Cheap Flights to Bennington County (2026/2027)

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Jet to one of Bennington County's top cities

Manchester

Flights
Manchester
OriginDestinationTravel DatesFlights From*
MCOLathamSeptember 2 to September 10$177
TPALathamAugust 31 to September 3$203
DCALathamAugust 1 to August 19$249
ATLLathamJuly 28 to August 19$295
SJULathamSeptember 1 to September 12$302
DCANorth ClarendonAugust 27 to September 2$383
DENNorth ClarendonAugust 15 to August 19$464
ORDNorth ClarendonSeptember 4 to September 6$493
CLTNorth ClarendonAugust 1 to August 5$546
TPANorth ClarendonJuly 10 to July 12$549
FLLNorth ClarendonJuly 8 to July 12$551
ATLNorth ClarendonAugust 6 to August 9$574
MCONorth ClarendonJuly 20 to July 27$577
LAXNorth ClarendonJuly 29 to August 4$604
SJUNorth ClarendonAugust 1 to August 7$843
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOLathamJune 7 to June 14$340
FLLLathamJune 6 to June 13$349
CLTLathamJune 5 to June 10$359
ORDLathamJune 6 to June 9$448
DCALathamJune 7 to June 9$597
SJULathamJune 5 to June 8$623
DENLathamJune 5 to June 10$657
TPANorth ClarendonJune 6 to August 4$680
MCONorth ClarendonJune 6 to June 13$706
TPALathamJune 7 to June 14$714
ATLLathamJune 6 to June 8$742
LAXLathamJune 7 to June 8$958
CLTNorth ClarendonJune 7 to June 8$1,262
*Prices include taxes and fees

Best Bennington County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires
3.0-star property

Vacation Village in the Berkshires

Jul 10 - Jul 12

2 night stay

Los Angeles (QLA) to Albany (ALB)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $599, price is now $468 per person
$468
per person
found 1 day ago
Berkshire Mountain Lodge
3.0-star property

Berkshire Mountain Lodge

Jul 10 - Jul 12

2 night stay

Los Angeles (QLA) to Albany (ALB)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $604, price is now $470 per person
$470
per person
found 1 day ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5-star property

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Jul 10 - Jul 12

2 night stay

Los Angeles (QLA) to Albany (ALB)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $795, price is now $629 per person
$629
per person
found 1 day ago
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Travelers ❤️ These Bennington County 🏨

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
9.4/10 Exceptional! (846 reviews)
"Wonderful!"

Reviewed on May 31, 2026

Opens in a new windowKimpton Taconic Hotel by IHG
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
7.4/10 Good! (630 reviews)
"It was a beautiful setting! Service was slow. Our room had a slight smell to it and the pull out couch was dirty. We were very hopeful and are very understanding. Sharing this input to help hotel improve their services."

Reviewed on May 26, 2026

Opens in a new windowThe Equinox Golf Resort & Spa
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 reviews. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Museum are located nearby.
8.2/10 Very Good! (1,001 reviews)
"All was good. Only minor issue was having to climb stairs to our second floor room after requesting with reservation on first floor. No elevator available for us 80+ year old people."

Reviewed on May 30, 2026

Opens in a new windowHotel Vervana, Trademark Collection by Wyndham
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Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Manchester Designer Outlets and American Museum of Fly Fishing are located nearby.
9.6/10 Exceptional! (1,004 reviews)
"Clean and comfortable very decent"

Reviewed on May 31, 2026

Opens in a new windowHampton Inn and Suites Manchester
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.

Frequently asked questions

How much is the cheapest flight to Bennington County?
Some thrifty travelers booked a roundtrip flight to Bennington County for as little as $177 over the last seven days. If you spot a bargain, grab it quickly. Cheap deals don't stick around for long! This price was available on Travelocity for flights to Bennington County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Bennington County?
You can choose from 15 airline companies when you want to arrange your flight to Bennington County. Let American Airlines fly you there. This well-known air carrier offers 381 services each month to Pownal, Bennington County's primary city.
What is the cheapest month to fly to Bennington County?
Spend more of your money on great adventures rather than airfares by flying to Bennington County in September. This is the most affordable time to jet out to this place according to Travelocity's direct return flight demand from January to December last year. Have a look at our range of flights and get away from it all without breaking your budget.
How can I check my flight status to Bennington County?
Check for updates on your flight to Bennington County, make tweaks to your journey and much more from our useful Trips portal. Found at the top of the Travelocity homepage, it's your one-stop shop for managing your bookings. All you need to do is sign in or open an account in seconds. Wise wanderers can also take advantage of the Travelocity app. You'll get alerts for any gate changes and flight delays, along with the ability to view deals on rental cars, hotels and activities while you're on the go. If you have family flying with you, it's also a neat way to share your travel itinerary with each other.
How do I find the best deals on flights to Bennington County?
Be flexible with your travel dates and there's a strong chance you'll find an awesome deal. After you've searched for flights on Travelocity, tap on the "Flexible dates" box above your results to reveal prices for surrounding days. Also try to book ahead and avoid the busy tourist season. In the last seven days, the lowest price for a return flight to Bennington County was $177. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Bennington County with Travelocity?
Where to start! With cheap flights to Bennington County, accommodations and activities, you'll discover everything you need for an awesome getaway with Travelocity. Lock in your cheap family flights and make use of our round-the-clock social media support and free cancellations on select hotels if necessary. Our goal is to offer hassle-free travel when you book with us so that you can spend less time worrying and more time making memories with your travel buddies.
What are the most popular flight routes to Bennington County?
With fantastic connections, securing flights to Bennington County is stress-free. Here are several of the main flight routes to this must-see travel destination:

  • Chicago, IL (ORD-O'Hare Intl.) to Albany Intl. Airport (ALB) - 1,122 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Albany Intl. Airport (ALB) - 706 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Albany Intl. Airport (ALB) - 689 flights a month.

How much is a flight to Bennington County on average?
In the last seven days, roundtrip flights to Bennington County were priced between $177 and $1,262. No matter what sort of ticket you're after, we've got some terrific deals to help you keep within budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Bennington County?
The length of your direct flight to Bennington County mostly depends on your starting point. If you'd like an idea of what to expect, here are the average flight times for a few in-demand routes to Bennington County:

  • Chicago, IL (ORD-O'Hare Intl.) to Albany Intl. Airport (ALB) - 2 hours and 1 minute
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Albany Intl. Airport (ALB) - 1 hour and 32 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Albany Intl. Airport (ALB) - 1 hour and 16 minutes

What can I expect on a flight to Bennington County?
That mainly depends on where you're taking off from and which airline company you're flying with. You'll likely find all sorts of flights to Bennington County, from business class trips to cheap flights for family vacations. For long-haul flights, airlines will generally offer hot meals and entertainment as well as games to keep your little ones amused.