Bennington Vacations from $233

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The Latest Bennington vacation packages

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Dallas Park Central Area

Embassy Suites by Hilton Dallas Park Central Area

3.5 out of 5
Far North Dallas
Save 100% on your flight
Price was $395, price is now $233 per person
$233
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
7/10 Good! (1,095 reviews)
Staff was excellent and very friendly. Room was nice and spacious.

Reviewed on Dec 3, 2025

Casa Duro

Casa Duro

5 out of 5
Lower Greenville
Price was $1,172, price is now $528 per person
$528
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Dallas (DAL)
9.4/10 Exceptional! (136 reviews)
Casa Duro is a gem. This is truly a special place to stay with thoughtful decor and much more space than a typical hotel room. It's in a fabulous neighborhood, parking is easy, and there are a lot of places to explore within walking distance. The next time I travel to Dallas, I'll be rebooking at Casa Duro.

Reviewed on Nov 13, 2025

Bishop Arts Hotel by Qresorts.

Bishop Arts Hotel by Qresorts.

3.5 out of 5
Oak Cliff
Save 100% on your flight
Price was $467, price is now $260 per person
$260
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
9/10 Wonderful! (438 reviews)
Best hotel ever- spotless, modern, beautiful unique and artistic decor, great mattress. Really excellent experience.

Reviewed on Nov 29, 2025

The Joule

The Joule

5 out of 5
Downtown Dallas
Save 100% on your flight
Price was $1,202, price is now $708 per person
$708
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
9.2/10 Wonderful! (1,002 reviews)
Great staff. Beautifully decorated. Spacious rooms.

Reviewed on Nov 29, 2025

Canvas Hotel Dallas

Canvas Hotel Dallas

4 out of 5
South Dallas
Save 100% on your flight
Price was $839, price is now $502 per person
$502
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
8.8/10 Excellent! (2,751 reviews)
Loved the hotel, rooms, beds, rooftop bar and pool. Bathroom door would not stay closed which was kinda awkward

Reviewed on Nov 26, 2025

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Bennington Hotel Deals

Riverside Rest - 27 miles from Durant - King Bed- horse lot on property

Riverside Rest - 27 miles from Durant - King Bed- horse lot on property

Bennington OK
$260 nightly
The price is $272 total per night from Dec 5 to Dec 6
$272 total
Dec 5 - Dec 6
Total with taxes and fees
10/10 Exceptional! (1 review)
Riverside Rest exceeded all expectations. Misty was wonderful—always quick to respond and genuinely focused on ensuring we had everything we needed. The deck over the beautiful Blue River and the cozy fire pit were highlights of our stay. The cabin had so much charm and character. Whenever I return ...

Reviewed on Nov 30, 2025

Riverside Rest - 27 miles from Durant - King Bed- horse lot on property
Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!

Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!

Bennington OK
$226 nightly
The price is $236 total per night from Dec 5 to Dec 6
$236 total
Dec 5 - Dec 6
Total with taxes and fees
10/10 Exceptional! (8 reviews)
Hi Misty,The house was perfect. We will definitely be back. Thank you, again.

Reviewed on Oct 30, 2025

Tiny Farm home on 225 acres. 28 miles from Durant Casino & resort. Pet friendly!
Choctaw Casino Resort – Durant

Choctaw Casino Resort – Durant

4 out of 5
4216 S. Hwy. 69/75 Durant OK
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $171 total per night from Dec 15 to Dec 16
$171 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (1,028 reviews)
Clean room and good service

Reviewed on Nov 28, 2025

Choctaw Casino Resort – Durant
See all 103 properties in Bennington
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 Bennington Vacation Packages

Bennington Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Bennington vacation package cost?
You can pick up a vacation package to this destination from $233 on Expedia. But how much your vacation to Bennington costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Bennington?
If you'd like to snag a cheap Bennington vacation package, consider planning a trip in January, October and December. You'll typically find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Bennington?
Typically, a handful of days is enough to check out the major attractions during your Bennington vacation. However, if you'd like to have some time to kick back or go on day tours, consider extending your trip.
How to find the best Bennington package deals?
Bagging a cheap Bennington package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Bennington package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Bennington vacation as a package?
You can enjoy significant savings on your Bennington escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Bennington?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Bennington vacation.
Does Expedia offer Book Now, Pay Later Bennington vacation packages?
Jet off on your dream escape to Bennington with our Book Now, Pay Later vacations. There's no need to save up or hold off until your next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.