Title: The 10 Best Hotels Near The Winchendon School, Winchendon | Expedia.ca [Vacation Rentals in Winchendon](https://expedia.ca/Winchendon-Vacation-Rentals.d3000441689.Travel-Guide-VacationRentals)[The Winchendon School Car Rentals](https://expedia.ca/Car-Rentals-In-The-Winchendon-School.d808978339696189440.Car-Rental-Guide)[The Winchendon School Vacations](https://expedia.ca/The-Winchendon-School-Winchendon.d808978339696189440.Vacation-Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Tonight [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2026-01-31&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2026-02-01&endDate=2026-02-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top The Winchendon School Hotel Reviews ![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "What's clean staff was friendly food was good bar was nice the buildings a little bit old " [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![The Birchwood Inn](https://images.trvl-media.com/lodging/12000000/11090000/11084400/11084339/48bf59bf_y.jpg) ### The Birchwood Inn 10/10 Excellent "Beautiful place" [](https://expedia.ca/Manchester-Hotels-The-Birchwood-Inn.h11084339.Hotel-Information) ![Motel 6 Leominster, MA](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/fe9126d0_y.jpg) ### Motel 6 Leominster, MA 10/10 Excellent "Great room!" [](https://expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower](https://images.trvl-media.com/lodging/77000000/76630000/76628000/76627996/95d97c59_y.jpg) ### Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower 10/10 Excellent "The property was amazing! We had so much fun. All amenities that were listed were there! The bedrooms were spread out (master on first floor and 2 bedrooms upstairs), which made it easy for people to do separate activities and not be bothered. Thanks to the hosts!!! Definitely would recommend. " [](https://expedia.ca/Westminster-Hotels-Lake-Front-Home-Views-Of-The-Ski-Mountain.h76627996.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg) ### Doubletree by Hilton Hotel Leominster 10/10 Excellent "When I need to check out…this is where I check in. " [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Howarth House B&B](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/632c004c_y.jpg) ### Howarth House B&B 10/10 Excellent "Absolutely beautiful house. The owners are so kind and the breakfast is amazing." [](https://expedia.ca/Leominster-Hotels-Howarth-House-Bed-And-Breakfast.h44999466.Hotel-Information) ![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1_y.jpg) ### Great Wolf Lodge Boston / Fitchburg, MA 10/10 Excellent "clean facilities marginal food choices" [](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![Monadnock Inn](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/de4bc344_y.jpg) ### Monadnock Inn 10/10 Excellent "Lots of character and run by a great family!" [](https://expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information) ![Riverhouse by Weekender (Formerly Jack Daniels Inn)](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/5d62062a_y.jpg) ### Riverhouse by Weekender (Formerly Jack Daniels Inn) 10/10 Excellent "Beds were sooo comfortable " [](https://expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) ## Hotels near other The Winchendon School attractions ### The Robinson-Broadhurst Foundation Performing Arts Ampitheater You can get tickets for a performance at The Robinson-Broadhurst Foundation Performing Arts Ampitheater during your trip to Winchendon. While you're in the area, wander around the parks. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909392046962618368) ### Winchendon Community Park Winchendon Community Park is just one of the places to see in Winchendon, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the parks. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909389614807363584) ### Wendall P. Clark Memorial After visiting Wendall P. Clark Memorial, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909389657404715008) ### Winchendon Town Hall After visiting Winchendon Town Hall, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909393593647935488) ### Beals Memorial Library After visiting Beals Memorial Library, make a plan to see the other sights and activities in Winchendon. While you're in the area, wander around the parks. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909394051951144960) ### Millers River Wildlife Management Area You can take time to visit Millers River Wildlife Management Area during your travels to Winchendon. While you're in the area, wander around the parks. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909392624937762816) ### V F W Park Explore the great outdoors at V F W Park, a lovely green space in Winchendon. While you're in the area, wander around the parks. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909389736039591936) ### Militia Training Field Explore the great outdoors at Militia Training Field, a lovely green space in Winchendon. While you're in the area, wander around the parks. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909390283243171840) ## Frequently asked questions ### What's the area like around The Winchendon School? ### What's the best hotel to stay near The Winchendon School? ### How many hotels are there close to The Winchendon School? ### If I need to cancel the hotel reservation for my stay near The Winchendon School, will I receive a refund? ### What can I see and do near The Winchendon School? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [4 Star Hotels in Phillipston ](https://www.expedia.ca/4Star-Phillipston-Hotels.s40-0-d3000441438.Travel-Guide-Filter-Hotels) - [B&B in Ashburnham ](https://www.expedia.ca/Ashburnham-Bed-And-Breakfast.d6084384-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Ashburnham ](https://www.expedia.ca/Ashburnham-Hotels-Cheap-Hotels.0-0-d6084384-tCheapHotels.Travel-Guide-Filter-Hotels) - [Ashburnham Hotels ](https://www.expedia.ca/Ashburnham-Hotels.d6084384.Travel-Guide-Hotels) - 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