
Roosevelt County Vacations & Trips from $826
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Roosevelt County Vacation
Answer the call of adventure with a customized vacation package to Roosevelt County. Wherever it is you're going and whatever you have planned, get ready to discover a destination that'll make you feel alive. A trip to Roosevelt County promises lots to see and do. Not sure where to start? Wolf Point is one of the most popular places to stay here. If you're ready to stop dreaming and start discovering, Expedia will help turn your Roosevelt County vacation into reality.
Top destinations in Roosevelt County

Wolf Point

Culbertson
The Latest Roosevelt County Vacation Packages
Price found within the past 48 hours. Click for updated prices.

The Watford
Price was $920, price is now $826 per person
$826
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Williston (XWA)
9/10 Wonderful! (509 reviews)
Room was clean & nice. Breakfast was top notch. All this place is missing is a pool & hot tub and it would be 5 ⭐️⭐️⭐️⭐️⭐️ Would definitely stay again.
Reviewed on Jul 2, 2026

Grand Williston Hotel & Conference Center
Price was $1,075, price is now $941 per person
$941
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Williston (XWA)
7.8/10 Good! (236 reviews)
Staff was friendly and attentive. Bar and restaurant was nice, live blackjack was fun. Whole building in desperate need of updating. They pumped sort of scent into the room halls that was very strong and unpleasant.
Reviewed on Jun 28, 2026


Find the Best Roosevelt County Vacation Packages
Roosevelt County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | L. M. Clayton Airport (OLF) |
Top Sights | Nellie’s Park and Firehall Park |
Roosevelt County Hotel Deals

Homestead Inn Wolf Point Hwy 2
101 Highway East Wolf Point MT
Fully refundable
$140 nightly
The price is $150 total per night from Jul 5 to Jul 6
$150 total
Jul 5 - Jul 6
Total with taxes and fees
7.8/10 Good! (366 reviews)
"I booked a room for this place and they turned me away because I was a local on my ID. Now I don’t no where to turn for my refund."
Reviewed on Jun 18, 2026

Homestead Inn Extended Stay - 3 nights minimum
6201 A N 1 Dr Wolf Point MT
Fully refundable
$87 nightly
The price is $94 total per night from Jul 14 to Jul 15
$94 total
Jul 14 - Jul 15
Total with taxes and fees
8/10 Very Good! (1 review)
"I'm originally from the area. It's been some years since I've been back. I am shocked at the change. I am surprised how clean and quiet this motel was. It was worth the value. I would definitely stay again. I had no problems while staying here. The sink was leaking but I showed the housekeeper. The ..."
Reviewed on Oct 1, 2025

Homestead Inn Extended Stay - 3 nights minimum
Wolf Point MT
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 Roosevelt County attractions
Explore a world of travel with Expedia
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




















