Deals on vacations and trips to Roundup

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Roundup flight + hotel vacation packages

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Ledgestone Suites Hotel Billings

Ledgestone Suites Hotel Billings

2.5 out of 5
Price was $701, price is now $617 per person
$617
per person
Feb 24 - Mar 1
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Billings (BIL)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. A 24-hour gym, a computer station, and laundry facilities are also on offer.
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
Price was $1,005, price is now $641 per person
$641
per person
Feb 14 - Feb 18
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Billings (BIL)
A casino and a restaurant are featured at this smoke-free hotel. Enjoy the indoor pool and perks like free self parking and a free airport shuttle. You'll appreciate the gym, bar/lounge, and laundry facilities.
Northern Hotel

Northern Hotel

4 out of 5
Downtown Billings
Price was $936, price is now $760 per person
$760
per person
Feb 14 - Feb 18
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Billings (BIL)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Free parking, a lobby fireplace, and luggage storage are also offered.
Beartooth Hideaway Inn and Cabins

Beartooth Hideaway Inn and Cabins

2.5 out of 5
Price was $784, price is now $655 per person
$655
per person
Feb 14 - Feb 18
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Billings (BIL)
2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free hotel. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. A terrace, a picnic area, and laundry facilities are also on offer.
Quality Inn

Quality Inn

2.5 out of 5
Price was $740, price is now $642 per person
$642
per person
Feb 24 - Mar 1
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Billings (BIL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like cooked-to-order breakfast and free self parking.

Top Roundup hotels deals

Autumn's Inn

Autumn's Inn

2.5 out of 5
630 Main Street Roundup MT
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $65 total per night
$65 total
Jan 17 - Jan 18
Total with taxes and fees
This motel features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Quiet Country Burnt Cross Cabin close to Billings

Quiet Country Burnt Cross Cabin close to Billings

Worden MT
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Stay at this cabin in Worden. Enjoy air conditioning.
Countryside 1-bedroom apartment in fabulous Billings with WiFi, AC

Countryside 1-bedroom apartment in fabulous Billings with WiFi, AC

Billings MT
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This apartment featured laundry facilities and barbecue grills.
Small Town Big Sky

Small Town Big Sky

Winnett MT
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This vacation home features a garden, laundry facilities, and barbecue grills.
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
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Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
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
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Stay at this cabin in Shepherd. Enjoy free WiFi, an in-room coffeemaker, and air conditioning.
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See all available properties in Roundup
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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.

Popular places to visit

Pine Ridge Golf Club

Enjoy a round of golf in Camp Three at Pine Ridge Golf Club. Amble around the area's parks or experience its museums.

Pine Ridge Golf Club

Roundup City Park

Explore the great outdoors at Roundup City Park, a lovely green space in Roundup. Take in the museums while you're in the area.

Roundup City Park

Musselshell Valley Historical Museum

You can browse the exhibits at Musselshell Valley Historical Museum, a museum with a storied past, during your trip to Roundup. Amble around the area's parks or experience its museums.

Musselshell Valley Historical Museum

Frequently asked questions

How much are vacation packages to Roundup?
Adventure awaits in Roundup, with Travelocity vacation packages starting from just $617. Offering both hotels and flights, these awesome deals are an easy way to discover all corners of the world.
How long should my Roundup vacation be?
Many travelers like to stay around 2 nights in Roundup. But that's only a guide. Whether you prefer to stay for a couple of days or a couple of weeks, you'll love discovering all the fantastic things that this place has to offer.
Where can I get the best vacation package deals for Roundup?
Travelocity can help you lock in a Roundup package deal. With more than 400 air carriers and 1,000,000 properties around the world, we know you'll be able to craft the perfect itinerary.
Why should I book my Roundup vacation package via Travelocity?
From amazing destinations to one-of-a-kind experiences, we have everything you need to satisfy your love for travel. Our friendly 24/7 customer support will also make sure you're taken care of during your trip. And don't panic if you find a better price on your booking, we'll match it. That's our Price Match Guarantee.
Can I save money on my Roundup car rental if I bundle it with hotels and flights?
Combining your bookings into a Roundup vacation package will leave you with a nice chunk of spare change. You can choose a car and flight; a hotel, flight and car; or a car and hotel. You won't find a better way to explore the greater Roundup area than with your own ride. You can also add tours and experiences to your Travelocity package.
Which airport is best for Roundup?
Roundup has two airports to pick from — Logan Intl. Airport (BIL) (45 mi away from the city center) and Lewistown, MT (LWT-Lewistown Municipal) (60 mi away from central Roundup).
Where should I stay when visiting Roundup?
The Autumns Inn is the number one choice of many visitors. Book now before it's too late.

Photos of local treasures

Browse Roundup vacation photos for more inspiration