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Roundup flight + hotel packages

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Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
per person
Jun. 26 - Jun. 29
Roundtrip non-stop flight included
Calgary (YYC) to Billings (BIL)
Stay at this hotel in Billings. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copper Creek Casino and Lucky Lil's Casino are located nearby. Discover genuine guest reviews for Billings Hotel and Convention Center along with the latest prices and availability – book now.
Northern Hotel

Northern Hotel

4 out of 5
per person
Jul. 20 - Jul. 27
Roundtrip non-stop flight included
Detroit (DTW) to Billings (BIL)
Stay at this business-friendly hotel in Billings. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions Skypoint and Western Heritage Center are located nearby. Discover genuine guest reviews for Northern Hotel along with the latest prices and availability – book now.
Riversage Billings Inn

Riversage Billings Inn

3 out of 5
per person
Jul. 20 - Jul. 27
Roundtrip non-stop flight included
Detroit (DTW) to Billings (BIL)
Stay at this hotel in Billings. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dehler Park and Yellowstone Art Museum are located nearby. Discover genuine guest reviews for Riversage Billings Inn along with the latest prices and availability – book now.
Ledgestone Hotel Billings

Ledgestone Hotel Billings

2.5 out of 5
per person
Jul. 20 - Jul. 27
Roundtrip non-stop flight included
Detroit (DTW) to Billings (BIL)
Stay at this hotel in Billings. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Riverfront Park and Copper Creek Casino are located nearby. Discover genuine guest reviews for Ledgestone Hotel Billings along with the latest prices and availability – book now.
The Vegas Hotel

The Vegas Hotel

2.5 out of 5
per person
Jul. 19 - Jul. 23
Roundtrip non-stop flight included
Toronto (YYZ) to Billings (BIL)
Stay at this family-friendly hotel in Billings. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Western Heritage Center and Toucan Gallery are located nearby. Discover genuine guest reviews for The Vegas Hotel along with the latest prices and availability – book now.

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
The price is CA $117 per night
CA $117
per night
May 13 - May 14
Stay at this business-friendly motel in Roundup. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Musselshell Valley Historical Museum and Roundup City Park are located nearby. Discover genuine guest reviews for Autumn's Inn along with the latest prices and availability – book now.
Pet-friendly
Breakfast included
"The Dugout" in the Bull Mountains...a quaint little getaway!

"The Dugout" in the Bull Mountains...a quaint little getaway!

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Stay at this family-friendly cabin in Roundup. Enjoy free WiFi, onsite parking, and an in-room DVD player. Popular attractions Roundup City Park and Musselshell Valley Historical Museum are located nearby. Discover genuine guest reviews for "The Dugout" in the Bull Mountains...a quaint little getaway! along with the latest prices and availability – book now.
The Cabin...a cozy little retreat

The Cabin...a cozy little retreat

The price is CA $143 per night
CA $143
per night
May 3 - May 4
Stay at this cabin in Roundup. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Roundup City Park and Musselshell Valley Historical Museum are located nearby. Discover genuine guest reviews for The Cabin...a cozy little retreat along with the latest prices and availability – book now.
MOUNTAIN CABIN 1

MOUNTAIN CABIN 1

The price is CA $136 per night
CA $136
per night
May 3 - May 4
Stay at this cabin in Roundup. Enjoy onsite parking, barbecue grills, and a patio. Discover genuine guest reviews for MOUNTAIN CABIN 1 along with the latest prices and availability – book now.
MOUNTAIN CABIN 2

MOUNTAIN CABIN 2

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Stay at this cabin in Roundup. Enjoy onsite parking, barbecue grills, and a patio. Discover genuine guest reviews for MOUNTAIN CABIN 2 along with the latest prices and availability – book now.
Big Sky Motel

Big Sky Motel

2 out of 5
740 Main St, Roundup, MT
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Stay at this motel in Roundup. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions Musselshell Valley Historical Museum and Roundup City Park are located nearby. Discover genuine guest reviews for Big Sky Motel along with the latest prices and availability – book now.
Pet-friendly
Parking included
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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

Image for Pine Ridge Golf Club

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
Image for Roundup City Park

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
Image for Musselshell Valley Historical Museum

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

Roundup Vacations

Are you all set for your next great adventure? Ensure you don't miss out on any excitement in Roundup by learning a few things about it before you hurry off.

You'll find this town in South Central Montana, and just 2 miles (3 kilometers) away from Camp Three.

Approximately 2,000 people reside in this part of South Central Montana, so there are loads of opportunities to make new friends.

Places to visit in Roundup

Even on a rainy day, it's worth taking a stroll through Roundup City Park. Pop open your umbrella and soak up the fresh earthy smell. Need some more options? Ditch the history books! Let the past jump off the page at Musselshell Valley Historical Museum. And there's more. Wriggle into your finest khakis and grab your best driver. If you're to itching to head outdoors for an afternoon on the green, secure a tee time at Pine Ridge Golf Club.

Where do you fly into for Roundup?

Seats in the upright position, stow your tray tables and get set to experience Roundup! Once the wheels hit the runway at Logan International Airport (BIL), the happening main streets will be just 45 miles (72 kilometers) north of here.

Frequently asked questions

How much are vacation packages to Roundup?
You’ll be surprised — you could find yourself in Roundup for as low as CA $933. Let Travelocity save you money and time with our awesome vacation packages. With flights, hotels and experiences all ready to go, why put it off?
How long should my Roundup vacation be?
Most visitors stay in Roundup for approximately 2 nights. But travel is all about discovering new things and making cherished memories — why not stay a few extra nights to do just that?
Where can I get the best vacation package deals for Roundup?
Check out Travelocity. With access to 400 air carriers and at least 665,000 worldwide properties, finding the best Roundup package deal couldn’t be simpler.
Why should I purchase my Roundup vacation bundle with Travelocity?
With top-notch service, customer support available 24/7 and some of the most perfect escapes around, you’ll never roam alone. And if you happen to find a better price, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my Roundup car rental if I book 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 book a car and flight a car, flight and hotel or a hotel and car. You won’t find a better way to explore the greater Roundup area than with your own set of wheels. You can also add tours and experiences to your Travelocity package.
What is the best time of year to go to Roundup?
If you want to avoid costly flights, tourist masses and unavailable hotels, arrange your trip outside of . The quietest time to travel through Roundup is . You’ll find the highest hotel prices in and the most affordable in .
Which airport is best for Roundup?
Roundup has a couple of major airports to pick from — Billings, MT (BIL-Logan Intl.) (76 kilometersaway from the city center) and Lewistown, MT (LWT-Lewistown Municipal) (95 kilometersaway from central Roundup).
What is there to do in Roundup?
Roundup City Park should be toward the top of your travel schedule. Once you’ve crossed off this leading attraction, simply wander the streets of Roundup and find out what makes this vibrant city tick.
Where should I stay when visiting Roundup?
Many visitors choose to stay at the Autumn’s Inn. It’s an excellent base for your Roundup escape.
Can I go on vacation to Roundup at this time?
Find out all the info that’s important relating to travel restrictions and quarantine policies before you head for Roundup. Our Covid-19 Travel Advisor is full of useful advice to help make your trip smooth and hassle-free.