Title: Browse the Best Cheshire County Resorts from CA $236 | Expedia.ca [Cheshire County Travel Guide](https://expedia.ca/Cheshire-County.dx553248635976430851)[Cheshire County Hotels](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Hotel-Destinations)[Vacation Rentals in Cheshire County](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Vacation-Rental-Destinations)[Cheshire County Car Rentals](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Car-Rental-Destinations)[Cheshire County Vacations](https://expedia.ca/Cheshire-County.d553248635976430851.Destination-Travel-Guides) ![Keene which includes street scenes and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105278-Keene-And-Vicinity.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Resort Hotels in Cheshire County from CA $236 ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Cheshire County ![Keene showing a church or cathedral and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105281-Keene-And-Vicinity.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Keene [](https://expedia.ca/Keene-Resort-Hotels.d6057413-aaResortHotels.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/72de8a56710436641f0aeeaf3b0e190c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Rindge [](https://expedia.ca/Rindge-Resort-Hotels.d183580-aaResortHotels.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/9b320961fd585a1c4407ed1c1d8d7b7c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Jaffrey [](https://expedia.ca/Jaffrey-Resort-Hotels.d183569-aaResortHotels.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/5e2a1004c09afc894c2b79e348e0430b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Walpole [](https://expedia.ca/Walpole-Resort-Hotels.d6123341-aaResortHotels.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/23b4161961eb757bd6886ce6ea416c5e.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Chesterfield [](https://expedia.ca/West-Chesterfield-Resort-Hotels.d183592-aaResortHotels.Travel-Guide-Accommodation) ## Featured Resorts in Cheshire County ![4 indoor pools, seasonal outdoor pool, cabanas (surcharge)](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Wolf Pup Den Suite - Water Park Included](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/9adfdf32.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) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/a3f2240c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Wolf Lodge Boston / Fitchburg, MA Fitchburg 8.6/10 Excellent (1000) "Everything about this place was incredible " CA $250 CA $279 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/544b1c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/21a19828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/cc423264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/383ddac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Edge Suites at Sunapee, an Ascend Collection Hotel Newbury 9.2/10 Wonderful (360) "good rooms an good staff!" CA $212 CA $253 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Newbury-Hotels-Mountain-Edge-Resort-Spa-At-Sunapee.h1385445.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/effe663b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Room, 3 Bedrooms (Grand Summit Resort)](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/9a9839ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/fea584b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/57303655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mount Snow Grand Summit Resort West Dover 8.6/10 Excellent (229) "Great place to stay!" CA $197 CA $236 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009367/54481016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009367/c4e42549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009367/b33e0b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009367/68796ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury King with balcony West Dover CA $303 CA $461 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/West-Dover-Hotels-Luxury-King-With-Balcony.h59009367.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61580000/61573200/61573106/a014e323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61580000/61573200/61573106/6a316daf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/62000000/61580000/61573200/61573106/86d47725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/62000000/61580000/61573200/61573106/4d444369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe King, kitchenette, fireplace West Dover 10/10 Exceptional (4) "End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks." CA $335 CA $557 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/West-Dover-Hotels-Deluxe-King.h61573106.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009360/1924d691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009360/e3bc4f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009360/108eaf37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, shampoo](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009360/d5ead488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King with Bunk Bed- 2nd floor in Historic Inn West Dover 10/10 Exceptional (2) "Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with." CA $303 CA $461 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/West-Dover-Hotels-King-With-Bunk-Bed-2nd-Floor-In-Historic-Inn.h59009360.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421906/9dee853e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421906/81e72463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421906/57fd6588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421906/f2499060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe King Room w/fireplace and separate entrance West Dover 10/10 Exceptional (4) "We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful." CA $335 CA $501 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/West-Dover-Hotels-Deluxe-King-Room-Wfireplace-And-Separate-Entrance.h55421906.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009361/7649e43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009361/27010e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009361/c31fd97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009361/582cbe8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe King - 2nd floor in Historic Inn West Dover CA $303 CA $461 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/West-Dover-Hotels-Deluxe-King-2nd-Floor-In-Historic-Inn.h59009361.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009362/a78b20a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009362/55fa52e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009362/035f9d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009362/c7f88d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe 2xQueen- 2nd floor in Historic Inn West Dover 10/10 Exceptional (5) "Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot." CA $271 CA $482 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/West-Dover-Hotels-Deluxe-2xQueen-2nd-Floor-In-Historic-Inn.h59009362.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421953/70ed4d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421953/fafa97b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421953/72725268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421953/e9cc9655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance Dover 9.8/10 Exceptional (7) "My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back." CA $383 CA $617 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/West-Dover-Hotels-Luxury-King-Cottage.h55421953.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/59000000/58940000/58937700/58937631/f61131e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/59000000/58940000/58937700/58937631/20686b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/59000000/58940000/58937700/58937631/cbfc6327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/59000000/58940000/58937700/58937631/bf9de5f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths West Dover 8.0/10 Very good (1) "The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time." CA $319 CA $482 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/West-Dover-Hotels-Luxury-King-Suite.h58937631.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009323/d8f122ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009323/d3f7765a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009323/cf89eb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009323/9ee5d263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe King- 2nd floor in Historic Inn West Dover CA $271 CA $421 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/West-Dover-Hotels-Deluxe-King-2nd-Floor-In-Historic-Inn.h59009323.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009364/5fbd2830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009364/3f7865e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, shampoo](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009364/3e4a558a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/60000000/59010000/59009400/59009364/4293cdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe King - 2nd floor in Historic Inn West Dover CA $287 CA $442 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/West-Dover-Hotels-Deluxe-King-2nd-Floor-In-Historic-Inn.h59009364.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584646/abe6465b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584646/d9f2621c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584646/246eae86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584646/e86dead2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come stay at our four season resort! Weare [](https://www.expedia.ca/Weare-Hotels-Whether-Youre-Looking-Forward-To-Family-Time.h111584646.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584644/1a48683d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584644/1e899eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584644/51e86643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584644/64f568a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come stay at our four season resort! Weare [](https://www.expedia.ca/Weare-Hotels-Come-Stay-At-Our-Five-Star.h111584644.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421945/dd7606fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421945/af06b540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421945/1a1123d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421945/f1dceb3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Queen Suite with pull-out love seat, private entrance Dover CA $335 CA $495 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/West-Dover-Hotels-Deluxe-Queen-Suite-With-Pull-Out-Love-Seat.h55421945.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584635/80ec14d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584635/ea97d10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584635/eff63fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584635/ebd33858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come stay at our four season resort! Weare [](https://www.expedia.ca/Weare-Hotels-Whether-Youre-Looking-Forward-To-Family-Time.h111584635.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421932/75d1b69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421932/e32ad19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421932/bab1c826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421932/fc4ecd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe King, Living Room w/sofa bed, bunk bed & fireplace Dover 9.4/10 Exceptional (6) "This is a beautiful, large suite in a quaint Vermont town. There are two main rooms: a bedroom with a king bed and a bunk bed, and a separate living room with a fireplace. The main inn also has lounge areas open to guests all night, and is a perfect stay for both families and couples. " CA $367 CA $597 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/West-Dover-Hotels-Deluxe-King.h55421932.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584649/63822dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584649/e4467603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584649/d149c356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111590000/111584700/111584649/9875a2b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come stay at our four season resort! Weare [](https://www.expedia.ca/Weare-Hotels-From-Boating-And-Lobster-Cookouts-To-Relaxing-On-The-Beach.h111584649.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111584600/111584595/e2cf4055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/112000000/111590000/111584600/111584595/5686ec31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/112000000/111590000/111584600/111584595/1ac6af6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111590000/111584600/111584595/267a8037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come stay at our four season resort! Weare [](https://www.expedia.ca/Weare-Hotels-Come-Stay-At-Our-Five-Star.h111584595.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22®ionId=553248635976430851&adults=2&lodging=HOTEL_RESORT&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%2FCheshire-County-Resort-Hotels.d553248635976430851-aaResortHotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-County-Resort-Hotels.d553248635976430851-aaResortHotels.Travel-Guide-Accommodation) ## Top Cheshire County Hotel Reviews ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Gorgeous suite, staff was so nice and helpful. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "The staff was helpful and friendly. The breakfast was good with many choices available. The room was good and the bed was comfortable. My wife would have liked to have a hair dryer available." [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Motel 6 Leominster, MA](//images.trvl-media.com/lodging/1000000/1000000/996200/996152/fe9126d0_y.jpg) ### Motel 6 Leominster, MA 10/10 Excellent "Always a pleasure to return to Leominister, Ma. " [](https://expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information) ![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "Excellent staff" [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "Excellent staff at front desk and Lori who serves breakfast is wonderful " [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Mountaineer Inn](//images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d_y.jpg) ### Mountaineer Inn 10/10 Excellent "Clean room and spacious. Walkable areas around to explore. Would stay again. " [](https://expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information) ![The Colonial Hotel](//images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "We always love staying at Colonial Inn when we visit family in the area. We informed the front desk concerning an issue with a stairwell door and it was fixed by end of day, on a Saturday!!" [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Claremont Motor Lodge](//images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7_y.jpg) ### Claremont Motor Lodge 10/10 Excellent "Room was clean and comfortable " [](https://expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](//images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg) ### Doubletree by Hilton Hotel Leominster 10/10 Excellent "We love this place, staff is wonderful, convently located, restaurant has great food, comfy beds" [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ## Find out more about Cheshire County ## Cheshire County Resorts information | Number of reviews | 1,588 | | --- | --- | | Accommodation | 49 Resorts | | Lowest Price | CA $236 | | Highest Price | CA $617 | ## Explore a world of travel with Expedia - Lodging - 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