Roundup Vacation Packages
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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!
Top Roundup Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Billings Hotel and Convention Center
Price was CA $1,060, price is now CA $774 per person
CA $774
per person
Oct 16 - Oct 19
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Billings (BIL)
8/10 Very Good! (1,283 reviews)
Very good value for the rate available. I think we caught the hotel at a low vacancy rate timeframe whereas normally they cater to conventions therefore, our room was very nice and and quite a reasonable rate.
Reviewed on Sep. 4, 2025
Hyatt Place Billings
Price was CA $863, price is now CA $768 per person
CA $768
per person
Oct 16 - Oct 19
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Billings (BIL)
9.6/10 Exceptional! (196 reviews)
This hotel was perfect. Hot, hot tub, incredible gym, super friendly staff, snd very clean, comfortable, and quiet. Breakfast buffet was great and offeered real plates and silverware.. no plastic! Will definitely be looking for more Hyatt stays down the road.
Reviewed on Sep. 1, 2025
Ledgestone Suites Hotel Billings
Price was CA $777, price is now CA $697 per person
CA $697
per person
Oct 16 - Oct 19
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Billings (BIL)
9.4/10 Exceptional! (1,214 reviews)
Great place to stay in Billings. Comfortable and quiet. Would come back
Reviewed on Sep. 4, 2025
Roundup Hotel Deals
Autumn's Inn
630 Main Street, Roundup, MT
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Sep 14 to Sep 15
CA $93
CA $101 total
Sep 14 - Sep 15
includes taxes & fees
Roundup Cozy and Scenic Cabin Secluded and Scenic
Roundup
Quiet Country Burnt Cross Cabin close to Billings
Worden
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.
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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.
