Bennington Vacations from $344

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The Latest Bennington vacation packages

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Cincinnati RiverCenter

Embassy Suites by Hilton Cincinnati RiverCenter

3.5 out of 5
Save 100% on your flight
Price was $603, price is now $344 per person
$344
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Cincinnati (CVG)
7.4/10 Good! (1,003 reviews)
Staff was excellent

Reviewed on Dec 2, 2025

Hyatt Regency Cincinnati

Hyatt Regency Cincinnati

4 out of 5
Downtown Cincinnati
Save 100% on your flight
Price was $858, price is now $494 per person
$494
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Cincinnati (CVG)
9/10 Wonderful! (1,570 reviews)
After having the bad experience of Hampton I could be in a clean place Very comfortable excellent service

Reviewed on Nov 30, 2025

Graduate by Hilton Cincinnati

Graduate by Hilton Cincinnati

4 out of 5
Corryville
Save 100% on your flight
Price was $693, price is now $405 per person
$405
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Cincinnati (CVG)
9.4/10 Exceptional! (1,360 reviews)
Super friendly lady at check in. Clean, uniquely decorated room.

Reviewed on Dec 3, 2025

Caesars Southern Indiana - A Caesars Rewards Destination

Caesars Southern Indiana - A Caesars Rewards Destination

3.5 out of 5
Price was $903, price is now $530 per person
$530
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Houston (IAH) to Louisville (SDF)
8.2/10 Very Good! (1,002 reviews)
This is an excellent venue except for the smoky air. While we had a king non-smoking room unfortunately air is circulating throughout the facility and the unpleasant cigarette smoke smell permeates all rooms. If that doesn’t bother you you’re going to enjoy your stay.

Reviewed on Nov 25, 2025

Hotel Covington Cincinnati Riverfront

Hotel Covington Cincinnati Riverfront

4 out of 5
Save 100% on your flight
Price was $993, price is now $651 per person
$651
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Cincinnati (CVG)
9.6/10 Exceptional! (1,002 reviews)
Great staff, clean rooms, super accommodating!

Reviewed on Dec 1, 2025

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Discover the most popular places to visit in Bennington

The Ridge Winery Tasting Room

4.5/5(2 reviews)

You can enjoy a tasting or tour at The Ridge Winery Tasting Room during your travels to Vevay. Check out the casinos and top-notch restaurants in this relaxing area.

The Ridge Winery Tasting Room

Bennington Hotel Deals

Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
777 Belterra Drive Florence IN
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $145 total per night from Dec 14 to Dec 15
$145 total
Dec 14 - Dec 15
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
Staff was very friendly and helpful. rooms were nice, very clean. Food was good.

Reviewed on Nov 24, 2025

Belterra Casino Resort
Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls

2.5 out of 5
3767 Clifty Dr Madison IN
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Dec 14 to Dec 15
$107 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (659 reviews)
ALMOST everything was perfect: very quiet, great breakfast options, good amenities, nice staff, clean and comfortable room. We checked in on Friday and noticed there were no towel racks. Thought we could manage without those. But then on Saturday morning we found the handle to turn the shower on ...

Reviewed on Nov 30, 2025

Comfort Inn Madison near Clifty Falls
Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway

2.5 out of 5
525 Dale Drive I 71 Exit 57 Sp Sparta KY
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Dec 26 to Dec 27
$80 total
Dec 26 - Dec 27
Total with taxes and fees
7.8/10 Good! (1,007 reviews)
everything was perfect

Reviewed on Nov 21, 2025

Ramada by Wyndham Sparta/At Speedway
See all 155 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
Closest Airport
Cincinnati - Northern Kentucky Intl. Airport (CVG)

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Frequently asked questions

How much does a Bennington vacation package cost?
Offering excellent value package deals from $344 on Expedia, you'll be thrilled with how little a vacation to Bennington costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Bennington?
If you're hoping to book a cheap Bennington vacation package, consider visiting in November, December and January. You'll typically find better rates on hotels and airfares during these months — ideal for travelers wishing to save money.
How many days is enough for Bennington?
With a well-organized itinerary, you can easily visit the main Bennington sights in a handful of days. But if you want to discover hidden spots or go on day tours, consider booking your Bennington vacation for longer.
How to find the best Bennington package deals?
Begin your search for a Bennington package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Bennington package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Bennington escape off to a flying start.
Is it cheaper to book a Bennington vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your Bennington getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Bennington?
If you're planning a spontaneous Bennington getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Bennington vacation packages?
Your Bennington break is meant to be a relaxing escape from your daily routine, not a source of money worries. So to allow you extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.