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Bennington

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Bennington Flights as Low as $143

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Cheap Flights to Bennington

Fall in love at first flight with your vacation to Bennington by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Bennington on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Bennington, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Bennington

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Bennington with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ALB airport.

What is the cheapest month to fly to Bennington?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Bennington are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Bennington?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 13 to choose from for your flight to Bennington.

What airport is best to fly into Bennington?

When you’re planning your trip to Bennington, convenience is the name of the game. Luckily, Bennington Albany Intl. Airport is nearby so you can deplane and get going on checking off everything on your Bennington must-do list.

How much are flights to Bennington?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Bennington on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $143, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Bennington?

The trick to saving a stack of cash on your flight to Bennington? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $143 right now, why wait?

Bennington Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$143

Last Minute Hotel Deals in Bennington

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street, Bennington, VT
Book a stay at this ski hotel in Bennington. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,002 reviews)
"The room and bathroom were renovated/modern and very attractive. My only concern was there was only one bath towel, no hand towel or washcloth and no soap/shampoo. I didn't want to walk down to the desk as it was a distance outside and after dark. Hopefully, this was an idolated QA issue."

Reviewed on Jul 23, 2025

Hotel Vervana, Trademark Collection by Wyndham
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square, Bennington, VT
Book a stay at this business-friendly hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
"I thought i booked a king suite with a sleeper couch and come to find out it was only a king bed. Guess the description was wrong."

Reviewed on Jul 17, 2025

Hampton Inn Bennington
Best Western Bennington

Best Western Bennington

2.5 out of 5
220 Northside Drive, Bennington, VT
Stay at this hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.6/10 Good! (860 reviews)
"Great customer service. Perfect spot for a berkshires getaway"

Reviewed on Jul 20, 2025

Best Western Bennington
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street, Bennington, VT
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (587 reviews)
"Staff was very helpful and very knowledgeable very nice people very clean."

Reviewed on Jul 6, 2025

The Autumn Inn
South Shire

South Shire

4 out of 5
124 Elm St, Bennington, VT
Stay at this 4-star inn in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (88 reviews)
"Interesting hotel in special old building;friendly personnel, superb Thai restaurant. A real surprise"

Reviewed on Jul 17, 2025

South Shire
Harwood Hill Motel

Harwood Hill Motel

2 out of 5
864 Harwood Hill Road, Bennington, VT
Stay at this motel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (531 reviews)
"Just a great vibe there. Very artsy, family, community feel"

Reviewed on Jul 23, 2025

Harwood Hill Motel
Bennington Motor Inn

Bennington Motor Inn

2 out of 5
143 West Main Street, Bennington, VT
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hemmings Motor News Car Lover's Convenience Store ...
7.6/10 Good! (457 reviews)
"Property was clean and off the beaten path. A little pricey for what it was and the beds could use replacing (not comfortable) but overall very clean and owners were nice. Close to good dining and convenient to our destination."

Reviewed on Jul 21, 2025

Bennington Motor Inn
Starlight Inn

Starlight Inn

2 out of 5
357 Us Route 7 S, Bennington, VT
Stay at this hotel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Norman Rockwell Exhibition and Robert Frost Stone ...
6.6/10 (212 reviews)
"Lovely area to be in"

Reviewed on Jun 26, 2025

Starlight Inn
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.