Bennington Vacations from $277

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The Latest Bennington vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Dallas Lincoln Centre by the Galleria

Hilton Dallas Lincoln Centre by the Galleria

4 out of 5
North Dallas
Price was $352, price is now $277 per person
$277
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
9/10 Wonderful! (1,004 reviews)
House cleaning need to improve tiles need to be mop , bathroom could be clean better .I reported that I found a Roach in the closet coming down from the vent and this was not a baby roach it was a good size roach.The security was very concerned but the customer service lady when I tolled about the roach she said it was the weather no concern at all from her she made it seem it was ok.I was not happy with her .But Security took more interest in this issue.We took pictures on this issue.

Reviewed on Apr 8, 2026

Cooper Hotel Conference Center & Spa

Cooper Hotel Conference Center & Spa

3 out of 5
North Dallas
Price was $664, price is now $437 per person
$437
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
9.6/10 Exceptional! (1,935 reviews)
Clean room, nice staff and plenty of parking

Reviewed on Apr 3, 2026

Virgin Hotels Dallas

Virgin Hotels Dallas

4.5 out of 5
Dallas Design District
Price was $794, price is now $542 per person
$542
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
9.2/10 Wonderful! (1,125 reviews)
Everything was great and a vibe!

Reviewed on Apr 2, 2026

Holiday Inn Dallas Market Ctr Love Field by IHG

Holiday Inn Dallas Market Ctr Love Field by IHG

3 out of 5
Stemmons Corridor
Price was $441, price is now $341 per person
$341
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
8.6/10 Excellent! (591 reviews)
Breakfast was great. Customer service and staff get 10 stars out of 5.

Reviewed on Apr 11, 2026

The Joule

The Joule

5 out of 5
Downtown Dallas
Save 100% on your flight
Price was $1,729, price is now $1,372 per person
$1,372
per person
Jun 23 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
9.2/10 Wonderful! (1,000 reviews)
Everything thing was excellent

Reviewed on Mar 31, 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
$262 nightly
The price is $274 total per night from Apr 13 to Apr 14
$274 total
Apr 13 - Apr 14
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
$236 nightly
The price is $247 total per night from Apr 13 to Apr 14
$247 total
Apr 13 - Apr 14
Total with taxes and fees
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
$169 nightly
The price is $193 total per night from Apr 13 to Apr 14
$193 total
Apr 13 - Apr 14
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
Very clean & nice; workers friendly

Reviewed on Apr 11, 2026

Choctaw Casino Resort – Durant
See all 115 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 $277 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.