Title: Bennington Vacation Packages & Trips 2026 from CA $782 | Expedia.ca [Hotels in Bennington](https://expedia.ca/Bennington-Hotels.d6057349.Travel-Guide-Hotels)[Vacation Rentals in Bennington](https://expedia.ca/Bennington-Vacation-Rentals.d6057349.Travel-Guide-VacationRentals)[Flights to Bennington](https://expedia.ca/Cheap-Flights-To-Bennington.d6057349.Travel-Guide-Flights)[Things to do in Bennington](https://expedia.ca/Things-To-Do-In-Bennington.d6057349.Travel-Guide-Activities)[Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Bennington.d6057349.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6057349/ddd79da6-d04a-4703-8452-12989539524e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Bennington Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Bennington Vacation Our vacation packages to Bennington allow you to create your own adventure. Tailor your getaway to your interests and needs and make every moment count in this interesting city. Every trip to Bennington needs a well-planned itinerary. Fill yours with famous sights like [Bennington College](https://www.expedia.ca/Bennington-College-North-Bennington.d6330089.Vacation-Attraction), [Hemmings Motor News Car Lovers Convenience Store & Vehicle Display](https://www.expedia.ca/Hemmings-Motor-News-Car-Lovers-Convenience-Store-Vehicle-Display-Bennington.d553248621533116692.Vacation-Attraction) and [Bennington Battle Monument](https://www.expedia.ca/Bennington-Battle-Monument-Bennington.d6115862.Vacation-Attraction). Don't put off visiting this city any longer. The ultimate Bennington vacation is only a few clicks away with Expedia. ## Top Bennington Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Vacation Village in the Berkshires CA $782 per person Mar 6 - Mar 8 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Albany (ALB) 8.8/10 Excellent! (2,134 reviews) Overall a nice stay but shock that Shampoo and Conditioner not provided, only a travel size bar soap. The rooms could have been cleaned better by the staff. The fire alarm went on but did not see any staff people or fire department show up to the building we stayed at. Could’ve done a better job shoveling the away from the parking areas. There were a few parking spots blocked off by pile of snow. Reviewed on Jan 13, 2026 ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Equinox Golf Resort & Spa Manchester Village Historic District CA $1,109 per person Mar 6 - Mar 8 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Albany (ALB) 7.4/10 Good! (567 reviews) Was surprised at the dirty floors in common area and in my room one of the curtain sheers was ripped, other curtains were hanging off hokks, caulking at sink looked old, cracked, carpets in staircase dirty. I fear this beautiful hotel is in a downward spiral. One front desk person directed me to closed restaurants... Reviewed on Jan 9, 2026 ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Manchester View CA $911 per person Mar 6 - Mar 8 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Albany (ALB) 9.4/10 Exceptional! (772 reviews) Rooms were clean and they went above and beyond to check us in very early. I will definitely book again. Reviewed on Jan 13, 2026 ![The White House Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The White House Inn CA $875 per person Mar 6 - Mar 8 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Albany (ALB) 9.2/10 Wonderful! (254 reviews) Amazing hotel with an excellent restaurant attached. My suite was like a good sized apartment. Definitely staying there again. Reviewed on Jan 9, 2026 ![The Porches Inn at Mass MoCA](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Porches Inn at Mass MoCA CA $999 per person Mar 6 - Mar 8 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Albany (ALB) 9.4/10 Exceptional! (436 reviews) Wow. This hotel is such a great find. Not only is it clean and unique, the rooms are large and the staff are super helpful and nice. Breakfast was nice. The pool was slightly colder than I expected but it was 5 degrees outside and windy so its understandable. The hot tub was very comfortable. I would love to stay here again. My kids said this is their favorite hotel we have ever stayed at which is high praise since we travel frequently and have stayed in a ton of hotels! Reviewed on Jan 2, 2026 ## Ready to book your vacation to Bennington? Choose your dates ## Bennington Hotel Deals ![Knotty Pine](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/439bea3f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Knotty Pine 130 Northside Dr Bennington VT Fully refundableReserve now, pay when you stay CA $210 CA $229 total Jan 16 - Jan 17 includes taxes & fees 8.6/10 Excellent! (53 reviews) Pet friendly, cooking was great plus, warm room Reviewed on Jan 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F01%2F2026&endDate=17%2F01%2F2026&selected=119106200&PinnedHotelID=119106200&HadPinnedHotel=true®ionId=6057349) ![Hampton Inn Bennington](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Bennington 51 Hannaford Square Bennington VT Fully refundableReserve now, pay when you stay CA $181 CA $197 total Feb 8 - Feb 9 includes taxes & fees 8.6/10 Excellent! (1,001 reviews) Good Beautiful stay Reviewed on Jan 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=1191981&PinnedHotelID=1191981&HadPinnedHotel=true®ionId=6057349) ![Best Western Bennington](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/5ad1b90e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Bennington 220 Northside Drive Bennington VT Fully refundableReserve now, pay when you stay CA $145 CA $158 total Jan 21 - Jan 22 includes taxes & fees 7.6/10 Good! (948 reviews) Staff was helpful, promptly brought fresh things for the pull out couch which had unfortunately missed its last cleaning. Fresh towels and toilet paper were dropped off and garbage removed as needed during our stay. Breakfast was simple and more than most places offer these days (various daily opinions ... Reviewed on Dec 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F01%2F2026&endDate=22%2F01%2F2026&selected=16323&PinnedHotelID=16323&HadPinnedHotel=true®ionId=6057349) [See all 785 properties in Bennington](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F01%2F2026&endDate=16%2F01%2F2026®ionId=6057349) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### What to do in Bennington ![Vermont RT 100 Self Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/48988132/e3d55161-4da6-4678-970d-7686d5f338fa.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Vermont RT 100 Self Guided Driving Audio Tour CA $23 per traveller [](https://expedia.ca/things-to-do/vermont-rt-100-self-guided-driving-audio-tour.a48988132.activity-details) [See all activities in Bennington](https://expedia.ca/things-to-do/search?rid=6057349) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app