Title: Windham Vacation Packages & Trips 2026 from CA $968 | 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 Upper Pass Lodge at Magic Mountain](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/e3a525d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Upper Pass Lodge at Magic Mountain CA $968 per person May 22 - May 25 found 19 hours ago Roundtrip non-stop flight included Calgary (YYC) to Rutland (RUT) 8.2/10 Very Good! (693 reviews) The heating units ran all night which were noisy. Reviewed on Feb 12, 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 $1,069 per person May 22 - May 25 found 19 hours ago Roundtrip non-stop flight included Calgary (YYC) to Rutland (RUT) 8.6/10 Excellent! (1,003 reviews) Hotel is good by itself but definitively needs some renovations and upgrades, no cleaning rooms anymore-unless you need it, always need to ask for something , I think for such prices we should return full services to hotel and not just this one, as lately all hotels became similar, prices are high and service is limited. Bar at hotel ok but serving and choices has to be improved, please make this hotel good as before. Staff is helpful when needed all the time. Thank you. Reviewed on Mar 23, 2026 ![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 $1,039 per person May 22 - May 25 found 19 hours ago Roundtrip non-stop flight included Calgary (YYC) to Rutland (RUT) 9.2/10 Wonderful! (1,007 reviews) Staff was helpful. Shuttle was easy to use. Breakfast options were good. Would’ve liked non dairy milk options besides oat milk (soy or almond milk would be helpful for allergies). We arrived after 9 so everything was shut down. Limited food options so eat on your way or arrive early. 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 $1,478 per person May 22 - May 25 found 19 hours ago Roundtrip non-stop flight included Calgary (YYC) to Rutland (RUT) 9/10 Wonderful! (81 reviews) We had such an amazing stay at these cabins—truly the perfect start to an unforgettable weekend. We were in town for a ski trip, and with our friend planning to propose, this cabin was the ideal setting to set the mood the night before. The atmosphere was cozy, romantic, and exactly what we hoped for. Each cabin has its own special feel and unique architecture, which made the experience even more memorable and charming. The cabins are conveniently located, and we loved that there are hot tubs spread throughout the property. The hosts were incredibly responsive and helpful from start to finish, especially with food recommendations. When we let them know we were on our way, they even had the hot tub heating up and ready for us upon arrival, which was such a thoughtful touch. I also reached out ahead of time to ask if two cabins next to each other could be accommodated, and they were beyond helpful and made the process so easy. You can really tell they care about their guests’ experience. Helpful tips for future guests: bring slippers to wear inside the cabins since no shoes are allowed, and definitely bring a robe for the walk to the hot tub—it makes the experience even better! We couldn’t have asked for a better stay and would absolutely recommend these cabins to anyone looking for a relaxing, memorable getaway. ⭐️⭐️⭐️⭐️⭐️ Reviewed on Feb 20, 2026 ![Days Inn by Wyndham Rutland/Killington Area](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/4a1f2dfa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Days Inn by Wyndham Rutland/Killington Area CA $1,090 per person May 22 - May 25 found 19 hours ago Roundtrip non-stop flight included Calgary (YYC) to Rutland (RUT) 6.4/10 (1,009 reviews) Great management, super clean, beautiful pool, free onsite parking. Free breakfast. Reviewed on Mar 13, 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 $197 CA $225 total Mar 29 - Mar 30 includes taxes & fees 8.8/10 Excellent! (1,006 reviews) There's a cute little town nearby with a great coffee shop. Reviewed on Mar 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=1823093&PinnedHotelID=1823093&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 $220 CA $242 total Mar 29 - Mar 30 includes taxes & fees 9.6/10 Exceptional! (1,002 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=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=18188804&PinnedHotelID=18188804&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 $135 CA $149 total Apr 1 - Apr 2 includes taxes & fees 8.6/10 Excellent! (78 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=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=122978111&PinnedHotelID=122978111&HadPinnedHotel=true®ionId=6150553) [See all 2,674 properties in Windham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%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. 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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