Roundup Vacation Packages 2026 from $674

Roundup flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Western Executive Inn

West End

$674

per person

Sep 30 - Oct 7

found 1 day ago

Roundtrip non-stop flight included

Fresno (FAT) to Billings (BIL)

Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A computer station is also provided.

Billings Hotel and Convention Center

Southwest Corridor

Save 100% on your flight

$891

per person

Sep 30 - Oct 7

found 1 day ago

Roundtrip non-stop flight included

Fresno (FAT) 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

Downtown Billings

$1,042

per person

Sep 30 - Oct 7

found 18 hours ago

Roundtrip non-stop flight included

Fresno (FAT) 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.

My Place Hotel - Billings, MT

Southwest Corridor

$708

per person

Sep 24 - Oct 1

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Billings (BIL)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, a snack bar/deli, and a grocery/convenience store are also offered.

Kelly Inn Billings Montana

Southwest Corridor

$747

per person

Sep 24 - Oct 1

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Billings (BIL)

This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like continental breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a lobby fireplace are also on offer.

Top Roundup hotels deals

Autumn's Inn

630 Main Street Roundup MT

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$72 total

Aug 20 - Aug 21

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.

Breakfast included

Pet friendly

Tiny House in the country, close to Billings

Worden MT

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Stay at this apartment in Worden. Enjoy an in-room coffeemaker and air conditioning.

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.

Montana Country Retreat w/ Hot Tub-Near Lewistown

Grass Range MT

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A hot tub is featured at this vacation home, along with a garden and laundry facilities.

Hot Tub

Kitchen

Near Hunting: Cozy Cabin w/ Deck in Grass Range!

Grass Range MT

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Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.

Kitchen

Parking included

Near Hunting: Cozy Cabin w/ Deck in Grass Range!

Grass Range MT

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A garden is available at this cabin.

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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.

Stay near popular Roundup attractions

Roundup City Park

8.0/10 (5 reviews)

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

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Frequently asked questions

How much are vacation packages to Roundup?

Adventure awaits in Roundup, with Travelocity vacation packages starting from just $674. 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.