Bennington Vacations from $241

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The Latest Bennington vacation packages

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

Canvas Hotel Dallas

4 out of 5
South Dallas
Save 100% on your flight
Price was $344, price is now $241 per person
$241
per person
Apr 6 - Apr 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
8.8/10 Excellent! (2,751 reviews)
Have no complaints this place is fantastic

Reviewed on Feb 1, 2026

Cooper Hotel Conference Center & Spa

Cooper Hotel Conference Center & Spa

3 out of 5
North Dallas
Price was $761, price is now $391 per person
$391
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
9.6/10 Exceptional! (1,866 reviews)
Great place to stay in Dallas for a quiet shopping weekend. Safe neighborhood, close to so many places to shop. Will book again!

Reviewed on Feb 2, 2026

Casa Duro

Casa Duro

5 out of 5
Lower Greenville
Save 100% on your flight
Price was $773, price is now $543 per person
$543
per person
Mar 14 - Mar 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
9.4/10 Exceptional! (136 reviews)
Great location and comfortable environment. Thank you!

Reviewed on Feb 2, 2026

Rosewood Mansion on Turtle Creek

Rosewood Mansion on Turtle Creek

5 out of 5
Oak Lawn
Save 100% on your flight
Price was $1,731, price is now $1,229 per person
$1,229
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
9.4/10 Exceptional! (769 reviews)
Room , staff , location

Reviewed on Jan 21, 2026

Hilton Dallas Lincoln Centre by the Galleria

Hilton Dallas Lincoln Centre by the Galleria

4 out of 5
North Dallas
Save 100% on your flight
Price was $396, price is now $283 per person
$283
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
8.8/10 Excellent! (1,006 reviews)
The clean room! The wonderful courtesy staff, especially the elder gentleman who is the concierge! The driver who took us to the Galleria! The perfect lady who checked us in! She also gave us a great suggestion on BBQ and she was spot on! Austin’s near the airport! Oh and the persons who waited on us at breakfast!!!!

Reviewed on Feb 2, 2026

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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 Feb 5 to Feb 6
$272 total
Feb 5 - Feb 6
Total with taxes and fees
10/10 Exceptional! (2 reviews)
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 Feb 5 to Feb 6
$236 total
Feb 5 - Feb 6
Total with taxes and fees
10/10 Exceptional! (9 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
$149 nightly
The price is $171 total per night from Feb 16 to Feb 17
$171 total
Feb 16 - Feb 17
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Nice

Reviewed on Jan 30, 2026

Choctaw Casino Resort – Durant
See all 106 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 $241 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.