Title: The 10 Best Hotels Near The Winchendon School, Winchendon from CA $153 | 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) # Find hotels near The Winchendon School, Winchendon from CA $153 - ![](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 [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2025-12-21&endDate=2025-12-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2025-12-22&endDate=2025-12-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for The Winchendon School hotels ![Interior](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/b4578f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e4ae1b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/d25d3b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colonial Hotel [](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) 14.1 km from The Winchendon School 8.8/10 Excellent (1002) "Easy checkin, pleasant staff and clean room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan [](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/de4bc344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/0de4f49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, Ensuite (Duncan Room-206)](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/3951af0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, Ensuite (HoneyBunny Suite-301)](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/39c4713d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monadnock Inn [](https://www.expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information) 16.8 km from The Winchendon School 7.6/10 Good (277) "It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon-Ann C [](https://www.expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information) ![Double Room](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/d92bd689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/134d7bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/bdf98f07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/4a8be764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gardner Inn [](https://www.expedia.ca/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information) 13 km from The Winchendon School 5.6/10 (17) "The property needs work but hte staff was pleasant and the facility was quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lou CA $137 CA $153 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Gardner-Hotels-Gardner-Inn.h118926252.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=2026-01-04&endDate=2026-01-05®ionId=808978339696189440&adults=2&sort=RECOMMENDED&openPlayBack=true) ## 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 "Parking is convenient and free. Staff were friendly. My room was clean and comfortable. The pool and fitness area were clean and well kept. There's also a mini arcade area with air hockey and a few games. Overall, I had a pleasant stay and look forward to my next visit." [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.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 "The waterpark was Great " [](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.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 "Food was done well" [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.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 "So far, so good, nice room!" [](https://expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "The room was perfect, and the food was great " [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.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 "The room had extra amenities besides a Keurig, refrigerator, and microwave. These included make-up removal wipes, hand lotion, and seasonal decor plus a working desk and dining table. The owners of Riverhouse also equipped the lobby with coffee and tea, mini bagels with butter and cream cheese, granola bars, fresh fruit, and yogurt. Brochures of local attractions were on display. The friendly owners of Riverhouse made me feel right at home! Thank you!" [](https://expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) ![Hampton Inn & Suites Keene](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/189b6d07_y.jpg) ### Hampton Inn & Suites Keene 10/10 Excellent "Clean comfy nice staff " [](https://expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ![Monadnock Inn](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/de4bc344_y.jpg) ### Monadnock Inn 10/10 Excellent "Lovely 19th century property. The owners were very charming, and the cats inspected us and approved of us. Ok. Full disclosure. We bribed the cats with treats. " [](https://expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information) ![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "Staff was accommodating. Got a Free upgrade to my room" [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.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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