Title: Windham Vacation Packages & Trips 2026 from CA $874 | Expedia.ca [Hotels in Windham](https://expedia.ca/Windham-Hotels.d6150553.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.ca/Windham-Vacation-Rentals.d6150553.Travel-Guide-VacationRentals)[Windham Car Rentals](https://expedia.ca/Car-Rentals-In-Windham.d6150553.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) # Windham 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 Windham Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Mountain Inn at Killington CA $874 per person May 21 - May 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Rutland (RUT) 9.2/10 Wonderful! (1,007 reviews) Great location and shuttle service. Nice breakfast and friendly staff. Reviewed on Mar 28, 2026 ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/17fcad53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### North Star Lodge and Resort CA $905 per person May 21 - May 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Rutland (RUT) 8.6/10 Excellent! (1,003 reviews) We just stayed one night at this hotel. The room was just outdated but pretty clean. We did notice on the morning there were two beers from the night before. They also have an outdoor heated pool that we didn't get to check out because it was raining but you can see Killington from the pool on clearer days. Reviewed on Mar 28, 2026 ![Lake Bomoseen Lodge](https://images.trvl-media.com/lodging/22000000/21230000/21223500/21223495/1eb3d565_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lake Bomoseen Lodge CA $1,053 per person May 21 - May 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Rutland (RUT) 9.4/10 Exceptional! (898 reviews) This is a fantastic property in a great location! Reviewed on Mar 26, 2026 ![Emrose Luxury Cabins](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/a42ab841_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Emrose Luxury Cabins CA $1,316 per person May 21 - May 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Rutland (RUT) 9/10 Wonderful! (81 reviews) Average stay- would not describe as luxury. The cabins are very poorly built, the doors barely close, wires and open holes for plumbing, the smell of the water is unbearable. Hot tubs are not set up for any use. Have to pay $35 extra for wood to start a fire then wait 3-5 hours for them to heat while buying more wood to keep fire going until warm. Reviewed on Mar 27, 2026 ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/4cc53d97_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Align Inn Vermont CA $920 per person May 21 - May 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Rutland (RUT) 9.4/10 Exceptional! (1,142 reviews) Clean room, friendly staff Reviewed on Mar 25, 2026 ## Ready to book your vacation to Windham? Choose your dates ## Windham Hotel Deals ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pointe at Castle Hill Resort 2940 State Route 103 Cavendish VT CA $198 CA $225 total Apr 14 - Apr 15 includes taxes & fees 8.8/10 Excellent! (1,008 reviews) Have stayed here many times. Close to town and Okemo. Very convenient. Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=1823093&PinnedHotelID=1823093&HadPinnedHotel=true®ionId=6150553) ![Hideaway Inn Mt. Snow](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hideaway Inn Mt. Snow 270 Handle Rd West Dover VT Fully refundableReserve now, pay when you stay CA $136 CA $150 total Apr 2 - Apr 3 includes taxes & fees 8.6/10 Excellent! (80 reviews) The bath soap container was empty. I asked a hotel staff member if she could refill the dispenser and she said she would bring it to my room in a few minutes. She never showed up as promised. I passed her on the way out 45 minutes later. She look at me and went on her business. Reviewed on Mar 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=122978111&PinnedHotelID=122978111&HadPinnedHotel=true®ionId=6150553) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn and Suites Manchester 4519 Main St Manchester Center VT Fully refundableReserve now, pay when you stay CA $221 CA $243 total Apr 7 - Apr 8 includes taxes & fees 9.6/10 Exceptional! (1,005 reviews) Every employee was incredibly friendly, even if only passing us in the foyer or hallways. Stacy, the operations manager, was especially engaging, knowledgeable and helpful as we were deciding what to do for dinner and what events and venues were worth visiting. We took all of her suggestions and ... Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=18188804&PinnedHotelID=18188804&HadPinnedHotel=true®ionId=6150553) [See all 2,679 properties in Windham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026®ionId=6150553) 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