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Bennington

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Bennington Flights as Low as $158

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

Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $158 found 1 day ago
Breeze Airways
Sat, Aug 9 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 9 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $159 found 1 day ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $163 found 1 day ago
Breeze Airways
Sat, Aug 9 - Sat, Aug 23
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$164 Roundtrip, found 1 day ago
$164
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 9 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $164 found 1 day ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $168 found 1 day ago
JetBlue Airways
Thu, Nov 6 - Sat, Nov 8
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Nov 6 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 8, priced at $170 found 2 days ago
JetBlue Airways
Wed, Sep 3 - Tue, Sep 9
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Sep 9, priced at $170 found 1 day ago
American Airlines
Thu, Nov 6 - Sat, Nov 8
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Nov 6 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 8, priced at $179 found 2 days ago
JetBlue Airways
Tue, Sep 2 - Tue, Sep 9
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 2 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Sep 9, priced at $180 found 1 day ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 20
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 20, priced at $189 found 2 days ago
American Airlines
Tue, Sep 16 - Tue, Sep 30
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 16 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Sep 30, priced at $189 found 1 day ago
American Airlines
Mon, Sep 29 - Sat, Oct 4
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$192 Roundtrip, found 1 day ago
$192
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 29 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, Oct 4, priced at $192 found 1 day ago
Bargain Flight
Mon, Aug 11 - Sat, Aug 23
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$201 Roundtrip, found 5 days ago
$201
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Mon, Aug 11 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $201 found 5 days ago
American Airlines
Tue, Oct 7 - Wed, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Wed, Oct 15, priced at $237 found 4 days ago
Bargain Flight
Tue, Aug 12 - Sat, Aug 23
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$264 Roundtrip, found 2 days ago
$264
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Aug 12 from Tampa Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $264 found 2 days ago
American Airlines
Mon, Sep 1 - Mon, Sep 8
PHX
Sky Harbor Intl.
MHT
Manchester-Boston Regional
$330 Roundtrip, found 1 day ago
$330
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 1 from Sky Harbor Intl. to Manchester-Boston Regional, returning Mon, Sep 8, priced at $330 found 1 day ago

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 August, 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 14 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 $158, 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 $158 right now, why wait?

Bennington Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$158

Last Minute Hotel Deals in Bennington

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

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 ...
8.2/10 Very Good! (863 reviews)
"Dillon, your front desk associate was amazing. Easy to work with and extremely accommodating. A real asset to the hotel."

Reviewed on Jul 26, 2025

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Keene Elm City Hotel, Ascend Hotel Collection
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St, Keene, NH
Stay at this 3-star 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! (1,004 reviews)
"Great place!"

Reviewed on Jul 31, 2025

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Best Western Plus Keene Hotel
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! (321 reviews)
Comfortable but not anything special
"Overall the stay was just OK. The room was clean and well equipped. The only thing not working as expected in the room was the sink stopper was broken. The free breakfast was mediocre. The front desk was understaffed but when you finally got attention it was good. The lobby microwave that I used ..."

Reviewed on Jul 18, 2025

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Hampton Inn & Suites Keene
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St, Keene, NH
Stay at this 3-star 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! (1,004 reviews)
"Spacious, comfortable room in easy waking distance to many restaurants and shopping. Staff is warm and welcoming."

Reviewed on Jul 23, 2025

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Courtyard by Marriott Keene Downtown
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! (726 reviews)
"Friendly, helpful staff. Old hotel in good condition."

Reviewed on Jul 16, 2025

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Fairfield Inn & Suites by Marriott Keene Downtown
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! (249 reviews)
"It sgrat"

Reviewed on Jul 28, 2025

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Henniker Motel
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! (131 reviews)
"Beautiful Inn!! Very happy customer ! I’ll be back !"

Reviewed on Jul 14, 2025

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The Burrell House
The Birchwood Inn

The Birchwood Inn

3.5 out of 5
340 Senator Tobey Highway, Temple, NH
Stay at this 3.5-star inn in Temple. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (204 reviews)
"From the moment we arrived at The Birchwood Inn in Temple, New Hampshire, we knew we had found a true gem. This historic inn exudes warmth, character, and an unparalleled sense of hospitality that made our stay unforgettable. The rooms are beautifully appointed, blending classic New England charm ..."

Reviewed on Jun 27, 2025

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The Birchwood Inn
See all 305 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.