Cheap Flight Deals to Bennington VT from CA $71

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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 $154 and CA $71 for one-way flights to Bennington for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
FLLLathamSeptember 27 to September 28CA $208
DENLathamOctober 14 to October 15CA $443
LAXLathamOctober 3 to October 7CA $750
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLLathamSeptember 27 to September 28CA $208
*Prices include taxes and fees

Your guide to flights to Bennington, VT

Breeze Airways, Delta, JetBlue Airways 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 $154 and CA $750. Prices vary, but for the best fares, travel in December 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 $154. 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 October 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 $110 per night from Oct 5 to Oct 6
CA $110
per night
Oct 5 - Oct 6
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! (610 reviews)
"Clean, comfortable, friendly, good value."

Reviewed on Sep 7, 2025

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 $151 per night from Sep 21 to Sep 22
CA $151
per night
Sep 21 - Sep 22
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 (215 reviews)
"Peaceful, quiet place to spend a night on the road."

Reviewed on Aug 13, 2025

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 $207 per night from Sep 28 to Sep 29
CA $207
per night
Sep 28 - Sep 29
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 ...
9.4/10 Exceptional! (320 reviews)
"I only stayed one night at The Brittany but I enjoyed it. It's a no frills kind of stay but the room I had was up to date, clean, and the bed was really comfortable. Reasonable price too. Exactly what I was looking for."

Reviewed on Sep 15, 2025

Opens in a new windowBrittany 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 $186 per night from Sep 21 to Sep 22
CA $186
per night
Sep 21 - Sep 22
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! (1,002 reviews)
"It is a nice hotel."

Reviewed on Sep 4, 2025

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 Equinox, a Luxury Collection Golf Resort & Spa, Vermont

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

2.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Book a stay at this spa hotel in Manchester. Enjoy a full-service spa, 4 restaurants, and a golf course. Our guests praise the property condition in our 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 Mar 9, 2022

Opens in a new windowThe 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 $284 per night from Oct 20 to Oct 21
CA $284
per night
Oct 20 - Oct 21
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! (312 reviews)
Excellent inn
"Room was very pleasant and roomy. The checkin was friendly. The restaurant was superb."

Reviewed on Sep 12, 2025

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 $186 per night from Sep 21 to Sep 22
CA $186
per night
Sep 21 - Sep 22
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! (1,002 reviews)
"It is a nice hotel."

Reviewed on Sep 4, 2025

Opens in a new windowHotel 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 $148 per night from Sep 21 to Sep 22
CA $148
per night
Sep 21 - Sep 22
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 (695 reviews)
"Nice country area."

Reviewed on Sep 8, 2025

Opens in a new windowWeathervane 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
The price is CA $380 per night from Oct 14 to Oct 15
CA $380
per night
Oct 14 - Oct 15
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! (128 reviews)
Beautiful views and well maintained
"We had a very relaxing stay. The room was spacious and very clean. The view of the mountains from our room was spectacular. The pool was clean and well maintained as was the rest of the property. Our bed was very comfortable and we had soft large pillows to help us fall asleep fast. A beautiful place ..."

Reviewed on Jul 7, 2025

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 $261 per night from Sep 24 to Sep 25
CA $261
per night
Sep 24 - Sep 25
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! (538 reviews)
"very charming,clean, and lovely. If looking for different from other places, give this friendly place a try."

Reviewed on Sep 5, 2025

Opens in a new windowThe 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 $331 per night from Sep 22 to Sep 23
CA $331
per night
Sep 22 - Sep 23
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! (199 reviews)
"The childhood home of patriots Ira and Ethan Allen enfolds guests in our country's founding rebels' acts of courage against seemingly insurmountable powers. A good place to be reminded of our obligation to fight and resist the elites' insanity."

Reviewed on Sep 3, 2025

Opens in a new windowThe 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 Sep 21 to Sep 22
CA $257
per night
Sep 21 - Sep 22
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! (285 reviews)
"Awesome food and area"

Reviewed on Sep 10, 2025

Opens in a new windowSun 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.
Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views
Kingston Carriage House
Hasbrouck House
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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.