Title: The 10 Best Hotels Near The Winchendon School, Winchendon from CA $208 | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels near The Winchendon School, Winchendon from CA $208 ![](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 [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=808978339696189440&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top Hotels Close to The Winchendon School ![Interior](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/0df0c339.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) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e4ae1b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colonial Hotel 14.1 km from The Winchendon School 8.8/10 Excellent (1008) "Nice place" CA $186 CA $208 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.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=2025-10-24&endDate=2025-10-25®ionId=808978339696189440&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top The Winchendon School 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 "The staff was helpful and friendly. The breakfast was good with many choices available. The room was good and the bed was comfortable. My wife would have liked to have a hair dryer available." [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.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 "Always a pleasure to return to Leominister, Ma. " [](https://expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.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 "Excellent staff at front desk and Lori who serves breakfast is wonderful " [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![The Colonial Hotel](//images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "We always love staying at Colonial Inn when we visit family in the area. We informed the front desk concerning an issue with a stairwell door and it was fixed by end of day, on a Saturday!!" [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.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 "We love this place, staff is wonderful, convently located, restaurant has great food, comfy beds" [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.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 "Clean, comfortable, accommodating." [](https://expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.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) ![Great Wolf Lodge Boston / Fitchburg, MA](//images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1_y.jpg) ### Great Wolf Lodge Boston / Fitchburg, MA 10/10 Excellent "Everything about this place was incredible " [](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![Chocksett Inn and Restaurant](//images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/2e99d26e_y.jpg) ### Chocksett Inn and Restaurant 10/10 Excellent "Staff was wonderful. Would highly recommend this hotel." [](https://expedia.ca/Sterling-Hotels-Chocksett-Inn-And-Restaurant.h1202140.Hotel-Information) ## Hotels near other The Winchendon School attractions [](https://www.expedia.ca/The-Robinson-Broadhurst-Foundation-Performing-Arts-Ampitheater-Hotels.0-l909392046962618368-0.Travel-Guide-Filter-Hotels) ### 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) [](https://www.expedia.ca/Winchendon-Community-Park-Hotels.0-l909389614807363584-0.Travel-Guide-Filter-Hotels) ### 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) [](https://www.expedia.ca/Wendall-P-Clark-Memorial-Hotels.0-l909389657404715008-0.Travel-Guide-Filter-Hotels) ### 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) [](https://www.expedia.ca/Winchendon-Town-Hall-Hotels.0-l909393593647935488-0.Travel-Guide-Filter-Hotels) ### 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) [](https://www.expedia.ca/Beals-Memorial-Library-Hotels.0-l909394051951144960-0.Travel-Guide-Filter-Hotels) ### 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) [](https://www.expedia.ca/Millers-River-Wildlife-Management-Area-Hotels.0-l909392624937762816-0.Travel-Guide-Filter-Hotels) ### 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) [](https://www.expedia.ca/V-F-W-Park-Hotels.0-l909389736039591936-0.Travel-Guide-Filter-Hotels) ### 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) [](https://www.expedia.ca/Militia-Training-Field-Hotels.0-l909390283243171840-0.Travel-Guide-Filter-Hotels) ### 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? > The Winchendon School is located in Winchendon. You'll find 19 hotels and other accommodations within a few miles for a convenient home base. ### What's the best hotel to stay near The Winchendon School? > [The Colonial Hotel](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an indoor pool. You'll find it 8.8 mi (14.1 km) from The Winchendon School. Other good choices around the area include [Gardner Inn](https://www.expedia.ca/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information) and [Monadnock Inn](https://www.expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information). ### How many hotels are there close to The Winchendon School? > Expedia has 19 hotels and other accommodations a few miles from The Winchendon School. ### If I need to cancel the hotel reservation for my stay near The Winchendon School, will I receive a refund? > Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then you can use the "fully refundable" filter to view the best options available near The Winchendon School. ### What can I see and do near The Winchendon School? > Spend some time wandering around V F W Park, Wendall P. Clark Memorial, and Militia Training Field. Enjoy nature at Blueberry Island, Paradise Island, or Lower Naukeag Lake. 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