Search Cheap Flights to
Bennington

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Bennington Flights as Low as $162

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
American Airlines
JetBlue Airways
United
Delta
American Airlines
Bargain Flight
American Airlines
Bargain Flight
Bargain Flight
American Airlines
JetBlue Airways
Alaska Airlines
American Airlines
KLM
Air France

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 July, 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 $162, 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 $162 right now, why wait?

Bennington Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$162

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 breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,005 reviews)
The staff was friendly and helpful. You could tell the rooms had been updated. Things were clean, the bed was comfy, and breakfast was simple but good. The pool wasn't open yet, so I can't speak on that. Overall we had a pleasant stay.

Reviewed on Apr 28, 2026

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)
Staff was great and room was clean but we were disappointed with the breakfast buffet.

Reviewed on Apr 25, 2026

Hampton Inn Bennington
Knotty Pine

Knotty Pine

2.5 out of 5
130 Northside Dr Bennington VT
Stay at this motel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bennington Battle Monument and Bennington Museum are ...
8.6/10 Excellent! (94 reviews)
Place was a bit tired, but very clean. Breakfast should not be advertised. Conisted of a juice box, granola bar and fruit cup

Reviewed on Apr 25, 2026

Knotty Pine
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! (591 reviews)
The room was clean, the bed comfortable, parking was easy, and the breakfast was simple, fresh and delicious. We were greeted warmly, and staff on duty was able to answer all our questions about how to get places around town.

Reviewed on Apr 23, 2026

Harwood Hill Motel
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! (637 reviews)
Really run down establishment with sketchy lookin guests

Reviewed on Oct 28, 2025

The Autumn Inn
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
21 West Road Bennington VT
Book a stay at this golf B&B in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (283 reviews)
Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area.

Reviewed on Apr 19, 2026

The Four Chimneys Inn
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! (970 reviews)
The first room we checked into had a random person staying in it. The hotel staff had no idea who it was. The second room we were upgraded into was not very clean. The room smelled, there were questionable stains on the bedding, and there was dirt on the floor. We could hear the TV from the room ...

Reviewed on Apr 26, 2026

Best Western Bennington
South Shire

South Shire

4 out of 5
124 Elm St Bennington VT
Stay at this inn in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (124 reviews)
Charming B&B style hotel in beautiful Bennington, VT.

Reviewed on Feb 27, 2026

South Shire
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.