Roundup, MT

Travel Guide

A herd of horses grazing in a lush green field with dense forest in the background.
A herd of horses running across a grassy field with a mountainous backdrop.
A vast open field with cattle grazing, surrounded by rolling hills and distant mountains under a cloudy sky.
Autumn's Inn Roundup MT near Hwy 12

Autumn's Inn Roundup MT near Hwy 12

2.5 out of 5
630 Main Street Roundup MT
Book a stay at this business-friendly motel in Roundup. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Musselshell Valley Historical ...
8.4/10 Very Good! (191 reviews)
"Place to crash."

Reviewed on Oct 11, 2026

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Autumn's Inn Roundup MT near Hwy 12
Near Hunting: Cozy Cabin w/ Deck in Grass Range!

Near Hunting: Cozy Cabin w/ Deck in Grass Range!

3 out of 5
Grass Range MT
The price is ￥25,171 per night from Oct 15 to Oct 16
￥25,171
￥39,736 total
Oct 15 - Oct 16
includes taxes & fees
Stay at this cottage in Grass Range. Enjoy free parking and in-room fireplaces.
10/10 Exceptional! (2 reviews)
"Great place to stay! Great hosts and amenities!"

Reviewed on Jul 4, 2026

Near Hunting: Cozy Cabin w/ Deck in Grass Range!
Small Town Big Sky

Small Town Big Sky

Winnett MT
Stay at this vacation home in Winnett. Enjoy free WiFi, a garden, and laundry facilities.
9.6/10 Exceptional! (8 reviews)
"Awesome place, great for groups."

Reviewed on Jun 12, 2026

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Small Town Big Sky
See all 18 properties in Roundup
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See the stars from this cozy guest cabin 30 minutes from Billings.

See the stars from this cozy guest cabin 30 minutes from Billings.

Shepherd MT
Stay at this cabin in Shepherd. Enjoy free WiFi, an in-room coffeemaker, and air conditioning.
10/10 Exceptional! (4 reviews)
"I got to check in early, host was checking in to make sure we were comfortable, 10/10 would totally stay again. It was nice to see all the the wildlife. It was very quiet. Beautiful at night."

Reviewed on Jul 8, 2026

See the stars from this cozy guest cabin 30 minutes from Billings.
Near Hunting: Cozy Cabin w/ Deck in Grass Range!

Near Hunting: Cozy Cabin w/ Deck in Grass Range!

3 out of 5
Grass Range MT
Stay at this cottage in Grass Range. Enjoy free parking and in-room fireplaces.
10/10 Exceptional! (2 reviews)
"Great place to stay! Great hosts and amenities!"

Reviewed on Jul 4, 2026

Near Hunting: Cozy Cabin w/ Deck in Grass Range!
Small Town Big Sky

Small Town Big Sky

Winnett MT
Stay at this vacation home in Winnett. Enjoy free WiFi, a garden, and laundry facilities.
9.6/10 Exceptional! (8 reviews)
"Awesome place, great for groups."

Reviewed on Jun 12, 2026

Small Town Big Sky
See all properties in Roundup
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Roundup attractions

Pine Ridge Golf Club

8.0/10 (2 reviews)
Enjoy a round of golf in Camp Three at Pine Ridge Golf Club. Amble around the area's parks or experience its museums.
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