Roosevelt County Vacation Packages

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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 Roosevelt County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Williston Hotel & Suites

Best Western Plus Williston Hotel & Suites

3 out of 5
Price was CA $597, price is now CA $593 per person
CA $593
per person
Oct 30 - Nov 3
found 4 hours ago
Roundtrip flight included
Regina (YQR) to Sidney (SDY)
8.8/10 Excellent! (526 reviews)
The room was great. The staff was very friendly and helpful. We would like to thank especially Sylvia for going above and beyond.

Reviewed on Sep. 5, 2025

Landmark Suites

Landmark Suites

2.5 out of 5
Price was CA $682, price is now CA $623 per person
CA $623
per person
Oct 23 - Oct 27
found 6 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Sidney (SDY)
9.4/10 Exceptional! (618 reviews)
Everything was great.! Clean , friendly staff.. The only thing not good was the breakfast food was all very cold.

Reviewed on Sep. 8, 2025

Little Missouri Inn & Suites

Little Missouri Inn & Suites

2 out of 5
Price was CA $698, price is now CA $650 per person
CA $650
per person
Oct 29 - Nov 2
found 4 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Williston (XWA)
8.8/10 Excellent! (710 reviews)
Probably the most sound proof hotel I have been in. Very quiet

Reviewed on Sep. 1, 2025

Holiday Inn Express Hotel & Suites Sidney by IHG

Holiday Inn Express Hotel & Suites Sidney by IHG

2.5 out of 5
Price was CA $629, price is now CA $604 per person
CA $604
per person
Oct 30 - Nov 4
found 4 hours ago
Roundtrip flight included
Regina (YQR) to Sidney (SDY)
8.4/10 Very Good! (366 reviews)
Stayed 1 night as we were traveling in the area.

Reviewed on Aug. 4, 2025

Microtel Inn & Suites by Wyndham Williston

Microtel Inn & Suites by Wyndham Williston

2.5 out of 5
Price was CA $690, price is now CA $687 per person
CA $687
per person
Oct 29 - Nov 2
found 4 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Sidney (SDY)
8/10 Very Good! (461 reviews)
No cable TV at this property.

Reviewed on Aug. 17, 2025

Roosevelt County Hotel Deals

Homestead Inn

Homestead Inn

2 out of 5
101 Highway East, Wolf Point, MT
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Oct 7 to Oct 8
CA $117
CA $133 total
Oct 7 - Oct 8
includes taxes & fees
Homestead Inn
Kings Inn MT

Kings Inn MT

2 out of 5
408 6th St E, Culbertson, MT
Fully refundableReserve now, pay when you stay
The price is CA $73 per night from Sep 9 to Sep 10
CA $73
CA $78 total
Sep 9 - Sep 10
includes taxes & fees
Kings Inn MT
Homestead Inn Extended Stay - 3 nights minimum

Homestead Inn Extended Stay - 3 nights minimum

3 out of 5
6201 A N 1 Dr, Wolf Point, MT
Get rates
Homestead Inn Extended Stay - 3 nights minimum
See all 25 properties in Roosevelt County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Roosevelt County vacation package cost?
The most affordable Roosevelt County package is CA $593, so the trip of your dreams can become a reality — without spending an arm and a leg. Combine flights, hotels and car rentals to create a package that suits you.
How do I get a cheap travel package to Roosevelt County?
Combine your flights and hotels, add on extras such as activities, and save with a Roosevelt County vacation package. You won't just walk away with superb discounts on your escape — you'll have lots of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 hotels across the globe. Your next grand adventure begins right here, right now!
How far in advance should I book my Roosevelt County vacation?
While not all air carriers release ticket prices early, you can normally compare international airfares on Expedia up to a year in advance. This is the time you'll nab some fantastic bargains. If you're booking at the last minute, you might still get lucky. Discounted prices occasionally appear a few weeks before departure.
What does an Expedia Roosevelt County travel package include?
Expedia has everything you need to organize your Roosevelt County trip, but how your package is structured is totally up to you. Select from any combination of hotels, rental cars and flights. Searching for some activities to keep you on the move? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Roosevelt County travel package?
You'll pick up impressive savings when you bundle your hotels, flights and rental cars into a travel package. Not only that, booking everything together will make your trip planning easier. So why waste time or money? Whether you're organizing a ritzy city getaway or a low-cost family break, explore our vacation packages today.
Can I choose my airline with a Roosevelt County Expedia vacation package?
Yes, you sure can. Expedia has access to more than 550 airline partners globally, so opt for the carrier that fits your budget needs.
If I'm not able to travel, can I cancel my Roosevelt County vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Roosevelt County vacation package in the last 24 hours, you may be able to cancel or change it without penalty. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.