Cheap Flight Deals to Bennington VT from CA $113

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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 $225 and CA $113 for one-way flights to Bennington for the period specified. Prices and availability are subject to change. Additional terms apply

Fri., 28 Mar. - Mon., 31 Mar.
MCO
Orlando Intl.
ALB
Albany Intl.
CA $225 Roundtrip, found 2 days ago
CA $225
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri., 28 Mar. from Orlando Intl. to Albany Intl., returning Mon., 31 Mar., priced at CA $225 found 2 days ago
Mon., 10 Feb. - Tue., 25 Feb.
YYC
Calgary Intl.
ALB
Albany Intl.
CA $460 Roundtrip, found 4 days ago
CA $460
Roundtrip
found 4 days ago
Select Delta flight, departing Mon., 10 Feb. from Calgary Intl. to Albany Intl., returning Tue., 25 Feb., priced at CA $460 found 4 days ago
OriginDestinationTravel datesFlights from*
FLLLathamFebruary 6 to February 9CA $225
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLLathamJanuary 26 to January 29CA $774
*Prices include taxes and fees

Your guide to flights to Bennington, VT

JetBlue Airways, Delta 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 $225 and CA $774. 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 $225. 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 March 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 Jan. 26 to Jan. 27
CA $128
CA $139 total
includes taxes & fees
26 Jan - 27 Jan
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! (563 reviews)
"I enjoyed my stay. Tis a bit out of the way. LOVED the lava lamp in my room."

Reviewed on 19 Jan. 2025

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 $183 per night from Jan. 28 to Jan. 29
CA $183
CA $201 total
includes taxes & fees
28 Jan - 29 Jan
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! (279 reviews)
"The Motel was very inviting and very quiet. Loved the easy access to the room and ease of taking dog outside. Didn't love the location - Travelocity said it was 9.57 miles from Stratton Mountain - the drive was actually 33 minutes. Breakfast was exceptionally light (toast, cereal, yogurt, fruit) ..."

Reviewed on 13 Jan. 2025

Brittany Motel
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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 $203 per night from Jan. 29 to Jan. 30
CA $203
CA $221 total
includes taxes & fees
29 Jan - 30 Jan
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! (1,000 reviews)
"Quiet , clean, comfortable and good value for money ."

Reviewed on 8 Jan. 2025

Hotel 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 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 Feb. 3 to Feb. 4
CA $257
CA $282 total
includes taxes & fees
3 Feb - 4 Feb
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! (273 reviews)
"Great location. Our room was so cozy and the fireplace was great! Easy check-in. Can’t wait for next time"

Reviewed on 14 Jan. 2025

The 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 $203 per night from Jan. 29 to Jan. 30
CA $203
CA $221 total
includes taxes & fees
29 Jan - 30 Jan
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! (1,000 reviews)
"Quiet , clean, comfortable and good value for money ."

Reviewed on 8 Jan. 2025

Hotel Vervana, Trademark Collection by Wyndham
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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 Feb. 5 to Feb. 6
CA $154
CA $169 total
includes taxes & fees
5 Feb - 6 Feb
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 (608 reviews)
"The property is a little old, but it is very well managed and cared. Rooms are spacious and parking is easy. The service can improve a little, and things like the WiFi password should be easily available. But overall, it is a good non-expensive stay in the area."

Reviewed on 6 Jan. 2025

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! (122 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 $242 per night from Jan. 27 to Jan. 28
CA $242
CA $266 total
includes taxes & fees
27 Jan - 28 Jan
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! (511 reviews)
Great owners and homemade breakfast.
"Cozy place to stay for a ski weekend. Amazing breakfast and the nicest hosts. Highly recommended!"

Reviewed on 22 Jan. 2025

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. 26 to Jan. 27
CA $251
CA $273 total
includes taxes & fees
26 Jan - 27 Jan
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! (182 reviews)
"Very comfortable and homey..nice fireplace, breakfast was extraordinary! Michael and Tim were wonderful hosts!"

Reviewed on 19 Jan. 2025

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 $257 per night from Feb. 4 to Feb. 5
CA $257
CA $280 total
includes taxes & fees
4 Feb - 5 Feb
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! (264 reviews)
Beautiful hotel stay
"My partner and I had an excellent stay. This hotel has such a friendly staff and is very accommodating. It was the first time I ever stayed at a place where it was ski in and ski off. It was also very cozy. We will be back again!!"

Reviewed on 14 Jan. 2025

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.

Best Bennington Flight and Hotel Packages

Bennington flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Manchester View

The Manchester View

2.5 out of 5
per person
Mar. 6 - Mar. 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
per person
Mar. 6 - Mar. 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
South Shire

South Shire

4 out of 5
per person
Mar. 6 - Mar. 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
Don't see what you're looking for?
See all available trips from Toronto to Bennington
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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
0 Seeking some more ideas? 0 But that’s not all there is. 0
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.

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!

*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.