Title: Windham Vacation Packages 2026 from $463 | Expedia.com [Windham Travel Guide](https://expedia.com/Windham.dx6150553)[Hotels in Windham](https://expedia.com/Windham-Hotels.d6150553.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d6150553.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d6150553.Travel-Guide-Flights)[Car Rentals in Windham](https://expedia.com/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 Vacations from $463 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## The Latest Windham vacation packages Price found within the past 48 hours. Click for updated prices. ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### North Star Lodge and Resort $463 per person May 13 - May 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Rutland (RUT) 8.6/10 Excellent! (1,001 reviews) Yes, staff members were helpful and friendly. Reviewed on Feb 26, 2026 ![The Vermont Inn](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/3781899c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Vermont Inn $523 per person May 13 - May 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Rutland (RUT) 9.2/10 Wonderful! (412 reviews) The inn was lovely, the room was clean and the bed was fine, but the room temperature was not adjustable. It was winter and it was so hot that I had to run the AC to keep it cool enough to sleep in. Reviewed on Feb 26, 2026 ![Lake Bomoseen Lodge](https://images.trvl-media.com/lodging/22000000/21230000/21223500/21223495/e1cbb293_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lake Bomoseen Lodge $664 per person May 13 - May 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Rutland (RUT) 9.4/10 Exceptional! (851 reviews) Beautiful, clean rooms with a great view. Reviewed on Feb 26, 2026 ![Emrose Luxury Cabins](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/fb359a4e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Emrose Luxury Cabins $557 per person May 13 - May 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Rutland (RUT) 9/10 Wonderful! (65 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 ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Align Inn Vermont $481 per person May 13 - May 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Rutland (RUT) 9.4/10 Exceptional! (1,017 reviews) The room was outdated. The television was very small. The staff were very friendly. Reviewed on Feb 27, 2026 Don't see what you're looking for? See all available trips from Columbus to Windham [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-27/2026-04-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=VSF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6150553) ## Windham Hotel Deals ![Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna](https://images.trvl-media.com/lodging/84000000/83230000/83226500/83226476/b213d153_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna Windham VT 10/10 Exceptional! (57 reviews) We had the best time at this beautiful house. Very clean and perfect for a large group Reviewed on Feb 22, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F13%2F2026&endDate=3%2F14%2F2026&selected=83226476&PinnedHotelID=83226476&HadPinnedHotel=true®ionId=6150553) [](https://expedia.com/Hotel-Search?startDate=3%2F13%2F2026&endDate=3%2F14%2F2026&selected=83226476&PinnedHotelID=83226476&HadPinnedHotel=true®ionId=6150553) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pointe at Castle Hill Resort 2940 State Route 103 Cavendish VT $146 nightly $159 total Mar 9 - Mar 10 Total with taxes and fees 8.8/10 Excellent! (992 reviews) Clean room, the staff was very nice and professional. Reviewed on Feb 27, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&selected=1823093&PinnedHotelID=1823093&HadPinnedHotel=true®ionId=6150553) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Equinox Golf Resort & Spa 3567 Main Street Route 7A Manchester VT Fully refundableReserve now, pay when you stay $172 nightly $190 total Mar 8 - Mar 9 Total with taxes and fees 7.4/10 Good! (598 reviews) Beautiful hotel. Nice pool and gym. Reviewed on Feb 19, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=2759006&PinnedHotelID=2759006&HadPinnedHotel=true®ionId=6150553) [See all 2,695 properties in Windham](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F28%2F2026&endDate=3%2F1%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. ## Find the Best Windham Vacation Packages ## Windham Essential Information | Language | English | | --------------- | ----------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Rutland Southern Vermont Regional Airport (RUT) | | Max Temp Winter | 25ºF | | Max Temp Summer | 75ºF | ## More vacations you might like ![](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.com/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.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) 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Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Windham vacation package cost? ### What are the cheapest months to go to Windham? ### How many days is enough for Windham? ### How to find the best Windham package deals? ### Is it cheaper to book a Windham vacation as a package? ### When to book a vacation package to Windham? ### Does Expedia offer Book Now, Pay Later Windham vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Magic Mountain Ski Resort ](https://www.expedia.com/Magic-Mountain-Ski-Resort-Hotels.0-l6115886-0.Travel-Guide-Filter-Hotels) - [Hotels near Lowell Lake State Park ](https://www.expedia.com/Lowell-Lake-State-Park-Hotels.0-l553248621561864975-0.Travel-Guide-Filter-Hotels) - [Hotels near Ball Mountain State Park ](https://www.expedia.com/Ball-Mountain-State-Park-Hotels.0-l553248621555467464-0.Travel-Guide-Filter-Hotels) - [Hotels near Ball Mountain Dam ](https://www.expedia.com/Ball-Mountain-Dam-Hotels.0-l6327973-0.Travel-Guide-Filter-Hotels) - [Hotels near Jamaica State Park ](https://www.expedia.com/Jamaica-State-Park-Hotels.0-l553248621532666874-0.Travel-Guide-Filter-Hotels) - [Hotels near Viking Nordic Center 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