Circle Vacations from $1,230

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The Latest Circle vacation packages

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

Glendive Lodge

3 out of 5
Price was $1,307, price is now $1,230 per person
$1,230
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Eugene (EUG) to Glendive (GDV)
8/10 Very Good! (579 reviews)
Bedding could do with a refresh. Toilet kept on running (until I fixed it ) Very friendly staff All in all a good value for a night on the road. Could be a great value with a little work!

Reviewed on Nov 2, 2026

Baymont by Wyndham Glendive

Baymont by Wyndham Glendive

2.5 out of 5
Price was $1,305, price is now $1,247 per person
$1,247
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Eugene (EUG) to Glendive (GDV)
8.4/10 Very Good! (820 reviews)

SureStay by Best Western Glendive Yellowstone River

SureStay by Best Western Glendive Yellowstone River

3 out of 5
Price was $1,296, price is now $1,239 per person
$1,239
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Eugene (EUG) to Glendive (GDV)
8.2/10 Very Good! (634 reviews)
Great stay for the price. Good parking and good location.

Reviewed on Nov 2, 2026

Spark by Hilton Glendive

Spark by Hilton Glendive

3 out of 5
Price was $1,307, price is now $1,251 per person
$1,251
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Eugene (EUG) to Glendive (GDV)
8.8/10 Excellent! (327 reviews)

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Circle Hotel Deals

Centrally located in Circle, MT with 3 comfortable bedrooms!

Centrally located in Circle, MT with 3 comfortable bedrooms!

Circle MT
$198 nightly
The price is $213 total per night from Nov 7 to Nov 8
$213 total
Nov 7 - Nov 8
Total with taxes and fees
10/10 Exceptional! (10 reviews)
"Very well taken care of property. Nice house"

Reviewed on Oct 25, 2026

Centrally located in Circle, MT with 3 comfortable bedrooms!
Rustic 2-bedroom house in fabulous Circle, MT.

Rustic 2-bedroom house in fabulous Circle, MT.

Circle MT
$201 nightly
The price is $217 total per night from Dec 1 to Dec 2
$217 total
Dec 1 - Dec 2
Total with taxes and fees
9.2/10 Wonderful! (15 reviews)
"Perfect hunting retreat!"

Reviewed on Oct 21, 2026

Rustic 2-bedroom house in fabulous Circle, MT.
Charming 'Corral Creek Ranch House' in Circle

Charming 'Corral Creek Ranch House' in Circle

Circle MT
$243 nightly
The price is $262 total per night from Dec 4 to Dec 5
$262 total
Dec 4 - Dec 5
Total with taxes and fees
7.4/10 Good! (3 reviews)
"Great place."

Reviewed on Oct 14, 2026

Charming 'Corral Creek Ranch House' in Circle
See all 21 properties in Circle
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 Circle Vacation Packages

Circle Essential Information

Language
English
Currency
U.S dollars
Population
610
Max Temp Winter
25ºF
Max Temp Summer
80ºF

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Frequently asked questions

Do you need to rent a car in Circle, or is public transport enough?
A rental car is highly recommended for your Circle vacation package with flights, offering the best way to explore this outdoor and nature destination. Circle is known for its scenic views and adventure activities, which are often spread out, making a car essential for flexibility and reaching various attractions. Travelers flying into airports like Williston, ND (XWA-Basin Intl.) or Sidney, MT (SDY-Sidney-Richland Municipal) will find a rental car convenient for getting to their accommodations and exploring the surrounding region.
Can I change or cancel my Circle vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Circle vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Circle vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Circle vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How can I save money on a Circle vacation package?
When you bundle, you can save up to 30%*. To save money on a Circle package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How do I find last-minute vacation packages to Circle?
To find last-minute vacation packages to Circle, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Circle vacation packages?
Free cancellation on a Circle vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Circle vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Circle getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Circle vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.