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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.

American Airlines
Sat, Mar 1 - Tue, Mar 4
MCO
Orlando Intl.
ALB
Albany Intl.
$158 Roundtrip, found 19 hours ago
$158
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Mar 1 from Orlando Intl. to Albany Intl., returning Tue, Mar 4, priced at $158 found 19 hours ago
American Airlines
Sat, Mar 1 - Tue, Mar 4
MCO
Orlando Intl.
ALB
Albany Intl.
$159 Roundtrip, found 19 hours ago
$159
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Mar 1 from Orlando Intl. to Albany Intl., returning Tue, Mar 4, priced at $159 found 19 hours ago
Delta
Thu, Mar 20 - Wed, Mar 26
MCO
Orlando Intl.
ALB
Albany Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Mar 20 from Orlando Intl. to Albany Intl., returning Wed, Mar 26, priced at $179 found 6 days ago
JetBlue Airways
Fri, Feb 28 - Sat, Mar 1
MCO
Orlando Intl.
ALB
Albany Intl.
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Feb 28 from Orlando Intl. to Albany Intl., returning Sat, Mar 1, priced at $183 found 1 day ago
Delta
Sat, Mar 1 - Tue, Mar 4
MCO
Orlando Intl.
ALB
Albany Intl.
$187 Roundtrip, found 19 hours ago
$187
Roundtrip
found 19 hours ago
Select Delta flight, departing Sat, Mar 1 from Orlando Intl. to Albany Intl., returning Tue, Mar 4, priced at $187 found 19 hours ago
JetBlue Airways
Thu, Mar 20 - Wed, Mar 26
MCO
Orlando Intl.
ALB
Albany Intl.
$187 Roundtrip, found 6 days ago
$187
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Mar 20 from Orlando Intl. to Albany Intl., returning Wed, Mar 26, priced at $187 found 6 days ago
United
Thu, Mar 20 - Wed, Mar 26
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select United flight, departing Thu, Mar 20 from Orlando Intl. to Albany Intl., returning Wed, Mar 26, priced at $197 found 6 days ago
Delta
Thu, Mar 20 - Wed, Mar 26
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Mar 20 from Orlando Intl. to Albany Intl., returning Wed, Mar 26, priced at $197 found 6 days ago
United
Thu, Mar 20 - Wed, Mar 26
MCO
Orlando Intl.
ALB
Albany Intl.
$202 Roundtrip, found 6 days ago
$202
Roundtrip
found 6 days ago
Select United flight, departing Thu, Mar 20 from Orlando Intl. to Albany Intl., returning Wed, Mar 26, priced at $202 found 6 days ago
JetBlue Airways
Sat, Mar 1 - Fri, Mar 7
MCO
Orlando Intl.
ALB
Albany Intl.
$207 Roundtrip, found 19 hours ago
$207
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Sat, Mar 1 from Orlando Intl. to Albany Intl., returning Fri, Mar 7, priced at $207 found 19 hours ago
American Airlines
Sat, Mar 1 - Tue, Mar 4
MCO
Orlando Intl.
ALB
Albany Intl.
$212 Roundtrip, found 19 hours ago
$212
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Mar 1 from Orlando Intl. to Albany Intl., returning Tue, Mar 4, priced at $212 found 19 hours ago
American Airlines
Wed, May 21 - Fri, May 30
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$252 Roundtrip, found 19 hours ago
$252
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, May 21 from Charlotte-Douglas Intl. to Albany Intl., returning Fri, May 30, priced at $252 found 19 hours ago
American Airlines
Tue, Apr 29 - Tue, Apr 29
DTW
Detroit Metropolitan Wayne County
ALB
Albany Intl.
$278 Roundtrip, found 5 days ago
$278
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Apr 29 from Detroit Metropolitan Wayne County to Albany Intl., returning Tue, Apr 29, priced at $278 found 5 days ago
JetBlue Airways
Tue, May 20 - Wed, May 28
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$304 Roundtrip, found 5 days ago
$304
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, May 20 from Raleigh - Durham Intl. to Albany Intl., returning Wed, May 28, priced at $304 found 5 days ago
Delta
Tue, Jun 17 - Wed, Jun 25
AUS
Austin-Bergstrom Intl.
ALB
Albany Intl.
$357 Roundtrip, found 3 days ago
$357
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jun 17 from Austin-Bergstrom Intl. to Albany Intl., returning Wed, Jun 25, priced at $357 found 3 days ago
American Airlines
Mon, Mar 3 - Mon, Mar 3
JAX
Jacksonville Intl.
ALB
Albany Intl.
$641 Roundtrip, found 1 day ago
$641
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Mar 3 from Jacksonville Intl. to Albany Intl., returning Mon, Mar 3, priced at $641 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 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 March, 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 16 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 $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
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$157

Last Minute Hotel Deals in Bennington

Best Western Bennington
Best Western Bennington
2.5 out of 5
220 Northside Drive, Bennington, VT
The price is $115 per night from Mar 2 to Mar 3
$115
includes taxes & fees
Mar 2 - Mar 3
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! (817 reviews)
Y'all come back now, ya hear?
"Nice, clean hotel, friendly, efficient staff, and excellent hot breakfast."

Reviewed on Jan 18, 2025

Best Western Bennington
Hampton Inn Bennington
Hampton Inn Bennington
2.5 out of 5
51 Hannaford Square, Bennington, VT
The price is $147 per night from Mar 2 to Mar 3
$147
includes taxes & fees
Mar 2 - Mar 3
Book a stay at this business-friendly hotel in Bennington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (953 reviews)
"Very convenient location. Room was comfortable and spacious. Snowy weekend and staff had a tough time keeping up with the walkways, but that's Vermont! . Room decor was a bit dated for the money. Not much else to choose from in the area, so they get their price. And, it was Vanlentine weekend and ..."

Reviewed on Feb 18, 2025

Hampton Inn Bennington
Hotel Vervana, Trademark Collection by Wyndham
Hotel Vervana, Trademark Collection by Wyndham
2.5 out of 5
141 West Main Street, Bennington, VT
The price is $134 per night from Mar 2 to Mar 3
$134
includes taxes & fees
Mar 2 - Mar 3
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! (1,001 reviews)
"Spacious, clean, friendly staff."

Reviewed on Feb 18, 2025

Hotel Vervana, Trademark Collection by Wyndham
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! (568 reviews)
"Stayed from Friday to Sunday to ski at Mount Snow and Okemo. Very nice reception staff (they offered a refund when I had to cancel a night) and the rooms were clean and comfortable. While it was not a luxury stay, for $100 a night, it was an amazing deal, and I would highly recommend. The only issue ..."

Reviewed on Feb 17, 2025

Get rates
The Autumn Inn
Harwood Hill Motel
Harwood Hill Motel
2 out of 5
864 Harwood Hill Road, Bennington, VT
The price is $142 per night from Feb 24 to Feb 25
$142
includes taxes & fees
Feb 24 - Feb 25
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! (503 reviews)
"Very pleasant check in, clean room"

Reviewed on Jan 19, 2025

Harwood Hill Motel
Bennington Motor Inn
Bennington Motor Inn
2 out of 5
143 West Main Street, Bennington, VT
The price is $147 per night from Feb 26 to Feb 27
$147
includes taxes & fees
Feb 26 - Feb 27
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! (439 reviews)
"The service was above and beyond. The rooms were comfortable and clean. The area was very quiet and close to the center of town."

Reviewed on Feb 21, 2025

Bennington Motor Inn
South Shire
South Shire
4 out of 5
124 Elm St, Bennington, VT
The price is $224 per night from Feb 24 to Feb 25
$224
includes taxes & fees
Feb 24 - Feb 25
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! (81 reviews)
"The Southshire is a beautiful vintage home with original details, great charm, working original fireplace in the large cozy wood paneled parlor. There are games, large comfy sofas, and bookcases full of every genre of books for reading. The dining room is lovely and quaint. My room in the carriage ..."

Reviewed on Feb 17, 2025

South Shire
Starlight Inn
Starlight Inn
2 out of 5
357 Us Route 7 S, Bennington, VT
The price is $108 per night from Feb 24 to Feb 25
$108
includes taxes & fees
Feb 24 - Feb 25
Stay at this hotel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Robert Frost Stone House Museum and Norman Rockwell ...
6.6/10 (207 reviews)
Nice people, comfy room!
"We needed a room for four of us to get some sleep before getting out on the slopes the next day. Starlight Inn was perfectly located along our drive. The owners were lovely, seems to be a family owned business. The room was comfortable, clean, and nostalgic. Would stay again!"

Reviewed on Feb 10, 2025

Starlight Inn
See all 758 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.