Cheap Flight Deals to Bennington VT from CA $227

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How to find cheap flights to Bennington?

The cheapest prices found with in the last 7 days for return flights were CA $222 and CA $227 for one-way flights to Bennington for the period specified. Prices and availability are subject to change. Additional terms apply

Thu., 16 Jan. - Thu., 23 Jan.
YYZ
Pearson Intl.
ALB
Albany Intl.
CA $378 Roundtrip, found 4 days ago
CA $378
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu., 16 Jan. from Pearson Intl. to Albany Intl., returning Thu., 23 Jan., priced at CA $378 found 4 days ago
OriginDestinationTravel datesFlights from*
FLLLathamJanuary 9 to January 12CA $222
LAXLathamJanuary 28 to February 4CA $491
SFOLathamJanuary 5 to January 8CA $556
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXLathamDecember 28 to January 4CA $1,107
*Prices include taxes and fees

Your guide to flights to Bennington, VT

Delta, American Airlines fly to Bennington, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Bennington VT currently costs between CA $222 and CA $1,107. Prices vary, but for the best fares, travel in January when prices are at their lowest.  

Top tips for finding cheap flights to Bennington  

The cheapest flight for a round trip to Bennington is currently CA $222. When you search for flights to Bennington, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Bennington for nearby days.  The cheapest month to travel to Bennington is January from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Bennington 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Bennington with Travelocity 

We have top deals on plane tickets even for last minute flights to Bennington, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Bennington for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Bennington

The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street, Bennington, VT
The price is CA $128 per night from Dec. 23 to Dec. 24
CA $128
CA $139 total
includes taxes & fees
23 Dec - 24 Dec
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! (557 reviews)
"great place to sleep the night for a quick stay in Bennington. Bed was comfy enough and the room was very clean."

Reviewed on 19 Nov. 2024

The Autumn Inn
Starlight Inn

Starlight Inn

2 out of 5
357 Us Route 7 S, Bennington, VT
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 (206 reviews)
"Excellent place. The location was near the town proper."

Reviewed on 25 Oct. 2024

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Starlight Inn
Brittany Motel

Brittany Motel

2 out of 5
1056 Main Street/Historic Route 7A, Manchester Center, VT
The price is CA $155 per night from Jan. 9 to Jan. 10
CA $155
CA $171 total
includes taxes & fees
9 Jan - 10 Jan 2025
Stay at this motel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (267 reviews)
"Retro feel"

Reviewed on 7 Dec. 2024

Brittany Motel
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The Hotel Vervana at Bennington

The Hotel Vervana at Bennington

2.5 out of 5
141 West Main Street, Bennington, VT
The price is CA $171 per night from Jan. 1 to Jan. 2
CA $171
CA $187 total
includes taxes & fees
1 Jan - 2 Jan 2025
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! (998 reviews)
"Updated and affordable rooms. Walkable to downtown. Lots of parking. Overall a great stay."

Reviewed on 13 Dec. 2024

The Hotel Vervana at 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.

Luxury Hotels in Bennington

The Equinox, a Luxury Collection Golf Resort & Spa, Vermont

The Equinox, a Luxury Collection Golf Resort & Spa, Vermont

5 out of 5
3567 Main Street Route 7A, Manchester, VT
Stay at this 5-star luxury resort in Manchester. Enjoy a full-service spa, 4 restaurants, and a golf course. Our guests praise the property condition in our ...
10/10 Exceptional! (2 reviews)
"I saw this old email and realized i never responded... The Equinox is a special place! We always enjoyed everything about it. The Equinox was a must when my mom and I came to Manchester, VT. -- we so enjoyed the food and atmosphere in the Marsh Tavern, My mom especially your home made soups. It was ..."

Reviewed on 9 Mar. 2022

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The Equinox, a Luxury Collection Golf Resort & Spa, Vermont
The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant

4 out of 5
17-39 West Rd, Manchester, VT
The price is CA $257 per night from Jan. 5 to Jan. 6
CA $257
CA $283 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 4-star luxury inn in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (268 reviews)
Winter 2024 Vermont Trip
"Beautiful place to stay. Room was large and had couch and fireplace. Bed was extremely comfortable. They served a Breakfast Basket in the morning. Service and staff was excellent! We would definitely come back!"

Reviewed on 21 Dec. 2024

The Reluctant Panther Inn and Restaurant
The Hotel Vervana at Bennington

The Hotel Vervana at Bennington

2.5 out of 5
141 West Main Street, Bennington, VT
The price is CA $171 per night from Jan. 1 to Jan. 2
CA $171
CA $187 total
includes taxes & fees
1 Jan - 2 Jan 2025
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! (998 reviews)
"Updated and affordable rooms. Walkable to downtown. Lots of parking. Overall a great stay."

Reviewed on 13 Dec. 2024

The Hotel Vervana at Bennington
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Weathervane Motel

Weathervane Motel

2 out of 5
2212 Main Street, Manchester Center, VT
The price is CA $154 per night from Jan. 5 to Jan. 6
CA $154
CA $169 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this motel in Manchester Center. Enjoy free WiFi, daily housekeeping, and satellite TV channels. Our guests praise the helpful staff and the clean rooms ...
6.8/10 (599 reviews)
"I only slept there."

Reviewed on 17 Dec. 2024

Weathervane 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.

Family Friendly Hotels in Bennington

Wilburton Inn

Wilburton Inn

3.5 out of 5
257 Wilburton Dr, Manchester, VT
Stay at this 3.5-star golf hotel in Manchester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Museum of Creative Process and Hildene ...
8.8/10 Excellent! (121 reviews)
"Large property with great landscape and open space. There were 2 trash bins right in the front of our unit which should have been kept in a different area. Also the sculptures and artwork on the property grounds were creepy."

Reviewed on 20 Oct. 2024

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Wilburton Inn
The Olympia Lodge

The Olympia Lodge

2.5 out of 5
7259 Main Street, Manchester Center, VT
The price is CA $243 per night from Jan. 1 to Jan. 2
CA $243
CA $267 total
includes taxes & fees
1 Jan - 2 Jan 2025
Book a stay at this business-friendly motel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (505 reviews)
Feels like home!
"A wonderful lodge just on the outskirts of Manchester, but close enough to town! Incredible hosts and one of the most delicious home cooked breakfast you could ask for! Decorated for the season, we stayed 2 nights in October for fall foliage season! Can’t wait to come back one day!"

Reviewed on 27 Nov. 2024

The Olympia Lodge
The Ira Allen House

The Ira Allen House

3.5 out of 5
6311 Route 7A, Sunderland, Arlington, VT
The price is CA $251 per night from Jan. 5 to Jan. 6
CA $251
CA $274 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3.5-star B&B in Arlington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions ...
9.8/10 Exceptional! (180 reviews)
"Our second stay at Ira Allen House. Got to see finished renovation and enjoyed sitting around large fireplace and chatting with other guests. Mike and Kevin are wonderful hosts."

Reviewed on 20 Dec. 2024

The Ira Allen House
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Sun Lodge

Sun Lodge

3.5 out of 5
4216 Route 11, Peru, VT
The price is CA $286 per night from Dec. 30 to Dec. 31
CA $286
CA $311 total
includes taxes & fees
30 Dec - 31 Dec
Stay at this 3.5-star ski hotel in Peru. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (260 reviews)
Great Lodge!
"Stayed overnight when traveling for business, lovely lodge with friendly staff and I was able to get a good nights rest. Comfortable and clean, highly recommend!"

Reviewed on 18 Mar. 2024

Sun Lodge
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.

Need a car after flight to Bennington?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Bennington?
Ready to book the flight for your exciting adventure to Bennington? A total of 7 airlines advertise flights to this destination. Some of the best ones include:

  • American Airlines
  • Delta Air Lines
  • United Airlines

What airport is best to fly into Bennington?
There’s no chance of a mix-up with airports in Bennington, as there’s only one operating in the city. Albany International Airport is about 48 kilometers from the sights and sounds of the downtown area.
Where to stay in Bennington
Whether you’re in the mood to splash your cash on accommodations or you simply want something to use as a base, you’ll find what you’re looking for in Bennington. With 59 properties listed on Travelocity, you’ll have no issues hitting the hay after a long day of thrilling adventures.If you don’t want to waste time scouring the web for places to stay in Bennington, don’t worry. We’ve done all the work for you. Our top accommodations here are the Victorian Home in Bennington, Vermont and the Bennington Motor Inn.
Places to visit in Bennington
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How to get through airport security fast when traveling to Bennington
If you like the thought of spending more time at the airport bar and less time wading through security on your way to Bennington, follow these practical tips:

  • Security staff will ask to see your boarding pass and passport as part of their checks. Have them in a convenient place, ready for inspection.
  • It’s important to know that belts with metal buckles can set off the body scanner’s alarms. If you’re wearing one, you may be told to step back and take it off before continuing.
  • Ensure your laptop and electronic devices are easily accessible. These items need to be sent through the X-ray machine in separate bins.
  • Toothpaste, lip balm and other toiletry items in liquid, gel or cream form need to be stored in containers smaller than 3.4 ounces (100 milliliters). They also need to fit in a 1-quart (1-liter) clear resealable bag.
  • Security personnel will likely ask you to take off your shoes for the body scanner. Wear a pair that come off easily. There’s nothing more annoying than having to do up your laces over and over again.
  • Put any multi-tools or other sharp metal items in your checked luggage. Security personnel don’t allow these on the plane.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.