Cheap Flight Deals to Bennington VT from CA $118

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Bennington?

The cheapest prices found with in the last 7 days for return flights were CA $260 and CA $118 for one-way flights to Bennington for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
TPALathamJanuary 21 to January 28CA $260
FLLLathamDecember 9 to December 15CA $437
CLTLathamDecember 14 to December 30CA $575
*Prices include taxes and fees

Your guide to flights to Bennington, VT

Breeze Airways, WestJet, United fly to Bennington, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Bennington VT currently costs between CA $260 and CA $708. Prices vary, but for the best fares, travel in February 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 $260. 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
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! (666 reviews)
"The manager Jay is really helpful-- we had some complications and he took care of it and made sure we were OK with unex[pected issues."

Reviewed on Oct 11, 2026

Opens in a new windowThe Autumn Inn
Starlight Inn

Starlight Inn

2 out of 5
357 Us Route 7 S Bennington VT
The price is CA $141 per night from Nov 16 to Nov 17
CA $141
CA $154 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this hotel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Robert Frost Stone House Museum and Bennington Arts ...
6.8/10 (235 reviews)
"It looked very run down but the location suited us. I would not stay there again."

Reviewed on Oct 23, 2026

Opens in a new windowStarlight Inn
Brittany Motel

Brittany Motel

2 out of 5
1056 Main Street/Historic Route 7A Manchester Center VT
The price is CA $124 per night from Nov 18 to Nov 19
CA $124
CA $137 total
Nov 18 - Nov 19
includes taxes & fees
Stay at this motel in Manchester Center. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Opens in a new windowBrittany Motel
Save an average of 15% on thousands of hotels when you're signed in
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 CA $120 per night from Nov 22 to Nov 23
CA $120
CA $131 total
Nov 22 - Nov 23
includes taxes & fees
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 ...
Opens in a new windowHotel Vervana, Trademark Collection by Wyndham
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 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 $284 per night from Nov 29 to Nov 30
CA $284
CA $312 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this luxury inn in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (401 reviews)
"Wonderful hotel, super cozy room and friendly, helpful staff - highly recommended."

Reviewed on Nov 11, 2026

Opens in a new windowThe Reluctant Panther Inn and Restaurant
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 CA $120 per night from Nov 22 to Nov 23
CA $120
CA $131 total
Nov 22 - Nov 23
includes taxes & fees
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 ...
Opens in a new windowHotel Vervana, Trademark Collection by Wyndham
Weathervane Motel

Weathervane Motel

2 out of 5
2212 Main Street Manchester Center VT
The price is CA $150 per night from Dec 14 to Dec 15
CA $150
CA $165 total
Dec 14 - Dec 15
includes taxes & fees
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 ...
Opens in a new windowWeathervane Motel
Save an average of 15% on thousands of hotels when you're signed in
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

4.5 out of 5
3567 Main Street Manchester VT
The price is CA $150 per night from Nov 23 to Nov 24
CA $150
CA $241 total
Nov 23 - Nov 24
includes taxes & fees
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 ...
7.4/10 Good! (682 reviews)
"Very unique property with a feel like home feel Good breakfast ."

Reviewed on Nov 10, 2026

Opens in a new windowThe Equinox Golf Resort And Spa
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
Book a stay at this golf hotel in Manchester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Museum of Creative Process and Hildene ...
9/10 Wonderful! (137 reviews)
"Beautiful serene large property with many interesting art sculptures throughout. Close to downtown Manchester but need car. Very memorable."

Reviewed on Oct 24, 2026

Opens in a new windowWilburton Inn
The Olympia Lodge

The Olympia Lodge

2.5 out of 5
7259 Main Street Manchester Center VT
The price is CA $270 per night from Dec 1 to Dec 2
CA $270
CA $306 total
Dec 1 - Dec 2
includes taxes & fees
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 ...
Opens in a new windowThe Olympia Lodge
Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel

3.5 out of 5
4216 Route 11 Peru VT
The price is CA $147 per night from Dec 6 to Dec 7
CA $147
CA $162 total
Dec 6 - Dec 7
includes taxes & fees
Book a stay at this ski hotel in Peru. Enjoy free WiFi, free parking, and 2 meeting rooms. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowSun Lodge near Manchester VT, Ascend Collection Hotel
Save an average of 15% on thousands of hotels when you're signed in
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 CA $120 per night from Nov 22 to Nov 23
CA $120
CA $131 total
Nov 22 - Nov 23
includes taxes & fees
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 ...
Opens in a new windowHotel Vervana, Trademark Collection by Wyndham
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.

Best Bennington Flight and Hotel Packages

Bennington flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hotel Vervana, Trademark Collection by Wyndham
Brook Bound Inn
The White House Inn
Don't see what you're looking for?
See all available trips from Halifax to Bennington
View all trips

Need a car after flight to Bennington?

Plane Tickets To Bennington

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Bennington. Browse through our inventory to explore a wide range of cheap flights to Bennington to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Bennington as you anxiously await to exit the plane and explore what Bennington has to offer. Considering all the amazing local food and culture in Bennington, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Bennington to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Bennington without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Bennington with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Bennington today!

Explore More Ways to Travel with Travelocity

*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.