Title: Windsor County Vacation Packages & Trips 2025 from CA $965 | Expedia.ca [Windsor County Hotels](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Hotel-Destinations)[Vacation Rentals in Windsor County](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Vacation-Rental-Destinations)[Windsor County Car Rentals](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/177460/2a5579e1-416e-466c-b626-06a9b930acbb.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windsor County 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 Windsor County Vacation With a Windsor County vacation package, you can forget about planning hassles and instead focus on experiencing everything this exciting destination has on offer. Begin your trip to Windsor County with some time exploring [Ludlow](https://www.expedia.ca/Ludlow.d8496.Destination-Travel-Guides) visiting popular sights like Weston Playhouse and Lake Rescue. [Norwich](https://www.expedia.ca/Norwich.d184063.Destination-Travel-Guides) is another top city that lures crowds from near and far. Quechee Gorge Bridge and Quechee Gorge Village are two of the leading places to see in this destination. From the instant you book your Windsor County vacation to the second you come back home, Expedia will take care of you each step of the way. ## Top vacation destinations in Windsor County ![Ludlow showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94298-Ludlow.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Ludlow [](https://expedia.ca/Ludlow.d8496.Destination-Travel-Guides) ![Woodstock featuring a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94311-Woodstock.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Woodstock [](https://expedia.ca/Woodstock.d10868.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/212ecbf3b606238229538e223f3f57eb.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### White River Junction [](https://expedia.ca/White-River-Junction.d6294.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Windsor [](https://expedia.ca/Windsor.d7881.Destination-Travel-Guides) ## Top Windsor County Vacation Deals 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 CA $965 per person Jan 14 - Jan 17 found 5 hours ago Roundtrip non-stop flight included Detroit (DTW) to Rutland (RUT) 8.6/10 Excellent! (1,012 reviews) Location was great and was clean but the facility and room is old. Needs a major face lift. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-17/?FromAirport=DTW&Destination=RUT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=185873&paandie=true&dealMarker=S9WLZ5FsZZl3whef_og7uOKu0VkNUCtmEglqpEC5QoJva8RoKtXydySnfD7x5C5r) ![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 CA $967 per person Jan 14 - Jan 17 found 5 hours ago Roundtrip non-stop flight included Detroit (DTW) to Rutland (RUT) 9.2/10 Wonderful! (410 reviews) Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. Reviewed on Oct 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-17/?FromAirport=DTW&Destination=RUT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4907209&paandie=true&dealMarker=S9WLZ5FsZZl3whef_og7uOKu0VkNUCtmEglqpEC5QoK957OIZBx3YpJ1XnTtBg3v) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Killington Mountain Lodge, Tapestry Collection by Hilton CA $1,359 per person Jan 14 - Jan 17 found 5 hours ago Roundtrip non-stop flight included Detroit (DTW) to Rutland (RUT) 7.4/10 Good! (1,000 reviews) Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic! Reviewed on Nov 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-17/?FromAirport=DTW&Destination=RUT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=103640&paandie=true&dealMarker=S9WLZ5FsZZl3whef_og7uOKu0VkNUCtmEglqpEC5QoKW-gLJRuFLohufNpa8DWjC) ## Windsor County Hotel Deals ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Woodstock Inn & Resort Fourteen The Green, Woodstock, VT CA $462 CA $570 total Nov 30 - Dec 1 includes taxes & fees 9.2/10 Wonderful! (546 reviews) I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn Reviewed on Nov 4, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=25690&PinnedHotelID=25690&HadPinnedHotel=true®ionId=553248635976432508) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Shire Woodstock 46 Pleasant St., Woodstock, VT Fully refundableReserve now, pay when you stay 8.6/10 Excellent! (875 reviews) Great place to stay Reviewed on Nov 3, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%2F11%2F2025&selected=10453651&PinnedHotelID=10453651&HadPinnedHotel=true®ionId=553248635976432508) [](https://expedia.ca/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%2F11%2F2025&selected=10453651&PinnedHotelID=10453651&HadPinnedHotel=true®ionId=553248635976432508) ![Jackson Gore Village](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Jackson Gore Village 111 Jackson Gore Road, Ludlow, VT Fully refundableReserve now, pay when you stay CA $294 CA $357 total Nov 23 - Nov 24 includes taxes & fees 8.6/10 Excellent! (828 reviews) The room overall was nice. There were lots of marks on the walls and baseboards. However everything was pretty clean and the fireplace was a nice touch. Unfortunately due to the time of the year we were on our own for food. I wish they told us this ahead of hour stay. Otherwise it was a nice.stay. ... Reviewed on Oct 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=2417009&PinnedHotelID=2417009&HadPinnedHotel=true®ionId=553248635976432508) [See all 1,320 properties in Windsor County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F11%2F2025&endDate=12%2F11%2F2025®ionId=553248635976432508) 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) ## Frequently asked questions ### How much does a Windsor County vacation package cost? > Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Windsor County from just CA $965. And the more you bundle, the more cash you save. The vacation of your dreams has never been more affordable. ### How do I get a cheap travel package to Windsor County? > You'll save a ton of money if you bundle your hotels, car rentals and flights into a Windsor County travel package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer over 550 airlines and 1,000,000 hotels all over the world, which means you'll always have plenty of variety to choose from. Want to save even more? Add some exciting activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination. ### Where should I stay in Windsor County? > Okemo Mountain Resort is one of the key things that lures people to Windsor County, so it makes perfect sense that many decide to book their hotel in [Ludlow](https://www.expedia.ca/Ludlow.d8496.Destination-Travel-Guides). ### What are the top hotels in Windsor County? > When it comes to hotels in Ludlow, [Super 8 by Wyndham White River Junction](https://www.expedia.ca/White-River-Junction-Hotels-Super-8-By-Wyndham-White-River-Junction.h897894.Hotel-Information) and [Holiday Inn Express Hotel & Suites White River Junction, an IHG Hotel](https://www.expedia.ca/White-River-Junction-Hotels-Holiday-Inn-Express-Hotel-Suites-White-River-Junction.h1138208.Hotel-Information) are two terrific options. If you're spending time in Plymouth, [Hotel Coolidge](https://www.expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) and [White River Inn and Suites](https://www.expedia.ca/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information) will make you feel right at home. ### How far in advance should I book my Windsor County vacation? > It depends on the airline, but you can usually browse through international fares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky customers will sometimes find a cheaper flight only weeks before their intended journey. ### What does an Expedia Windsor County travel package include? > It comes down to what you're looking for. If you're traveling by yourself, you might decide to bundle hotels and flights. Bringing the entire family to Windsor County? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the freedom and flexibility to tailor your travel package. ### What should I know before booking a Windsor County travel package? > You'll save big with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with great discounts. Hotels aren't your only choice, however. Book with us and take your pick of beachside condos, chalets in the middle of mountains and even glamping tents! ### Can I choose my airline with a Windsor County Expedia vacation package? > Most definitely. Expedia has more than 550 partner airlines to select from across the world. With so many choices, finding the ideal carrier to fly you to Windsor County will be a snap. ### If I'm not able to travel, can I cancel my Windsor County vacation package? > We get it — unexpected stuff happens. If you've locked in a Windsor County vacation package and need to amend or cancel it, we can help. It's always worth browsing our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) first for information. But generally, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge. ## 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 ![QR code to download the app](data:image/png;base64,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)