Title: Winchendon Chalets from CA $147 | Expedia.ca [Hotels in Winchendon](https://expedia.ca/Winchendon-Hotels.d3000441689.Travel-Guide-Hotels)[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 ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=3000441689&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Winchendon ![Exterior](https://images.trvl-media.com/lodging/84000000/83070000/83064100/83064044/0e213458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83070000/83064100/83064044/af204105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83070000/83064100/83064044/bb59d3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83070000/83064100/83064044/ee57533b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy your stay in an antique home in an antique toy museum! [](https://www.expedia.ca/Winchendon-Hotels-Enjoy-Your-Stay-In-An-Antique-Home-In-An-Antique-Toy-Museum.h83064044.Hotel-Information) Winchendon 9.4/10 Exceptional (8 reviews) "What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katja Z. CA $547 CA $725 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Winchendon-Hotels-Enjoy-Your-Stay-In-An-Antique-Home-In-An-Antique-Toy-Museum.h83064044.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/a625cff5.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) ![Lounge](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/d8604c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### The Carriage Barn Inn [](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information) Keene 9.6/10 Exceptional (170 reviews) "Super cute property. Rooms are clean with historical " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $187 CA $203 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/dd472136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/7d84dbbd.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/8ff4fc3b.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 8.6/10 Excellent (999 reviews) "Clean room, polite staff,kids enjoyed the indoor heated pool they also have a small gym and breakfast in the morning couldn't beat the price definitely a great place for the family dogs are also welcome!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean CA $184 CA $200 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.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) ![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](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/5e1ddcf9.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 (160 reviews) "Clean room nicely, appointed easy access to a welcoming lobby in the most gentle piano music playing in the parlor" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon CA $156 CA $174 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/92ee8cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/0022beaf.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) ![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 (1,001 reviews) "Very nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $198 CA $221 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![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) ![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) ### 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 (1,001 reviews) "Nice rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $206 CA $224 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/83b20ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/ad889baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/a895a56b.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 (1,000 reviews) "Great staff, great food, clean, friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $199 CA $223 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/0cd8fb3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Chocksett Inn and Restaurant [](https://www.expedia.ca/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 CA $234 CA $261 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Sterling-Hotels-Chocksett-Inn-And-Restaurant.h1202140.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/1b5e5f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Motel 6 Leominster, MA [](https://www.expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) Leominster 8.2/10 Very good (1,008 reviews) "Staff is always pleasant. My room was ready to slip into, after a long day of traveling." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allan CA $129 CA $147 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![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) ![Breakfast area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/5d62062a.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) ### 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 (448 reviews) "Room was clean, spacious and staff was pleasant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $167 CA $197 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/249037e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/636b63b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/a66e7e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/9c0e42b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge [](https://www.expedia.ca/Westminster-Hotels-Econo-Lodge.h1202406.Hotel-Information) Westminster 6.2/10 (292 reviews) "Clean rooms and friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $151 CA $166 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Westminster-Hotels-Econo-Lodge.h1202406.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104350000/104348200/104348182/f2388fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104350000/104348200/104348182/w1277h850x0y0-2b21b4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104350000/104348200/104348182/179827a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104350000/104348200/104348182/df3a4490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin in a Rural setting-14 [](https://www.expedia.ca/Temple-Hotels-Cozy-Cabin-In-A-Rural-Setting-14.h104348182.Hotel-Information) Temple 9.4/10 Exceptional (8 reviews) "Place was a very nice stay, area was close to nice places." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rui V. CA $175 CA $279 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Temple-Hotels-Cozy-Cabin-In-A-Rural-Setting-14.h104348182.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/eb628236.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) ![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.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) Fitchburg 8.6/10 Excellent (1,001 reviews) "Fantastic place to have a get away with your kids " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juana CA $218 CA $244 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.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 (766 reviews) "Everything was clean and the staff was friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $242 CA $263 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93400000/93397300/93397251/0f5f225a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/94000000/93400000/93397300/93397251/c5b51bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/94000000/93400000/93397300/93397251/629b3c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93400000/93397300/93397251/6ecce540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin in a Rural Setting #16 near Temple,NH [](https://www.expedia.ca/Temple-Hotels-Cozy-Cabin-In-A-Rural-Setting-16-Near-Temple.h93397251.Hotel-Information) Temple 9.4/10 Exceptional (17 reviews) "Amazing place very happy will stay again 10 stars " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean S. CA $191 CA $320 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Temple-Hotels-Cozy-Cabin-In-A-Rural-Setting-16-Near-Temple.h93397251.Hotel-Information) ![Traditional Room, 1 Bedroom, Accessible | View from room](https://images.trvl-media.com/lodging/12000000/11090000/11084400/11084339/337034eb.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) ![Interior entrance](https://images.trvl-media.com/lodging/12000000/11090000/11084400/11084339/1d04ece2.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 (226 reviews) "Beautiful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $242 CA $263 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Manchester-Hotels-The-Birchwood-Inn.h11084339.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/fb54d968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/e861780f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/8c094e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/57c0c927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town. [](https://www.expedia.ca/Peterborough-Hotels-Studio-Apt-With-Full-Kitchen-1-Minute-Stroll-Over-Picturesque-Bridge-Into-Town.h102238328.Hotel-Information) Peterborough 9.8/10 Exceptional (33 reviews) "Fully equipped kitchen, comfortable open floor plan, easy walk to downtown and very hospitable—thank you—we’d like to stay here again next year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $100 CA $213 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Peterborough-Hotels-Studio-Apt-With-Full-Kitchen-1-Minute-Stroll-Over-Picturesque-Bridge-Into-Town.h102238328.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/c9927c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/w906h683x59y0-8a316277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/w507h683x259y0-5a689048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/2569f54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage beside a waterfall [](https://www.expedia.ca/Wilton-Hotels-Cottage-Beside-A-Waterfall.h114347249.Hotel-Information) Wilton 10/10 Exceptional (12 reviews) "BEAUTIFUL surroundings and very peaceful. Would definitely recommend staying here!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicki L. CA $222 CA $403 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Wilton-Hotels-Cottage-Beside-A-Waterfall.h114347249.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/6a4870a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 Queen Bed, Private Bathroom (Wisteria Room)](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/4e79f11c.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) ### 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) "Terry is a wonderful host and she prepares delicious breakfasts. The home is charming and it sits on a lake with a view of Mount Monadanock. There is a fridge stocked with soft drinks, wine and beer (complimentary). There is a TV room. Terry prepares a nice mid-afternoon snack. We think it is the best B & B." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne CA $354 CA $354 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Leominster-Hotels-The-Maguire-House-Bed-Breakfast.h2205666.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](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) ![Garden](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/99232d9e.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 CA $293 CA $293 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Leominster-Hotels-Howarth-House-Bed-And-Breakfast.h44999466.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=2026-04-10&endDate=2026-04-11®ionId=3000441689&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CABIN) Cottages [](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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=COTTAGE) Private vacation homes [](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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VACATION_HOME) Apartments [](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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APARTMENT) Condos [](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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CONDO) ![](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-Chalets.d3000441689-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchendon-Chalets.d3000441689-aaChalets.Travel-Guide-Accommodation) ## Top Winchendon Hotel Reviews ![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 6/10 Okay "The challenge with GWL is there are not enough restaurants to eat at. And the quality of the food is poor. For a place you pay this much money to stay at, there should be better food choices. " [](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/0022beaf_y.jpg) ### Doubletree by Hilton Hotel Leominster 2/10 Terrible "Needs updating. " [](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/e5860404_y.jpg) ### Motel 6 Leominster, MA 8/10 Good "I was a little apprehensive at first when I approached the property. However, Esmeralda at the front desk relieved any concerns that I had. The property is very well lit up in the evening. The rooms were very clean and perfect for the one night that we needed." [](https://expedia.ca/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 "We had a wonderful stay at The Burrell House. The room was large, beautifully renovated with a well thought out design. It is a very short walk or drive to Main Street where there were a multitude of restaurants and shops. We truly enjoyed our stay and plan to book again soon. " [](https://expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) ![Days Inn by Wyndham Keene NH](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0_y.jpg) ### Days Inn by Wyndham Keene NH 2/10 Terrible "Our room for the night was gross. The blankets had brown smears on them, the bathroom had hair and dirt everywhere, the tv wouldn't change channels, and to top it off the fire alarms battery compartment was open with absolutely no batteries in it. This place was cheaper for the area, so I didn't have high hopes for it to begin with, but it was much worse than expected. Will not recommend and will not be back. " [](https://expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information) ![Econo Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1202500/1202406/636b63b9_y.jpg) ### Econo Lodge 8/10 Good "Convenient location " [](https://expedia.ca/Westminster-Hotels-Econo-Lodge.h1202406.Hotel-Information) ![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/ad889baf_y.jpg) ### The Colonial Hotel 10/10 Excellent "A charming, classic hotel from another time. Beautifully maintained." [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca_y.jpg) ### Best Western Plus Keene Hotel 8/10 Good "Room was fine. Only stayed one night for a quick trip. Didn't realize that the restaurant was closed on Sundays. Was looking for a meal after a long drive, but there were plenty of places to eat in the area. " [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Hampton Inn & Suites Keene](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/f95623cd_y.jpg) ### Hampton Inn & Suites Keene 8/10 Good "fine" [](https://expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ## Find out more about Winchendon ## Winchendon Chalets information | Number of reviews | 7,450 | | ----------------- | --------- | | Accommodation | 2 Chalets | | Lowest Price | CA $147 | | Highest Price | CA $725 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - 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) - 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