Title: Browse the Best Winchendon Resorts from CA $281 | Expedia.ca [Hotels in Winchendon](https://expedia.ca/Winchendon-Hotels.d3000441689.Travel-Guide-Hotels)[Vacation Rentals in Winchendon](https://expedia.ca/Winchendon-Vacation-Rentals.d3000441689.Travel-Guide-VacationRentals)[Winchendon Car Rentals](https://expedia.ca/Car-Rentals-In-Winchendon.d3000441689.Car-Rental-Guide)[Winchendon Vacation Packages](https://expedia.ca/Winchendon.d3000441689.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Resort Hotels in Winchendon from CA $281 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchendon Resorts ![4 indoor pools, seasonal outdoor pool, cabanas (surcharge)](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Wolf Pup Den Suite - Water Park Included](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/9adfdf32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/08aa09e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/a3f2240c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Wolf Lodge Boston / Fitchburg, MA Fitchburg 8.6/10 Excellent (1000) "Everything about this place was incredible " CA $251 CA $281 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30®ionId=3000441689&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchendon-Resort-Hotels.d3000441689-aaResortHotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchendon-Resort-Hotels.d3000441689-aaResortHotels.Travel-Guide-Accommodation) ## Top Winchendon Hotel Reviews ![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "Staff was very cordial. Our 2 day stay was perfect!" [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![The Colonial Hotel](//images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "Staff were helpful. We arrived late and tired. The hot tub was wonderful. The bonus of a washer and dryer was unexpected and welcome. The area is quiet. " [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Motel 6 Leominster, MA](//images.trvl-media.com/lodging/1000000/1000000/996200/996152/fe9126d0_y.jpg) ### Motel 6 Leominster, MA 10/10 Excellent "Good place to rest." [](https://expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](//images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg) ### Doubletree by Hilton Hotel Leominster 10/10 Excellent "Room clean, breakfast very good, everyone was friendly and helpful if needed" [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "Was" [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.](//images.trvl-media.com/lodging/119000000/118340000/118332100/118332023/266d4a20_y.jpg) ### Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond. 10/10 Excellent "Everything inside was inviting, modern, and well thought out. The outdoors had a great view of the pond and was magnificently peaceful (some days it was hard to make ourselves go anywhere). The host responds promptly, and all directions are clear. The in-house supplies are very generous. My only suggestion if at all possible is to try making the HVAC unit run a bit quieter." [](https://expedia.ca/Fitzwilliam-Hotels-Secluded-Waterfront-2-Bedroom-On-Private-152-Acre-Sportsmans-Pond.h118332023.Hotel-Information) ![Riverhouse by Weekender (Formerly Jack Daniels Inn)](//images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/5d62062a_y.jpg) ### Riverhouse by Weekender (Formerly Jack Daniels Inn) 10/10 Excellent ".." [](https://expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) ![The Burrell House](//images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/3cda440a_y.jpg) ### The Burrell House 10/10 Excellent "Nice and clean. Good location for walking downtown. " [](https://expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) ![Hampton Inn & Suites Keene](//images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/189b6d07_y.jpg) ### Hampton Inn & Suites Keene 10/10 Excellent "Great staff, great position. Stayed here whilst visiting friends in Keene. It was so easy to get around and close to Main Street." [](https://expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ## Find out more about Winchendon ## Winchendon Resorts information | Number of reviews | 1,000 | | --- | --- | | Accommodation | 1 Resorts | | Lowest Price | CA $281 | | Highest Price | CA $281 | ## Frequently asked questions ### What can I expect from a resort vacation in Winchendon? > You deserve a getaway, and a resort is just the place to treat yourself to the services and amenities you need for a relaxing stay in Winchendon. One of the comfortable resort hotels in the area might be just what you're searching for, whether you want great restaurants on site, shopping possibilities, or activities for the kids. ### What's a favorite resort in Winchendon? > Our top-rated resort near Winchendon: [Great Wolf Lodge Boston / Fitchburg, MA](https://www.expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) - Family-friendly resort. 13.8 mi (22.2 km) from Winchendon. Features 4 indoor pools, a free water park, and a seasonal outdoor pool. ### What can I do in Winchendon? > Experience the local theater scene at The Robinson-Broadhurst Foundation Performing Arts Ampitheater, or bring the kids to Jacobs Hill for some family fun. A few other attractions you may want to see are Lake Dennison State Recreation Area and Millers River. ### What's the weather like in Winchendon? > The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchendon are January, March, February, and November, with each month seeing an average of 7 inches of snowfall. ### What's the best way to get to and around Winchendon? > Fly into Nashua, NH (ASH-Nashua Municipal), which is located 28 mi (45.1 km) away from the heart of the city. You can also search for flights into Worcester, MA (ORH-Worcester Regional), which is 30.1 mi (48.5 km) away. 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