Title: TOP 10 Hotels in Winchendon, MA (from $97) - COMPETITIVE PRICES | Expedia.com [Winchendon Travel Guide](https://expedia.com/Winchendon.dx3000441689)[Vacation Rentals in Winchendon](https://expedia.com/Winchendon-Vacation-Rentals.d3000441689.Travel-Guide-VacationRentals)[Flights to Winchendon](https://expedia.com/Cheap-Flights-To-Winchendon.d3000441689.Travel-Guide-Flights)[Car Rentals in Winchendon](https://expedia.com/Car-Rentals-In-Winchendon.d3000441689.Car-Rental-Guide)[Winchendon Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-20&d2=2026-03-20&amenities=PETS) Pool [](https://www.expedia.com/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-20&d2=2026-03-20&amenities=POOL) Cottage [](https://www.expedia.com/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-20&d2=2026-03-20&lodging=COTTAGE) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-20&d2=2026-03-20&amenities=HOT_TUB) Cabin [](https://www.expedia.com/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-20&d2=2026-03-20&lodging=CABIN) Family friendly [](https://www.expedia.com/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-20&d2=2026-03-20&travelerType=family_friendly) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Winchendon%2C+Massachusetts%2C+United+States+of+America®ionId=3000441689&latLong=42.685719%2C-72.044746&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-20&d2=2026-03-20&lodging=APARTMENT) ## Check prices for these dates Tonight [Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=3000441689&startDate=2026-03-04&endDate=2026-03-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 5 - Mar 6](https://www.expedia.com/Hotel-Search?regionId=3000441689&startDate=2026-03-05&endDate=2026-03-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=3000441689&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=3000441689&startDate=2026-03-13&endDate=2026-03-15&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) ![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) ![Fireplace](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/56f95948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 Queen Bed, Private Bathroom (Wisteria Room) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/4e79f11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maguire House Bed & Breakfast [](https://www.expedia.com/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 $261 nightly $261 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/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) ![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/d66e17b0.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.com/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information) Gardner 5.0/10 (20 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 $99 nightly $111 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Gardner-Hotels-Gardner-Inn.h118926252.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/eaeba6bd.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 wedding area](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/11eeaf46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/b7c73fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colonial Hotel [](https://www.expedia.com/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 $160 nightly $179 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/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) ![Vending machine](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/c99ba170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/924e6f6a.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.com/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) Leominster 8.2/10 Very Good (1,001 reviews) "Clean room and friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ralph $87 nightly $97 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Leominster-Hotels-Motel-6-Leominster.h996152.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) ![Ballroom](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/d0ae7549.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) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/7ca223f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chocksett Inn and Restaurant [](https://www.expedia.com/Sterling-Hotels-Chocksett-Inn-And-Restaurant.h1202140.Hotel-Information) Sterling 8.8/10 Excellent (151 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 $169 nightly $189 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Sterling-Hotels-Chocksett-Inn-And-Restaurant.h1202140.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) ![Junior Suite, 1 King Bed | In-room safe, desk, laptop workspace, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/w3836h2561x0y0-8c0987dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/f2def93e.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) ### Doubletree by Hilton Hotel Leominster [](https://www.expedia.com/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) Leominster 8.6/10 Excellent (1,004 reviews) "Amazing breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taras $143 nightly $159 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/757a6ffc.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 | Premium bedding, pillowtop beds, desk, laptop workspace](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.com/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) Peterborough 9.4/10 Exceptional (447 reviews) "Room was clean, spacious and staff was pleasant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan $138 nightly $150 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/7bbf2ddc.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) ### Days Inn by Wyndham Keene NH [](https://www.expedia.com/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information) Keene 7.0/10 Good (1,002 reviews) "Checkin was quick. I like the pre-check in process." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony $104 nightly $113 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/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) ![North Superior Room, 1 Queen Bed, Garden View | Premium bedding, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/079f83fd.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) ![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) ### Howarth House B&B [](https://www.expedia.com/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 $235 nightly $235 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Leominster-Hotels-Howarth-House-Bed-And-Breakfast.h44999466.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/29f5823f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monadnock Inn [](https://www.expedia.com/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information) Jaffrey 7.6/10 Good (280 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 $148 nightly $161 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Jaffrey-Hotels-Monadnock-Inn.h1952388.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) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/f54cc2db.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) ![Lounge](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/d8604c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Barn Inn [](https://www.expedia.com/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information) Keene 9.6/10 Exceptional (169 reviews) "Very helpful and welcoming host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce $153 nightly $167 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/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 | Private kitchenette | Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/b9a1accb.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) ![Deluxe Double Room, 1 Queen Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/5e1ddcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Burrell House [](https://www.expedia.com/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) Keene 9.6/10 Exceptional (158 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 $183 nightly $198 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/9384b42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/cd3048ab.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) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/30a7f959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Keene Downtown [](https://www.expedia.com/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information) Keene 8.8/10 Excellent (1,003 reviews) "Really clean hotel, friendly staff and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron $180 nightly $195 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/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 | Premium bedding, down comforters, pillowtop beds, in-room safe](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 | Premium bedding, down comforters, pillowtop beds, in-room safe](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.com/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) Keene 8.8/10 Excellent (766 reviews) "Everything was clean, comfortable and the staff quite conversational" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane $180 nightly $195 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) ![Room, 1 King Bed, Transfer Shower, Non Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/49e216b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/6bec96db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/95e5b046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keene Elm City Hotel, an Ascend Collection Hotel [](https://www.expedia.com/Keene-Hotels-Holiday-Inn-Express-Keene.h14439.Hotel-Information) Keene 8.4/10 Very Good (988 reviews) "Staff were great place was clean and nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex $109 nightly $118 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Keene-Hotels-Holiday-Inn-Express-Keene.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) ![Indoor pool](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/bbdb2e0f.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) ### Hampton Inn & Suites Keene [](https://www.expedia.com/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) Keene 8.8/10 Excellent (369 reviews) "Clean, comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacklyn $165 nightly $179 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-baca4e54.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-dbaacfef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Keene Hotel [](https://www.expedia.com/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 $119 nightly $129 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/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) ![Traditional Room, 1 Bedroom, Accessible | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/12000000/11090000/11084400/11084339/6a6ba8ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cambridge Suite, 1 Queen bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/12000000/11090000/11084400/11084339/2504d412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birchwood Inn [](https://www.expedia.com/Manchester-Hotels-The-Birchwood-Inn.h11084339.Hotel-Information) Temple 9.4/10 Exceptional (226 reviews) "Beautiful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica $175 nightly $190 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/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) ![Exterior](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/eb628236.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) ![Water park](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/23d9fbb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Wolf Lodge Boston / Fitchburg, MA [](https://www.expedia.com/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) Fitchburg 8.6/10 Excellent (1,007 reviews) "The room was clean, the staff was very nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Entela $179 nightly $200 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/9c0e42b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/393a1bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/f06542d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/e5f1d4fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge [](https://www.expedia.com/Westminster-Hotels-Econo-Lodge.h1202406.Hotel-Information) Westminster 6.2/10 (284 reviews) "This is the second time I’ve stayed there and both times have had great service and the room was good and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William $89 nightly $98 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Westminster-Hotels-Econo-Lodge.h1202406.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.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19®ionId=3000441689&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=HTG_SPRING_PROMO_3000441689) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchendon-Hotels.d3000441689.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchendon-Hotels.d3000441689.Travel-Guide-Hotels) ## Stay near popular Winchendon attractions ### Lake Dennison State Recreation Area This serene 85-acre lake offers swimming, fishing, and access to 50+ miles of mountain biking trails. Reserve one of the 150 wooded campsites early for a prime lakeside spot to fully experience this natural retreat. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666831) ### 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.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909389657404715008) ### Blueberry Island Blueberry Island sits privately in Lake Monomonac, spanning the NH-MA border. While enjoying the lake's recreational offerings, respect the island's residential nature and focus on surrounding public areas instead. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909390745369174016) ### Hyde Park Explore the great outdoors at Hyde Park, a lovely green space in Winchendon. While you're in the area, wander around the parks. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909389532221247488) ### Wetmore Trailhead Wetmore Trailhead opens to miles of serene forest and wetland paths in Birch Hill Wildlife Management Area. Bring sturdy shoes and binoculars for spotting native birds along the well-maintained trails. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=641529972527222784) ### The Robinson-Broadhurst Foundation Performing Arts Ampitheater Enjoy an outing to The Robinson-Broadhurst Foundation Performing Arts Ampitheater during your stay in Winchendon. While you're in the area, wander around the parks. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909392046962618368) ### Winchendon Town Hall The Winchendon Municipal Building serves as the town's administrative center. Visitors can observe civic operations during business hours and occasionally attend public meetings. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909393593647935488) ### Millers River Wildlife Management Area This serene wildlife reserve along the Millers River offers diverse habitats perfect for nature enthusiasts. Explore woodland trails while watching for wildlife, or cast a line for native trout in the pristine waters. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909392624937762816) ## Learn more about Winchendon Toy Town's charm comes alive at the Old Murdock Senior Center, 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.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&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) ## Top Winchendon Hotel Reviews ![Hampton Inn & Suites Keene](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/f95623cd_y.jpg) ### Hampton Inn & Suites Keene 10/10 Excellent "Great staff, great room, very good breakfast" [](https://expedia.com/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/0022beaf_y.jpg) ### Doubletree by Hilton Hotel Leominster 10/10 Excellent "Excellent service " [](https://expedia.com/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/dd472136_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "Yes" [](https://expedia.com/Keene-Hotels-Holiday-Inn-Express-Keene.h14439.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 10/10 Excellent "Everything was clean and the staff was friendly. " [](https://expedia.com/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) ![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/08aa09e5_y.jpg) ### Great Wolf Lodge Boston / Fitchburg, MA 10/10 Excellent "Me and my family is so proud with our stay " [](https://expedia.com/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![Motel 6 Leominster, MA](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/e5860404_y.jpg) ### Motel 6 Leominster, MA 10/10 Excellent "Perfect " [](https://expedia.com/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![The Burrell House](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/a0cdde49_y.jpg) ### The Burrell House 10/10 Excellent "The room was clean and comfortable. Within walking distance to Keene downtown. " [](https://expedia.com/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) ![Chocksett Inn and Restaurant](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/2e99d26e_y.jpg) ### Chocksett Inn and Restaurant 10/10 Excellent "Although we had to cancel our reservation, everyone we spoke with on the telephone was professional, understanding, and kind." [](https://expedia.com/Sterling-Hotels-Chocksett-Inn-And-Restaurant.h1202140.Hotel-Information) ![Econo Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/9c0e42b8_y.jpg) ### Econo Lodge 10/10 Excellent "All of the above " [](https://expedia.com/Westminster-Hotels-Econo-Lodge.h1202406.Hotel-Information) ## More cheap stays in Winchendon ![Motel 6 Leominster, MA](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/e5860404_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Leominster, MA 48 Commercial Rd Leominster MA $87 nightly $97 total Mar 11 - Mar 12 Total with taxes and fees 8.2/10 Very Good! (1,001 reviews) [](https://expedia.com/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![Econo Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/9c0e42b8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Econo Lodge 183 Main St Westminster MA $89 nightly $98 total Mar 5 - Mar 6 Total with taxes and fees 6.2/10 (284 reviews) [](https://expedia.com/Westminster-Hotels-Econo-Lodge.h1202406.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 $99 nightly $111 total Mar 5 - Mar 6 Total with taxes and fees 5/10 (20 reviews) [](https://expedia.com/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/dd472136_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Keene Elm City Hotel, an Ascend Collection Hotel 175 Key Rd Keene NH $109 nightly $118 total Mar 9 - Mar 10 Total with taxes and fees 8.4/10 Very Good! (988 reviews) [](https://expedia.com/Keene-Hotels-Holiday-Inn-Express-Keene.h14439.Hotel-Information) ![Riverhouse by Weekender (Formerly Jack Daniels Inn)](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/94272c61_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Riverhouse by Weekender (Formerly Jack Daniels Inn) 80 Concord Street Peterborough NH $138 nightly $150 total Apr 1 - Apr 2 Total with taxes and fees 9.4/10 Exceptional! (447 reviews) [](https://expedia.com/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) ![Hampton Inn & Suites Keene](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/f95623cd_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Keene 126 Key Rd Keene NH $165 nightly $179 total Mar 22 - Mar 23 Total with taxes and fees 8.8/10 Excellent! (369 reviews) [](https://expedia.com/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.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.com/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.com/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.com/2Star-Winchendon-Hotels.s20-0-d3000441689.Travel-Guide-Filter-Hotels) ## Find out more about Winchendon ### Top reasons to visit Winchendon - **Outdoor Adventures:** Winchendon is a paradise for outdoor lovers, offering activities like skiing, hiking, and water sports at scenic locations such as Lake Monomonac. - **Family-Friendly Fun:** Enjoy exciting attractions like mini golf and water parks, perfect for families looking for a day of adventure. - **Charming Accommodations:** Stay in cozy bed and breakfasts or quaint guesthouses that enhance the region's charm. - **Rich Scenic Beauty:** Experience the picturesque landscapes and serene environments that make Winchendon a romantic getaway. - **Cultural Exploration:** Discover historical New England hamlets and local colleges while immersing yourself in the area's rich heritage. ### Find great hotels near Winchendon Discover the charm of Winchendon, Massachusetts, where a variety of cozy accommodations await you. Choose from inviting bed and breakfasts or quaint guesthouses that promise a memorable stay. Whether you're seeking adventure, a family-friendly atmosphere, or a touch of history, Winchendon hotels offer something for every traveler. Check out reviews and find the perfect spot to unwind after exploring the beautiful surroundings and local attractions. - **[The Colonial Hotel: ](https://www.expedia.com/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information)** Embracing a charming blend of historic elegance and modern amenities, The Colonial Hotel is a 3-star lodging located 10 miles from Winchendon, perfect for both business and leisure travelers. Its pet-friendly policy allows furry companions, making it a welcoming choice for all. With dedicated facilities for business needs, including multiple meeting rooms and a business center, it caters to corporate guests. The Colonial Hotel features cozy accommodations with a touch of classic style, ensuring a comfortable stay for its visitors. - **Great Wolf Lodge Boston / Fitchburg, MA:** This 3.5-star resort, situated 14 miles from Winchendon, is a family-friendly haven that embraces inclusivity and fun for everyone. With a focus on LGBTQIA welcoming, Great Wolf Lodge offers an array of engaging amenities for children, including a free water park, supervised childcare, and an arcade game room. Families can enjoy quality time together with onsite mini-golf and a dedicated children's pool. The vibrant atmosphere and diverse activities make it an ideal destination for a memorable family vacation. - **[Monadnock Inn: ](https://www.expedia.com/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information)** Located 10 miles from Winchendon, the Monadnock Inn offers a unique bed and breakfast experience ideal for golf enthusiasts. Nestled in a picturesque setting, this charming inn allows guests to indulge in their love for golf with nearby golfing opportunities. The inn combines rustic charm with comfortable accommodations, ensuring a relaxing stay. Guests appreciate the cozy ambiance and personalized service, making it a perfect retreat for those seeking a tranquil getaway while enjoying their favorite sport. ### Where to stay near Winchendon Winchendon, Massachusetts, offers a charming blend of outdoor adventures and romantic getaways. Just a short drive from Worcester, this picturesque city is perfect for family-friendly fun and scenic exploration. Visit the serene Lake Monomonac for recreational activities, or wander through New England hamlets rich in history. With its convenient location and beautiful surroundings, Winchendon is an ideal base for discovering the natural beauty and cultural treasures of the region. - **[Fitchburg: ](https://www.expedia.com/Fitchburg-Hotels.d10659.Travel-Guide-Hotels)** Located 14 miles from Winchendon, Fitchburg is a vibrant city that attracts visitors year-round, especially from January to March. This destination is perfect for families and adventure seekers, offering a range of entertainment options. Popular activities include skiing and enjoying the local water park. Notable attractions nearby include a theme park and event conference venue, making it an ideal spot for both fun and gatherings. The city's combination of outdoor adventures and family-friendly venues ensures a memorable travel experience. - **[Gardner: ](https://www.expedia.com/Gardner-Hotels.d55718.Travel-Guide-Hotels)** Just 8 miles away from Winchendon, Gardner is a lively city known for its sports and adventure offerings. Visitors are drawn to this area particularly in April, July, and September. With access to ski fields and educational opportunities, Gardner caters to active tourists and families alike. The city is also home to beautiful beaches and serene lakes, perfect for a day of relaxation or recreational activities. Gardner's welcoming atmosphere and variety of local attractions make it a great addition to your itinerary. - **[Rindge: ](https://www.expedia.com/Rindge-Hotels.d183580.Travel-Guide-Hotels)** A mere 5 miles from Winchendon, Rindge is a charming city that offers scenic views and outdoor experiences. This destination sees a peak in visitors from July to September, as people flock to enjoy its beautiful landscapes and romantic settings. Rindge is an outdoor enthusiast’s paradise, featuring lakes and beaches that are perfect for a day of exploration. Additionally, the presence of a modern college university adds a youthful energy to the area. Rindge's picturesque environment and outdoor activities create a perfect getaway for nature lovers. ### Things to do in and around Winchendon Winchendon offers a charming getaway perfect for outdoor lovers and couples seeking romance. Enjoy the scenic beauty while engaging in activities like skiing at the local ski field or relaxing in recreational areas. Families can have a blast at the water park or challenge each other to a round of mini golf, ensuring a delightful vacation experience filled with fun and adventure. **Shopping** In Winchendon, explore the [1761 Old Mill Gift Shop](https://www.expedia.com/1761-Old-Mill-Gift-Shop-Hotels.0-l553248621532666830-0.Travel-Guide-Filter-Hotels) for unique souvenirs. If you're up for a drive, head to [Ava Marie Handmade Chocolates](https://www.expedia.com/Ava-Marie-Handmade-Chocolates-Hotels.0-l553248621532666847-0.Travel-Guide-Filter-Hotels), located 14 miles away, for delicious treats. [The Mall at Whitney Field](https://www.expedia.com/The-Mall-At-Whitney-Field-Hotels.0-l6165183-0.Travel-Guide-Filter-Hotels), 19 miles from Winchendon, offers a more extensive shopping experience with various shops and entertainment. **Recreation** At [Lake Dennison State Recreation Area](https://www.expedia.com/Lake-Dennison-State-Recreation-Area-Hotels.0-l553248621532666831-0.Travel-Guide-Filter-Hotels), immerse yourself in nature with hiking, fishing, and picnicking, all set against serene lake views. For golf enthusiasts, [Shattuck Golf Course](https://www.expedia.com/Shattuck-Golf-Course-Hotels.0-l6110812-0.Travel-Guide-Filter-Hotels) and [The Driving Range](https://www.expedia.com/The-Driving-Range-Hotels.0-l553248621532666849-0.Travel-Guide-Filter-Hotels) offer excellent outdoor sports experiences, surrounded by beautiful landscapes ideal for relaxation and recreation. **Adventure** Embark on an exhilarating hike along the [Wapack Trail](https://www.expedia.com/Wapack-Trail-Hotels.0-l765503643041460224-0.Travel-Guide-Filter-Hotels), 14 miles from Winchendon, where stunning scenery awaits. Explore the Wetmore Trailhead, located in Winchendon, for a thrilling outdoor experience. Don't miss the Towline Trailhead, only 4 miles away, offering more breathtaking views and adventure vibes. **Nightlife** In Winchendon, the nearby [Peterborough Players](https://www.expedia.com/Peterborough-Players-Hotels.0-l553248621532666947-0.Travel-Guide-Filter-Hotels) offers captivating theater performances, just 17 miles away, while the [Colonial Theatre](https://www.expedia.com/Colonial-Theatre-Hotels.0-l553248621532666941-0.Travel-Guide-Filter-Hotels), 21 miles away, provides a charming atmosphere for entertainment. The [Wilton Town Hall Theatre](https://www.expedia.com/Wilton-Town-Hall-Theatre-Hotels.0-l765491771359313920-0.Travel-Guide-Filter-Hotels), located 19 miles from Winchendon, also features delightful shows, perfect for a romantic night out. \*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, plan your visit between November and January for lower accommodation rates, particularly on Wednesdays. Avoid Saturdays for the best savings. Use Expedia to compare hotel prices and consider booking package deals that include flights and activities for additional discounts. Join Expedia's One Key membership for exclusive offers and earn OneKeyCash for future bookings. Look for flexible booking options and be aware of any additional fees to maximize your savings. Enjoy free local attractions to enhance your experience without straining your budget. - **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:** Utilize Expedia's search tool to narrow down your options based on your budget, desired location, and preferred type of accommodation. To find the most affordable rates and special offers, be sure to sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Winchendon hotel reservations with your flights and activities through an Expedia package deal. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions in and around Winchendon Winchendon, Massachusetts, is perfect for outdoor enthusiasts and romantic getaways, offering a blend of scenic beauty and adventure. Explore local attractions such as colleges, nature reserves, and pristine lakes, all catering to eco-friendly travelers seeking a memorable experience. Whether you're looking for relaxation or outdoor activities, Winchendon has something to offer everyone. - **[The Winchendon School: ](https://www.expedia.com/The-Winchendon-School-Hotels.0-l808978339696189440-0.Travel-Guide-Filter-Hotels)** Experience the vibrant atmosphere of The Winchendon School, a modern college that embraces a dynamic learning environment. With its contemporary facilities and engaging community, this institution offers a unique glimpse into the educational landscape of America. - **[Cathedral of the Pines: ](https://www.expedia.com/Cathedral-Of-The-Pines-Hotels.0-l553248621532666839-0.Travel-Guide-Filter-Hotels)** Located 7 miles away, the Cathedral of the Pines is a serene church that blends nature with spirituality. This tranquil setting features beautiful architecture and hosts various cultural events, making it a perfect spot for reflection and appreciation of the arts. - **[Laurel Lake: ](https://www.expedia.com/Laurel-Lake-Hotels.0-l553248635976195216-0.Travel-Guide-Filter-Hotels)** Just 7 miles from Winchendon, Laurel Lake is an idyllic destination for outdoor enthusiasts. With its picturesque scenery, sandy beach, and romantic ambiance, it's ideal for swimming, picnicking, or simply enjoying nature's beauty. ### Best time to go to Winchendon The best time to visit Winchendon is dependent 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 For your trip to Winchendon, Massachusetts, you have several airport options. Boston Logan International Airport ([BOS](https://www.expedia.com/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels)) is 57 miles away, with nearby hotels like [Encore Boston Harbor](https://www.expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information), [The Langham](https://www.expedia.com/Boston-Hotels-The-Langham.h2558.Hotel-Information), and [The Liberty](https://www.expedia.com/Boston-Hotels-The-Liberty.h1680030.Hotel-Information), all 2-3 miles from the airport. Manchester-Boston Regional Airport ([MHT](https://www.expedia.com/Manchester-Boston-Regional-Airport-Hotels.0-aMHT-0.Travel-Guide-Filter-Hotels)) is 35 miles from Winchendon, offering hotels such as [The Grand at Bedford Village Inn](https://www.expedia.com/Manchester-Hotels-The-Bedford-Village-Inn.h1211321.Hotel-Information) and [DoubleTree by Hilton Manchester Downtown](https://www.expedia.com/Manchester-Hotels-DoubleTree-By-Hilton-Manchester-Downtown.h19860.Hotel-Information), both 4 miles away. Lastly, Worcester Regional Airport ([ORH](https://www.expedia.com/Worcester-Regional-Airport-Hotels.0-aORH-0.Travel-Guide-Filter-Hotels)) is 30 miles from Winchendon, with accommodations like [Beechwood Hotel](https://www.expedia.com/Worcester-Hotels-Beechwood-Hotel.h26897.Hotel-Information) and [AC Hotel by Marriott Worcester](https://www.expedia.com/Worcester-Hotels-AC-Hotel-By-Marriott-Worcester.h20958776.Hotel-Information), both within 5 miles. Each hotel provides easy access to its respective airport. ## Frequently asked questions ### What is the best area to stay in Winchendon? > This central area provides convenience for travelers looking to explore Winchendon on foot. You'll find a selection of local shops, eateries, and public spaces within a short walk. The proximity to the Millers River and Lake Monomonac also offers pleasant natural surroundings. > > > Families often find this area ideal due to its accessibility to parks and outdoor activities. The Winchendon Community Park, for example, is a popular spot for recreation and is easily reachable from the town center. The convenience of having dining options and other services nearby makes planning family outings straightforward. > > > Couples looking for a relaxing getaway will appreciate the blend of local charm and natural beauty. Strolling along the river or enjoying a quiet meal in one of the local restaurants provides a pleasant experience. ### When is the best time to go to Winchendon? > Summer offers warm weather, with average temperatures in the 70s Fahrenheit, making it ideal for outdoor activities. The Winchendon State Forest provides opportunities for hiking, fishing, and picnicking, and the nearby Lake Monomonac is great for boating and swimming. Families will find this a great time to visit for outdoor recreation. > > > Fall brings cooler temperatures and the renowned New England foliage. The landscape transforms with vibrant reds, oranges, and yellows, especially in areas like Otter River State Forest. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Winchendon hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Winchendon hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Lake Dennison State Recreation Area ](https://www.expedia.com/Lake-Dennison-State-Recreation-Area-Hotels.0-l553248621532666831-0.Travel-Guide-Filter-Hotels) - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Baldwinville Hotels ](https://www.expedia.com/Baldwinville-Hotels.d3000405305.Travel-Guide-Hotels) - [Resorts in Baldwinville ](https://www.expedia.com/Baldwinville-Resorts.d3000405305-aaResorts.Travel-Guide-Accommodation) - [Motels in Baldwinville ](https://www.expedia.com/Baldwinville-Motels.d3000405305-aaMotels.Travel-Guide-Accommodation) - [Hotels near Mount Wachusett Community College ](https://www.expedia.com/Mount-Wachusett-Community-College-Hotels.0-l6253317-0.Travel-Guide-Filter-Hotels) - 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