Roundup Vacations from $473
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Your Roundup Vacation
Well known for its small-town feel and friendly locals, Roundup is an excellent getaway destination. Book one of our Roundup vacation packages and discover all that this exciting city has to offer. If taking in sights is on the cards during your trip to Roundup, swing by major attractions like Musselshell Valley Historical Museum, Roundup City Park and Pine Ridge Golf Club. Expedia has what you need to escape your daily routine. Tailor your vacation to Roundup to match your travel style, whatever that may be!
The Latest Roundup vacation packages
Price found within the past 48 hours. Click for updated prices.
Billings Hotel and Convention Center
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Billings (BIL)
8/10 Very Good! (1,125 reviews)
It was nice to have a bar to eat and drink at. The bar also had pool, darts, etc. The rooms could be updated though.
Reviewed on Jun 30, 2025
Discover the most popular places to visit in Roundup
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.
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.
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.
Roundup Hotel Deals
Autumn's Inn
630 Main Street, Roundup, MT
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $81 total per night from Jul 8 to Jul 9
$81 total
Jul 8 - Jul 9
Total includes taxes and fees
8.2/10 Very Good! (120 reviews)
"It's an older motel in a small town. They seem to be working hard to update the rooms and ours was in good shape. The sound really carries throughout the building."
Reviewed on Jun 22, 2025
Roundup Cozy and Scenic Cabin Secluded and Scenic
Roundup
Mostly positive.
"Was somewhat surprised by the lack of a toaster and minimal utensils. Listing said it sleeps 5 but found only 4 forks to use. Spoke to the host and asked if they had everything needed for cooking and kind of expected basic spices such as salt and pepper but found none. All else was as advertized ..."
Reviewed on Oct 28, 2023
Countryside 1-bedroom apartment in fabulous Billings with WiFi, AC
Billings
$195 nightly
The price is $211 total per night from Jul 1 to Jul 2
$211 total
Jul 1 - Jul 2
Total includes taxes and fees
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.
Find the Best Roundup Vacation Packages
Roundup Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,850 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Musselshell Valley Historical Museum, Roundup City Park and Pine Ridge Golf Club |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.