Title: Bennington Vacation Packages & Trips 2026 from CA $1,040 | Expedia.ca [Hotels in Bennington](https://expedia.ca/Bennington-Hotels.d553248635975873432.Travel-Guide-Hotels)[Vacation Rentals in Bennington](https://expedia.ca/Bennington-Vacation-Rentals.d553248635975873432.Travel-Guide-VacationRentals)[Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Bennington.d553248635975873432.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?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 ## Top Bennington Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Old Library Inn Olean NY](https://images.trvl-media.com/lodging/117000000/116090000/116087000/116086988/9b3377d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Old Library Inn Olean NY CA $1,040 per person May 17 - May 20 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to Buffalo (BUF) 9.4/10 Exceptional! (26 reviews) Breakfast was very good. Room was clean and nicely decorated. Everything was as described. Reviewed on Mar 28, 2026 ![The Eagles Nest, Couples Escape - Hot Tub & Views](https://images.trvl-media.com/lodging/111000000/110630000/110620700/110620644/a55caef0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Eagles Nest, Couples Escape - Hot Tub & Views CA $1,374 per person May 17 - May 20 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to Buffalo (BUF) 9.6/10 Exceptional! (5 reviews) Our stay was perfect. The property manager, Jess, is very nice and was very relaxed and accommodating. The home had everything we needed and then some. Lots of space to relax, amazing views, and very peaceful. Reviewed on Jun 3, 2025 ![The Kelly House](https://images.trvl-media.com/lodging/125000000/124820000/124817100/124817095/4112c5d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Kelly House CA $1,452 per person May 17 - May 20 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to Buffalo (BUF) No reviews ![The Allen House](https://images.trvl-media.com/lodging/126000000/125170000/125167000/125166949/ac3c8ead_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Allen House CA $1,268 per person May 17 - May 20 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to Buffalo (BUF) No reviews ![Timberline Lodge](https://images.trvl-media.com/lodging/83000000/82840000/82838300/82838204/53468d70_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Timberline Lodge CA $1,055 per person May 17 - May 20 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to Buffalo (BUF) 8.6/10 Excellent! (140 reviews) The was the perfect little place to stay for our “Girls Night”. It was close to lots of activities & Jess was VERY helpful through the whole process. Thank you & we would most definitely stay again ❤️ Reviewed on Mar 22, 2026 ## Ready to book your vacation to Bennington? Choose your dates ## Bennington Hotel Deals ![Buffalo Airport Hotel](https://images.trvl-media.com/lodging/1000000/30000/26100/26001/19bd0f50_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Buffalo Airport Hotel 4600 Genesee St Buffalo NY Fully refundableReserve now, pay when you stay CA $92 CA $105 total Apr 30 - May 1 includes taxes & fees 8/10 Very Good! (2,923 reviews) Couldn’t close the curtains only a sheer cover closed and it was on a ground floor. It was noisy due to other people arguing during the night. It was a great location and they offered a shuttle to the airport!! The restaurant was great. Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F04%2F2026&endDate=01%2F05%2F2026&selected=26001&PinnedHotelID=26001&HadPinnedHotel=true®ionId=553248635975873432) ![Garden Place Hotel](https://images.trvl-media.com/lodging/2000000/1070000/1060800/1060721/40afc3e4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Garden Place Hotel 6615 Transit Road Buffalo NY Fully refundableReserve now, pay when you stay CA $94 CA $107 total Apr 5 - Apr 6 includes taxes & fees 7.6/10 Good! (2,344 reviews) Do a better breakfast like the other hotel Reviewed on Apr 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=1060721&PinnedHotelID=1060721&HadPinnedHotel=true®ionId=553248635975873432) ![Sleep Inn & Suites Buffalo Airport](https://images.trvl-media.com/lodging/1000000/90000/85100/85007/9d03cce3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn & Suites Buffalo Airport 100 Holtz Dr Buffalo NY Fully refundableReserve now, pay when you stay CA $97 CA $110 total Apr 28 - Apr 29 includes taxes & fees 8/10 Very Good! (2,031 reviews) Overall experience was good. Nice breakfast Reviewed on Apr 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%2F04%2F2026&selected=85007&PinnedHotelID=85007&HadPinnedHotel=true®ionId=553248635975873432) [See all 200 properties in Bennington](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F04%2F2026&endDate=06%2F04%2F2026®ionId=553248635975873432) 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) ## 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