Title: Book The Best Hotels in Winchendon, MA for 2026 from CA $120 - Fully Refundable Options - Expedia.ca [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) ![The Millers River in Winchendon, Massachusetts](https://images.trvl-media.com/place/3000441689/ee34b0fc-35dd-4fd4-bfe5-cd47ccc3b39d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000441689/ee34b0fc-35dd-4fd4-bfe5-cd47ccc3b39d.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 ## Go beyond your typical stay in Winchendon Pool [](https://www.expedia.ca/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&amenities=POOL) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&amenities=PETS) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&travelerType=family_friendly) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&amenities=WATER_PARK) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&lodging=APARTMENT) ## Check prices for these dates Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchendon hotels ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/6a4870a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/01fdfd63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/56f95948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/8a97a85f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maguire House Bed & Breakfast [](https://www.expedia.ca/Leominster-Hotels-The-Maguire-House-Bed-Breakfast.h2205666.Hotel-Information) Ashburnham 10/10 Exceptional (36 reviews) "Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ranjit CA $354 CA $354 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Leominster-Hotels-The-Maguire-House-Bed-Breakfast.h2205666.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/bdf98f07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/d92bd689.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) ![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/d13ce465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gardner Inn [](https://www.expedia.ca/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information) Gardner 5.2/10 (19 reviews) "Clean room, comfy bed, quiet guests around my room. Staff was cordial when I checked in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $151 CA $168 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/2e815906.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) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/eaeba6bd.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) Gardner 8.8/10 Excellent (1,007 reviews) "Well-kept hotel with a great restaurant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam [](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/e5860404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/915bb875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/f4b395f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/74458e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Leominster, MA [](https://www.expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) Leominster 8.2/10 Very good (1,005 reviews) "Clean room and friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ralph CA $130 CA $148 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/0022beaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pub](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/23974283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/w3836h2561x0y0-8c0987dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/c6e54f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Hotel Leominster [](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) Leominster 8.6/10 Excellent (1,000 reviews) "Clean room nice area close to shopping and plenty of restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) janine CA $195 CA $218 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/2e99d26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/7ca223f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/853ab324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/4dad3db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chocksett Inn and Restaurant [](https://www.expedia.ca/Sterling-Hotels-Chocksett-Inn-And-Restaurant.h1202140.Hotel-Information) Sterling 8.8/10 Excellent (148 reviews) "The staff was very accommodating and friendly. Quaint place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen CA $232 CA $259 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Sterling-Hotels-Chocksett-Inn-And-Restaurant.h1202140.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/94272c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/5d62062a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/93d41afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Guesthouse B](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/4298e900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverhouse by Weekender (Formerly Jack Daniels Inn) [](https://www.expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) Peterborough 9.4/10 Exceptional (444 reviews) "Room was clean, spacious and staff was pleasant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan [](https://www.expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/3e2c5f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/69617693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/4886f728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/12886762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centennial House [](https://www.expedia.ca/Northfield-Hotels-Centennial-House.h893968.Hotel-Information) Northfield 9.6/10 Exceptional (173 reviews) "great proprietors beautiful vintage home excellent breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JAMES CA $259 CA $274 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Northfield-Hotels-Centennial-House.h893968.Hotel-Information) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/9e4b70fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/39253ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/7bbf2ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Keene NH [](https://www.expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information) Keene 7.0/10 Good (1,000 reviews) "Checkin was quick. I like the pre-check in process." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $111 CA $120 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/f1f42076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/b14e386a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/363b19c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![North Superior Room, 1 Queen Bed, Garden View](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/079f83fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howarth House B&B [](https://www.expedia.ca/Leominster-Hotels-Howarth-House-Bed-And-Breakfast.h44999466.Hotel-Information) Fitchburg 10/10 Exceptional (112 reviews) "Absolutely beautiful house. The owners are so kind and the breakfast is amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](https://www.expedia.ca/Leominster-Hotels-Howarth-House-Bed-And-Breakfast.h44999466.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/df603ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/d8604c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/b858846d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/a625cff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Barn Inn [](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information) Keene 9.6/10 Exceptional (167 reviews) "Very helpful and welcoming host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce CA $173 CA $188 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/a0cdde49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 Queen Bed](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/5e1ddcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/02cc9efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/d7fa40cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Burrell House [](https://www.expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) Keene 9.6/10 Exceptional (156 reviews) "The building and room were very nice. The location is great, very walkable to the center of town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rochelle [](https://www.expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/b4d09cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/a2863eac.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 Triple Room, Ensuite (Sally Room-205)](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/1a3c79a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monadnock Inn [](https://www.expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information) Jaffrey 7.6/10 Good (278 reviews) "The Inn was cozy, the room was clean and comfortable. The owner was engaging and helpful. Would definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) E S [](https://www.expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information) ![Pub](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/9384b42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pub](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/a75a25f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/30a7f959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/2a21d8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Keene Downtown [](https://www.expedia.ca/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information) Keene 8.8/10 Excellent (1,002 reviews) "Really clean hotel, friendly staff and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $247 CA $268 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/41372bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/cb9ce75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/a258302a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/819de6c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Keene Downtown [](https://www.expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) Keene 8.8/10 Excellent (759 reviews) "Everything was clean, comfortable and the staff quite conversational" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $240 CA $260 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/95e5b046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/017470f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/413c7852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/f8844d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keene Elm City Hotel, an Ascend Collection Hotel [](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) Keene 8.4/10 Very good (979 reviews) "Reasonably priced and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin CA $171 CA $185 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/f95623cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/d00f4932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/189b6d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/facc91f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Keene [](https://www.expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) Keene 8.8/10 Excellent (364 reviews) "Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond CA $233 CA $253 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2557x3y3-db499e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-baca4e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Keene Hotel [](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) Keene 8.4/10 Very good (1,002 reviews) "Great stay pool was very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $190 CA $207 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Dinner served, farm to table cuisine](https://images.trvl-media.com/lodging/12000000/11090000/11084400/11084339/48bf59bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/12000000/11090000/11084400/11084339/1d04ece2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cambridge Suite, 1 Queen bed](https://images.trvl-media.com/lodging/12000000/11090000/11084400/11084339/2504d412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Bedroom, Accessible](https://images.trvl-media.com/lodging/12000000/11090000/11084400/11084339/8f65e9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birchwood Inn [](https://www.expedia.ca/Manchester-Hotels-The-Birchwood-Inn.h11084339.Hotel-Information) Temple 9.4/10 Exceptional (225 reviews) "Very comfortable bed. Best out of the last 50 hotels we have stayed in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rungnapha CA $240 CA $260 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Manchester-Hotels-The-Birchwood-Inn.h11084339.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/08aa09e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/23d9fbb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/2eb90741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/6f3042b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Wolf Lodge Boston / Fitchburg, MA [](https://www.expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) Fitchburg 8.6/10 Excellent (1,008 reviews) "The room was clean, the staff was very nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Entela CA $245 CA $274 total includes taxes & fees Jan 27 - Jan 28 [](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=2026-02-07&endDate=2026-02-08®ionId=3000441689&adults=2&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-Hotels.d3000441689.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchendon-Hotels.d3000441689.Travel-Guide-Hotels) ## Learn more about Winchendon Toy Town's charm comes alive at the Old Murdock Senior Centre, where the town's unique toy-making history is celebrated. Lake Dennison Recreation Area offers perfect summer swimming, while winter visitors can explore nearby Wachusett Mountain for skiing in Princeton. [See all hotels in Winchendon](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&adults=2®ionId=3000441689) ![The Millers River in Winchendon, Massachusetts](https://images.trvl-media.com/place/3000441689/ee34b0fc-35dd-4fd4-bfe5-cd47ccc3b39d.jpg?impolicy=fcrop&w=900&h=599&p=1&q=high) ### Stay near popular Winchendon attractions [](https://expedia.ca/The-Winchendon-School-Hotels.0-l808978339696189440-0.Travel-Guide-Filter-Hotels) #### The Winchendon School Explore the campus of The Winchendon School as part of your travels around Winchendon. While you're in the area, wander around the parks. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=808978339696189440) [](https://expedia.ca/Lake-Dennison-State-Recreation-Area-Hotels.0-l553248621532666831-0.Travel-Guide-Filter-Hotels) #### Lake Dennison State Recreation Area You can take time to visit Lake Dennison State Recreation Area during your travels to Winchendon. Discover the area's waterfalls and mountain views. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666831) ## More cheap stays in Winchendon ![Days Inn by Wyndham Keene NH](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Keene NH 3 Ash Brook Road Keene NH CA $111 CA $120 total Jan 30 - Jan 31 includes taxes & fees 7/10 Good! (999 reviews) [](https://expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information) ![Motel 6 Leominster, MA](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/fe9126d0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Leominster, MA 48 Commercial Rd Leominster MA CA $130 CA $148 total Jan 27 - Jan 28 includes taxes & fees 8/10 Very Good! (1,003 reviews) [](https://expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![Gardner Inn](https://images.trvl-media.com/lodging/119000000/118930000/118926300/118926252/bdf98f07_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Gardner Inn 22 Pearson Blvd Gardner MA CA $151 CA $168 total Jan 28 - Jan 29 includes taxes & fees 5.2/10 (19 reviews) [](https://expedia.ca/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Keene Elm City Hotel, an Ascend Collection Hotel 175 Key Rd Keene NH CA $171 CA $185 total Jan 25 - Jan 26 includes taxes & fees 8.4/10 Very Good! (978 reviews) [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Hampton Inn & Suites Keene](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/189b6d07_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Keene 126 Key Rd Keene NH CA $233 CA $253 total Feb 22 - Feb 23 includes taxes & fees 8.8/10 Excellent! (364 reviews) [](https://expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ![Fairfield Inn & Suites by Marriott Keene Downtown](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/41372bd7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Fairfield Inn & Suites by Marriott Keene Downtown 30 Main Street Keene NH CA $240 CA $260 total Jan 30 - Jan 31 includes taxes & fees 8.8/10 Excellent! (759 reviews) [](https://expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) ## Hotels in Winchendon with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 2 properties [](https://expedia.ca/4Star-Winchendon-Hotels.s40-0-d3000441689.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 21 properties [](https://expedia.ca/3Star-Winchendon-Hotels.s30-0-d3000441689.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 25 properties [](https://expedia.ca/2Star-Winchendon-Hotels.s20-0-d3000441689.Travel-Guide-Filter-Hotels) ## Find out more about Winchendon ### Top reasons to visit Winchendon - **Stunning Scenery:** Winchendon boasts breathtaking views, particularly at Wachusett Mountain, ideal for both winter sports and hiking. - **Outdoor Adventures:** The area offers a range of activities such as water parks, golf courses, and nature reserves for eco-friendly escapades. - **Charming Accommodations:** Enjoy a variety of lodging options, from cozy bed and breakfasts to inviting inns, catering to all preferences. - **Relaxing Beaches:** Nearby beaches provide a serene setting for a day of sun and relaxation. - **Vibrant Nightlife:** Experience the lively atmosphere with diverse dining and entertainment options as the sun sets. ### Find great hotels near Winchendon Experience the charm of Winchendon, Massachusetts, with a variety of delightful accommodations ranging from cozy bed and breakfasts to inviting inns. Perfect for adventurous families or those seeking a historic getaway, Winchendon's hotels offer a warm welcome and essential amenities to make your stay enjoyable. Discover the best lodging options that cater to your travel needs while exploring this picturesque town. - **[The Colonial Hotel: ](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information)** Experience a blend of business efficiency and comfort at The Colonial Hotel, located 16.1km from Winchendon. This 3-star hotel is perfect for business travellers seeking a pet-friendly environment. With a dedicated Business Centre and multiple meeting rooms, it caters to the needs of professionals while ensuring a welcoming atmosphere for furry companions. The pet policy allows for pets on-site, with fees waived for service animals, making it a convenient choice for those travelling with pets. Enjoy a seamless stay enhanced by attentive service and well-appointed facilities. - **Great Wolf Lodge Boston / Fitchburg, MA:** A family-friendly 3.5-star resort located 22.5km away from Winchendon, Great Wolf Lodge is the ultimate destination for a fun-filled getaway. With a welcoming environment for LGBTQIA travellers, the lodge features a range of amenities tailored for children, including supervised childcare, a dedicated children's pool, mini-golf, an arcade game room, and an expansive water park that is free for guests. This resort guarantees adventure and bonding opportunities for families, ensuring that everyone—from toddlers to teens—has a memorable stay. - **[Monadnock Inn: ](https://www.expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information)** Nestled 16.1km from Winchendon, Monadnock Inn offers a charming bed and breakfast experience perfect for golf enthusiasts. This inviting property provides guests with the chance to indulge in their passion for golf while enjoying the scenic beauty of the surrounding area. With a focus on personalised service and a relaxed atmosphere, Monadnock Inn is an ideal retreat for those seeking a leisurely vacation filled with golf-themed activities. Experience a warm welcome and the comfort of home during your stay. ### Where to stay near Winchendon Winchendon, Massachusetts, offers a delightful mix of outdoor adventures and romantic getaways. Enjoy the breathtaking views at Wachusett Mountain, perfect for winter sports or hiking. Relax at friendly nearby beaches for a serene day in the sun. As the sun sets, explore the vibrant nightlife that the area has to offer, making it an ideal destination for both family-friendly outings and intimate escapes. Discover the charm of Winchendon and its surrounding regions for an unforgettable vacation experience. - **[Fitchburg: ](https://www.expedia.ca/Fitchburg-Hotels.d10659.Travel-Guide-Hotels)** Located 22.5km from Winchendon, Fitchburg is a vibrant city that offers a blend of family-friendly adventures and thrilling entertainment. Visitors flock here year-round, with peak arrivals occurring from January to March. The city is renowned for its ski fields and water parks, making it a perfect destination for those seeking winter sports or summer fun. Key attractions include a popular theme park and an event conference venue, ensuring that there’s always something exciting happening in Fitchburg. - **[Gardner: ](https://www.expedia.ca/Gardner-Hotels.d55718.Travel-Guide-Hotels)** Just 12.9km from Winchendon, Gardner is a city that caters to sports enthusiasts and adventure seekers alike. The city sees its highest visitor numbers in April, July, and September, providing ample opportunities for outdoor activities. With ski fields and educational venues nearby, Gardner is ideal for those interested in sports and learning. Local landmarks such as family-friendly beaches and serene lakes make Gardner a lovely spot to relax and enjoy nature. - **[Rindge: ](https://www.expedia.ca/Rindge-Hotels.d183580.Travel-Guide-Hotels)** A mere 8.0km from Winchendon, Rindge is a picturesque city that captures the essence of outdoor beauty and romance. With peak travel times in July to September, it's a great spot for those looking to immerse themselves in scenic landscapes. Visitors can indulge in outdoor activities, explore local lakes and beaches, and even visit a modern college university. Rindge is perfect for couples and nature lovers seeking a peaceful escape amidst stunning surroundings. ### Things to do in and around Winchendon Winchendon, Massachusetts, is perfect for outdoor enthusiasts and romantic getaways, featuring stunning scenery and various activities. Visitors can explore educational attractions, enjoy recreational areas, and hit the ski fields. For the adventurous, summer outings, water parks, and golf courses cater to all interests, making it an ideal destination for vacation tours and memorable experiences. **Shopping** In Winchendon, you can visit the [1761 Old Mill Gift Shop](https://www.expedia.ca/1761-Old-Mill-Gift-Shop-Hotels.0-l553248621532666830-0.Travel-Guide-Filter-Hotels) for unique souvenirs. If you're up for a drive, check out [The Mall at Whitney Field](https://www.expedia.ca/The-Mall-At-Whitney-Field-Hotels.0-l6165183-0.Travel-Guide-Filter-Hotels) for a variety of shops and entertainment, or indulge in sweet treats at [Ava Marie Handmade Chocolates](https://www.expedia.ca/Ava-Marie-Handmade-Chocolates-Hotels.0-l553248621532666847-0.Travel-Guide-Filter-Hotels), both just a short distance away. **Recreation** At [Lake Dennison State Recreation Area](https://www.expedia.ca/Lake-Dennison-State-Recreation-Area-Hotels.0-l553248621532666831-0.Travel-Guide-Filter-Hotels), immerse yourself in nature with serene trails and tranquil waters, perfect for relaxation. For sports enthusiasts, [Shattuck Golf Course](https://www.expedia.ca/Shattuck-Golf-Course-Hotels.0-l6110812-0.Travel-Guide-Filter-Hotels) and [The Driving Range](https://www.expedia.ca/The-Driving-Range-Hotels.0-l553248621532666849-0.Travel-Guide-Filter-Hotels) offer challenging greens and beautiful outdoor settings, ideal for a refreshing day of golf just a short drive away. **Adventure** Explore the [Wapack Trail](https://www.expedia.ca/Wapack-Trail-Hotels.0-l765503643041460224-0.Travel-Guide-Filter-Hotels) for a scenic hike 22.5km from Winchendon, offering stunning views and a true outdoor adventure. The Wetmore Trailhead provides easy access to beautiful trails right in Winchendon, while the Towline Trailhead, only 6.4km away, invites you into nature's embrace for an exhilarating experience. **Nightlife** Experience the vibrant nightlife by visiting the [Peterborough Players](https://www.expedia.ca/Peterborough-Players-Hotels.0-l553248621532666947-0.Travel-Guide-Filter-Hotels) for captivating performances, located 27.4km away. Enjoy the [Colonial Theatre](https://www.expedia.ca/Colonial-Theatre-Hotels.0-l553248621532666941-0.Travel-Guide-Filter-Hotels), just 33.8km from Winchendon, for a mix of culture and romance. Don't miss the [Wilton Town Hall Theatre](https://www.expedia.ca/Wilton-Town-Hall-Theatre-Hotels.0-l765491771359313920-0.Travel-Guide-Filter-Hotels), 30.6km away, for family-friendly entertainment. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Winchendon To save money on your trip to Winchendon, consider visiting between November and January when accommodation prices are at their lowest. Booking your stay for a Wednesday can also help you avoid higher weekend rates. Use Expedia to compare hotel prices, filter by preferences like Eco-certified options, and look for package deals that combine flights and activities for additional savings. Taking advantage of free local attractions and public transport can further enhance your budget-friendly experience. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Winchendon are November to January, where the prices are slightly lower. This is in comparison to June to July and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Winchendon is Wednesday. The most expensive day to stay in Winchendon is Saturday. - **Find cheap hotels on Expedia:** Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can easily arrange your search results by price, starting with the most affordable hotels. Additionally, you can refine your choices based on hotel type—by selecting the Eco-certified filter, you’ll discover sustainable and environmentally friendly accommodations available for booking. - **Consider bundling your trip:** You can save money by combining your Winchendon hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in and around Winchendon Winchendon, Massachusetts, is perfect for outdoor enthusiasts and those seeking a romantic getaway. With attractions like modern universities, nature reserves, and picturesque lakes, visitors can indulge in eco-friendly adventures and scenic experiences. Whether you’re looking for a tranquil escape or an adventurous outing, Winchendon offers a variety of points of interest to explore, ensuring a memorable vacation for every traveller. - **[The Winchendon School: ](https://www.expedia.ca/The-Winchendon-School-Hotels.0-l808978339696189440-0.Travel-Guide-Filter-Hotels)** This modern institution offers a vibrant atmosphere, combining contemporary education with city vibes. Visitors can explore its innovative campus and engage with the community, making it an enriching stop for those interested in academic life. - **[Cathedral of the Pines: ](https://www.expedia.ca/Cathedral-Of-The-Pines-Hotels.0-l553248621532666839-0.Travel-Guide-Filter-Hotels)** Located 11.3km from Winchendon, this serene church is enveloped in natural beauty. It serves as a cultural hub, hosting various events and providing a peaceful retreat for contemplation and reflection amidst stunning landscapes. - **[Laurel Lake: ](https://www.expedia.ca/Laurel-Lake-Hotels.0-l553248635976195216-0.Travel-Guide-Filter-Hotels)** Just 11.3km away, this picturesque lake is perfect for outdoor enthusiasts. With its beautiful beach, scenic views, and romantic atmosphere, it offers an ideal spot for swimming, picnicking, or simply enjoying nature. ### Best time to go to Winchendon The best time to visit Winchendon is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 23.0°F (-5.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 25.0°F (-3.9°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 32.5°F (0.3°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 44.4°F (6.9°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 56.3°F (13.5°C) | Light Rain | Mostly Sunny | Average | Average | | June | 64.4°F (18.0°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 70.9°F (21.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 68.9°F (20.5°C) | Light Rain | Mostly Sunny | Slightly High | Average | | September | 61.7°F (16.5°C) | Light Rain | Mostly Sunny | Average | Average | | October | 50.4°F (10.2°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 38.5°F (3.6°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 29.5°F (-1.4°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Winchendon If you're planning a visit to Winchendon, Massachusetts, you have several nearby airports to choose from. Boston Logan International Airport ([BOS](https://www.expedia.ca/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels)) is 91.7km away, with luxurious hotels like [Encore Boston Harbor](https://www.expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information), [The Langham](https://www.expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information), and [The Liberty](https://www.expedia.ca/Boston-Hotels-The-Liberty.h1680030.Hotel-Information), all within 4.8km of the airport. Manchester-Boston Regional Airport ([MHT](https://www.expedia.ca/Manchester-Boston-Regional-Airport-Hotels.0-aMHT-0.Travel-Guide-Filter-Hotels)) is 56.3km from Winchendon, offering options like [The Grand at Bedford Village Inn](https://www.expedia.ca/Manchester-Hotels-The-Bedford-Village-Inn.h1211321.Hotel-Information) and [DoubleTree by Hilton Manchester Downtown](https://www.expedia.ca/Manchester-Hotels-DoubleTree-By-Hilton-Manchester-Downtown.h19860.Hotel-Information), both 6.4km away. For a closer option, Worcester Regional Airport ([ORH](https://www.expedia.ca/Worcester-Regional-Airport-Hotels.0-aORH-0.Travel-Guide-Filter-Hotels)) is just 48.3km away, with comfortable stays at [Beechwood Hotel](https://www.expedia.ca/Worcester-Hotels-Beechwood-Hotel.h26897.Hotel-Information) and [AC Hotel by Marriott Worcester](https://www.expedia.ca/Worcester-Hotels-AC-Hotel-By-Marriott-Worcester.h20958776.Hotel-Information), both around 8.0km distant. ## Recent reviews of Winchendon hotels ![Hampton Inn & Suites Keene](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/189b6d07_y.jpg) ### Hampton Inn & Suites Keene 5/5 Excellent "Clean room. Comfortable bed. Quiet. Nice breakfast." A verified traveller stayed at Hampton Inn & Suites Keene Posted 6 days ago [](https://expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 5/5 Excellent "Amazing hotel and outstanding staff. Would absolutely stay here again." A verified traveller from North Hatfield stayed at The Colonial Hotel Posted 7 days ago [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.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 5/5 Excellent "Clean room nice area close to shopping and plenty of restaurants " A verified traveller stayed at Doubletree by Hilton Hotel Leominster Posted 9 days ago [](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 5/5 Excellent "The staff is awesome there " A verified traveller stayed at Motel 6 Leominster, MA Posted 9 days ago [](https://expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.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 5/5 Excellent "clean facilities marginal food choices" A verified traveller from CENTERVILLE stayed at Great Wolf Lodge Boston / Fitchburg, MA Posted 9 days ago [](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.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 5/5 Excellent "There was a college sports team staying there and were slamming doors until 1am. Send someone to walk the halls occasionally." A verified traveller stayed at Best Western Plus Keene Hotel Posted 12 days ago [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Fairfield Inn & Suites by Marriott Keene Downtown](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/41372bd7_y.jpg) ### Fairfield Inn & Suites by Marriott Keene Downtown 5/5 Excellent "Everything was clean, comfortable and the staff quite conversational" A verified traveller stayed at Fairfield Inn & Suites by Marriott Keene Downtown Posted 2 weeks ago [](https://expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.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) 5/5 Excellent "Beds were sooo comfortable " A verified traveller stayed at Riverhouse by Weekender (Formerly Jack Daniels Inn) Posted 3 weeks ago [](https://expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.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 5/5 Excellent "The lady never fixed the pancake bag so no pancakes sad" A verified traveller stayed at Keene Elm City Hotel, an Ascend Collection Hotel Posted 3 weeks ago [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Winchendon? > As summer fades, tourist activity in Winchendon shifts from peak season, which runs from June to August, to a more relaxed atmosphere. While you may encounter fewer crowds, the autumn months still offer plenty of opportunities for exploration. Enjoy the local pumpkin festivals, farmers' markets, and various outdoor events that celebrate the season. This is also a wonderful time to visit nearby attractions, such as the stunning lakes and nature trails that the region is known for. > > > For those who appreciate a more budget-friendly option, November can be an excellent choice as well. While the foliage may be gone, you can still enjoy the peaceful charm of Winchendon, and find attractive accommodation rates during this time. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Winchendon hotel booking with Expedia? ### How much is the nightly rate at a Winchendon hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [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) - [Motels in Ashburnham ](https://www.expedia.ca/Ashburnham-Motels.d6084384-aaMotels.Travel-Guide-Accommodation) - 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