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 $142

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

Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
JetBlue Airways
American Airlines
JetBlue Airways
JetBlue Airways
American Airlines
United
Bargain Flight
American Airlines
American Airlines
American Airlines
United

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 MHT 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 April, 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 15 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 Manchester-Boston Regional 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 $142, 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 $142 right now, why wait?

Bennington Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$142

Last Minute Hotel Deals in Bennington

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,000 reviews)
Spots on wall by garbage.

Reviewed on Jan 19, 2026

Best Western Plus Keene Hotel
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
Really clean hotel, friendly staff and great location.

Reviewed on Jan 20, 2026

Courtyard by Marriott Keene Downtown
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (978 reviews)
Nice clean room, very good shower, friendly staff

Reviewed on Jan 3, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 out of 5
30 Main Street Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (759 reviews)
Everything was clean, comfortable and the staff quite conversational

Reviewed on Jan 10, 2026

Fairfield Inn & Suites by Marriott Keene Downtown
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (364 reviews)
Clean room. Comfortable bed. Quiet. Nice breakfast.

Reviewed on Jan 18, 2026

Hampton Inn & Suites Keene
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 out of 5
80 Concord Street Peterborough NH
Stay at this hotel in Peterborough. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Mariposa ...
9.2/10 Wonderful! (442 reviews)
Beds were sooo comfortable

Reviewed on Jan 5, 2026

Riverhouse by Weekender (Formerly Jack Daniels Inn)
The Burrell House

The Burrell House

2.5 out of 5
112 Washington St Keene NH
Stay at this guesthouse in Keene. Enjoy free WiFi, free parking, and a picnic area. Popular attractions CC&H Framing / Pepper Pete's Hot Shop and Central Square ...
9.4/10 Exceptional! (156 reviews)
Clean room Easy non contact check in

Reviewed on Nov 16, 2025

The Burrell House
Henniker Motel

Henniker Motel

2 out of 5
61 Craney Pond Rd Henniker NH
Stay at this motel in Henniker. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.2/10 Very Good! (276 reviews)
Our family had a great stay here ! What stood out most about this hotel was the incredible manager. Every interaction was positive—helpful recommendations, quick responses, and warm smiles throughout our stay. It’s clear Tim takes pride in the motel and making guest feel special . We stayed and skied ...

Reviewed on Jan 1, 2026

Henniker Motel
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.