can also fly; or drive. Traveling from New York City to Billings, you'll gain 2 hours due to the time zone difference. Traveling from New York City in September, things will get a bit cooler in Billings: highs are around 75°F and lows about 50°F. Finish your sightseeing early on the 29th (Sun) so you can drive to Gardiner.

Things to do in Billings

Historic Sites Tours Nature

Side Trips

Crow Agency, Pompeys Pillar National Monument
Highlights from your plan
Little Bighorn Battlefield ©
Little Bighorn Battlefield
Horseback Riding Tours
Moss Mansion ©
Moss Mansion

3
nights
Gardiner

Gardiner serves as the gateway to Yellowstone National Park's northern entrance, marked by an iconic stone arch.
You'll find plenty of places to visit near Gardiner: West Yellowstone (Fishing Charters & Tours & Grizzly and Wolf Discovery Center). There's much more to do: trot along with a tour on horseback, relax and float downstream with a rafting and tubing tour, take a memorable drive along Beartooth Hwy, and contemplate the waterfront views at Yellowstone River.

You can plan Gardiner trip in no time by asking Inspirock to help create your itinerary.

Drive from Billings to Gardiner in 3 hours. Alternatively, you can do a combination of bus and car. Plan for a bit cooler temperatures traveling from Billings in September, with highs in Gardiner at 64°F and lows at 32°F. Finish your sightseeing early on the 2nd (Wed) to allow enough time to drive to Bozeman.

Things to do in Gardiner

Outdoors Tours Wildlife

Side Trips

West Yellowstone, Beartooth Hwy
Highlights from your plan
Horseback Riding Tours
Grizzly and Wolf Discovery Center ©
Grizzly and Wolf Discovery Center
River Rafting & Tubing

3
nights
Bozeman

Bozeman ©
Bozeman is a city in and the county seat of Gallatin County, Montana, United States, in the southwestern part of the state. Get out of town with these interesting Bozeman side-trips: Big Sky (The Soldiers Chapel, Ousel Falls Trail, & more). The adventure continues: learn more about the world around you at Museum of the Rockies, appreciate the extensive heritage of Downtown Bozeman, explore the landscape on two wheels at Middle Cottonwood Trailhead, and browse for treasures at The Last Wind-Up.

To see traveler tips, more things to do, photos, and tourist information, read our Bozeman day trip website .

Getting from Gardiner to Bozeman by car takes about 1.5 hours. Other options: take a bus. When traveling from Gardiner in October, plan for somewhat warmer days and about the same nights in Bozeman: temperatures range from 59°F by day to 30°F at night. Wrap up your sightseeing on the 5th (Sat) early enough to drive to Helena.

Things to do in Bozeman

Parks Museums Nature

Side Trip

Big Sky
Highlights from your plan
Gallatin Canyon ©
Gallatin Canyon
Museum of the Rockies ©
Museum of the Rockies
American Computer & Robotics Museum ©

3
nights
Helena

Helena ©
Helena is the capital city of the U.S. Explore Helena's surroundings by going to Butte (World Museum of Mining, Old Lexington Stamp Mill and Gardens, & more) and Old Montana Prison Complex (in Deer Lodge). There's still lots to do: explore the wealth of natural beauty at Gates of the Mountains, hike along Mount Helena, get engrossed in the history at Montana Historical Society Museum, and explore the activities along Hauser Lake.

For photos, where to stay, ratings, and other tourist information, go to the Helena trip planning site .

Getting from Bozeman to Helena by car takes about 2.5 hours. Other options: take a bus. Traveling from Bozeman in October, plan for somewhat warmer nights in Helena, with lows around 36°F. Finish your sightseeing early on the 8th (Tue) to allow enough time to drive to Missoula.

Things to do in Helena

Parks Nature Museums

Side Trips

Butte, Old Montana Prison Complex
Highlights from your plan
Gates of the Mountains ©
Gates of the Mountains
Montana State Capitol ©
Montana State Capitol
Cathedral of St. Helena ©
Cathedral of St. Helena

3
nights
Missoula

Missoula ©
Missoula is a city in the U.S. Explore Missoula's surroundings by going to River Rafting & Tubing (in Superior), Polson (Flathead Lake & Sacajawea Park) and National Bison Range (in Moiese). The adventure continues: let little ones run wild at McCormick Park, stop by Grizzly Hackle Fly Shop, see the interesting displays at Aerial Fire Depot and Smokejumper Center, and hunt for treasures at Downtown ToNite.

To find out how to plan a trip to Missoula, use our trip itinerary maker.

Traveling by car from Helena to Missoula takes 2 hours. Alternatively, you can take a bus. In October, daytime highs in Missoula are 58°F, while nighttime lows are 33°F. Finish your sightseeing early on the 11th (Fri) to allow enough time to drive to West Glacier.

Things to do in Missoula

Parks Outdoors Adventure

Side Trips

Polson, River Rafting & Tubing, National Bison Range
Highlights from your plan
National Bison Range ©
National Bison Range
A Carousel for Missoula ©
A Carousel for Missoula
Grizzly Hackle Fly Shop ©
Grizzly Hackle Fly Shop

5
nights
West Glacier

West Glacier is an unincorporated community and census-designated place (CDP) in eastern Flathead County, Montana, United States. Explore the numerous day-trip ideas around West Glacier: Glacier National Park (Iceberg Lake Trail, Waterton-Glacier International Peace Park, & more). There's much more to do: relax and float downstream with a rafting and tubing tour, look for gifts at Willow's HuckleberryLand, and get engrossed in the history at Depot Park.

To see where to stay, other places to visit, and other tourist information, refer to the West Glacier trip itinerary planning app .

Traveling by car from Missoula to West Glacier takes 3 hours. Alternatively, you can do a combination of bus and train. October in West Glacier sees daily highs of 56°F and lows of 31°F at night. You'll have a few hours on the 16th (Wed) to wrap things up before traveling home.

Things to do in West Glacier

Parks Nature Outdoors

Side Trips

Glacier National Park, Depot Park, Willow's HuckleberryLand
Highlights from your plan
River Rafting & Tubing
Going-to-the-Sun Road ©
Going-to-the-Sun Road

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