Title: Top Guest Houses in Cheshire County in 2026 | 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) ![The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.](https://images.trvl-media.com/place/3000447144/529ffd18-db0c-4d9e-8844-fe610e44574f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Donny Campos # Guest Houses in Cheshire County ## Compare and save - ![](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 Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&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-Guest-Houses.d6057413-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/72de8a56710436641f0aeeaf3b0e190c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Rindge [](https://expedia.ca/Rindge-Guest-Houses.d183580-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/9b320961fd585a1c4407ed1c1d8d7b7c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Jaffrey [](https://expedia.ca/Jaffrey-Guest-Houses.d183569-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/5e2a1004c09afc894c2b79e348e0430b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Walpole [](https://expedia.ca/Walpole-Guest-Houses.d6123341-aaGuestHouses.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-Guest-Houses.d183592-aaGuestHouses.Travel-Guide-Accommodation) ## Featured Guest Houses in Cheshire County ![Interior](https://images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/cc154186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/e9bfe6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/eadfb638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35090000/35089600/35089593/e721d264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Road Inn Goshen 8.6/10 Excellent (243) "A cozy and comfortable venue." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian [](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Inn.h35089593.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/3cda440a.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) ![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/99e3bb30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Burrell House Keene 9.6/10 Exceptional (155) "Very helpful, kind staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paitris [](https://www.expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/b02dfcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/eba22fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/0bc486c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/78a9a11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blooming Inn Shelburne Falls 9.2/10 Wonderful (124) "Excellent! Really fun space with beautiful objects all around you. One of a kind, well run, seamless experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ben CA $93 CA $172 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82530000/82523400/82523302/w3000h2000x0y0-e84dcada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, computer monitors](https://images.trvl-media.com/lodging/83000000/82530000/82523400/82523302/w2994h1996x3y2-958bb9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82530000/82523400/82523302/3c640cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82530000/82523400/82523302/6c64d29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham Wilmington 10/10 Exceptional (12) "We had a great stay at this cabin in mid-August. Although it was rainy, we found lots to do nearby and found the cabin had everything we needed for meals in and relaxing. Beautiful spot, and great hosts!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine B. [](https://www.expedia.ca/Wilmington-Hotels-Cozy.h82523302.Hotel-Information) ![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/1d55e99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/9db8fbec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/adbcecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/321c91e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In town, newly remodeled studio with private balcony Shelburne Falls 10/10 Exceptional (119) "We had a great visit! Easy to access, clean and comfortable. The studio had everything we needed!Great host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marina G. CA $131 CA $216 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Shelburne-Falls-Hotels-In-Town.h33395567.Hotel-Information) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558901/3fadf695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558901/1f6e954d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558901/4eaf46aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558901/3a1c5a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chandler / Brook Road Inn Goshen 8.0/10 Very good (6) "Easy check in, cozy and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria H. CA $134 CA $231 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Goshen-Hotels-Chandler-Brook-Road-Inn.h46558901.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/3cc5cffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/d878b297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/d594b2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, foosball](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/c43ba9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn At Quail Run Wilmington 9.0/10 Wonderful (71) "Property was just as described, it was great staying there, outdoors was beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tami CA $256 CA $281 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72020000/72018100/72018033/c162053c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72020000/72018100/72018033/e8aebe50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72020000/72018100/72018033/babe092a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72020000/72018100/72018033/a4822f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in a Unique Treehouse Getaway - in Southwest NH Munsonville 10/10 Exceptional (15) "Great little place to stay. Minimal living style away from it all." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan W. [](https://www.expedia.ca/Nelson-Hotels-Relax-In-A-Unique-Treehouse-Getaway-In-Southwest-NH.h72018033.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101140000/101137100/101137051/7e4bc6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/102000000/101140000/101137100/101137051/4b5e2bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101140000/101137100/101137051/f7d748cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101140000/101137100/101137051/df7ec946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly Weston 9.6/10 Exceptional (9) "Property was perfect for a weekend trip to nearby Okemo (20mins). Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason N. [](https://www.expedia.ca/Weston-Hotels-Mountain-Cabin-By-Skiing-With-Fireplaces-Well-Equipped-Kitchen-Dog-Friendly.h101137051.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558929/4c3d93dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558929/a065d41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558929/a12c93ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558929/b82487c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newport Sunshine/Brook Road Inn Goshen 9.0/10 Wonderful (4) "We stay at the Brook Wood Inn when visiting family in nearby Unity. This was our 2nd stay at the Inn and it is very relaxing place to stay. The common areas and kitchen is great, we always make our own breakfast and have a nice cup of coffee together each morning :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allen S. CA $119 CA $207 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Goshen-Hotels-Newport-SunshineBrook-Road-Inn.h46558929.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22130000/22120300/22120284/w5261h3503x5y5-a5207a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/23000000/22130000/22120300/22120284/4f3a85b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22130000/22120300/22120284/0092519b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22130000/22120300/22120284/72352b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! Chester Depot 9.4/10 Exceptional (39) "We enjoyed our stay at the Carriage House; it was clean and comfortable, and had everything we needed. Definitely would return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie S. [](https://www.expedia.ca/Chester-Hotels-1868-Carriage-House-Quaint-Cozy-Perfect-Escape-20-MIN-TO-Okemo.h22120284.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558921/2f093d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558921/349e488f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558921/0a41df14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558921/9748a972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Rose / Brook Road Inn Goshen 7.0/10 Good (2) "The place was nice and clean. It is far from places to eat. B&B’s just aren’t what they use to be. No breakfast’s served and no personal contact." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kassandra B. CA $119 CA $207 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Goshen-Hotels-Victorian-Rose-Brook-Road-Inn.h46558921.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558935/c140b7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558935/fd4b6056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558935/65b194ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558935/176a1945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gunnison Brook / Brook Road Inn Goshen 8.0/10 Very good (3) "Beautiful little get away that provided a nice rest while traveling. The inn was charming, very clean and quiet. Highly recommend!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen H. CA $126 CA $214 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Goshen-Hotels-Gunnison-Brook-Brook-Road-Inn.h46558935.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558874/f16fbec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558874/5b4e78d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558874/6f0ba7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558874/730d7bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lavender / Brook Road Inn Goshen 8.0/10 Very good (3) "Very clean and easy to “self check in”. It is a nice setting too. We felt safe. The bed, for me was very hard and the pillows were more like morning pancakes. The pillows really need to be replaced. I did not sleep well. Over all a nice place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $104 CA $190 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Goshen-Hotels-Lavender-Brook-Road-Inn.h46558874.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558913/a682536c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558913/a5cf9d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558913/e365eb59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558913/8a804133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Goose / Brook Road Inn Goshen 9.0/10 Wonderful (8) "Check in was easy, the entire house was spotless, comfortable accommodations. We stayed one night and it was perfect for a stopover." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara B. CA $90 CA $175 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Goshen-Hotels-Blue-Goose-Brook-Road-Inn.h46558913.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558877/18a5e98e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558877/4ff0ed99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558877/fd638ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558877/b0f41994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View / Brook Road Inn Goshen 9.8/10 Exceptional (8) "Very convenient to mt sunapee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Divya G. CA $112 CA $199 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Goshen-Hotels-Mountain-View-Brook-Road-Inn.h46558877.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558941/7db99147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558941/c4cbcbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558941/eb0eb7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558941/754c1603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moss Creek / Brook Road Inn Goshen 8.8/10 Excellent (3) "You need carpeting upstairs- the amount of stomping around at 530am over the weekend was frustrating. I also understand not serving food right now- however to expect guests to not eat in the comfort of their own rooms and expecting them to eat out in a common area but not serving food is a little hypocritical to be honest. The facility was nice, i liked being able to come and go as i pleased. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany CA $140 CA $229 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Mount-Sunapee-Hotels-Moss-Creek-Brook-Road-Inn.h46558941.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95650000/95643700/95643616/8c694b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95650000/95643700/95643616/854b3211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95650000/95643700/95643616/972756a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, travel crib](https://images.trvl-media.com/lodging/96000000/95650000/95643700/95643616/25a9752b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Retreat Cottage - Brilliant Autumn Colors and Waterfalls Vermont Getaway East Dover 10/10 Exceptional (5) "One of my favorite places in the world. Truly is magical " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph G. [](https://www.expedia.ca/Newfane-Hotels-Magical-Retreat-Cottage-15-Min-To-Mt-Snow-Ideal-Workcation.h95643616.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558881/4e4191ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558881/aaad80d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558881/0b0fbdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558881/58a50364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red,White & Blue/Brook Road Inn Goshen 9.6/10 Exceptional (8) "I enjoyed how easy and comfortable it was to stay at the Brook Road Inn" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $104 CA $190 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Goshen-Hotels-Red.h46558881.Hotel-Information) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558887/d33ea3d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558887/2f3a5d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558887/86435f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46558900/46558887/c17d29ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Look West / Brook Road Inn Goshen 10/10 Exceptional (3) "We love this place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isadora W. CA $134 CA $231 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Goshen-Hotels-Look-West-Brook-Road-Inn.h46558887.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=2025-12-21&endDate=2025-12-22®ionId=553248635976430851&adults=2&lodging=GUEST_HOUSE&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-Guest-Houses.d553248635976430851-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-County-Guest-Houses.d553248635976430851-aaGuestHouses.Travel-Guide-Accommodation) ## Top Cheshire County Hotel Reviews ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Great place to stay while skiing at okemo" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Hideaway Inn Mt.Sunapee](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg) ### Hideaway Inn Mt.Sunapee 10/10 Excellent "Nice" [](https://expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg) ### Doubletree by Hilton Hotel Leominster 10/10 Excellent "Very clean. Staff was friendly. " [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Valley Craft Ales](https://images.trvl-media.com/lodging/90000000/89220000/89214100/89214004/c9afe648_y.jpg) ### Valley Craft Ales 10/10 Excellent "The room was very clean and warm. Perfect for a weekend ski trip. Self check in and out. The walls are thin but everyone was quiet by 10\. The food at the restaurant was delicious. " [](https://expedia.ca/Wilmington-Hotels-Valley-Craft-Ales.h89214004.Hotel-Information) ![Mountaineer Inn](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d_y.jpg) ### Mountaineer Inn 10/10 Excellent "The room was very clean and the beds were comfortable. The location, at the base of Mt. Snow is great. The hotel had nice decor and a free coffee bar. No breakfast, but that was ok. We never saw anyone that worked there, but that was ok too as we were sent our room # and code on the day of check-in and never had any issues." [](https://expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "The customer service at this hotel is consistently exceptional. Every staff member is friendly, professional, and welcoming, creating an atmosphere that feels truly comfortable. The property is impeccably clean, and the breakfast offerings are always enjoyable. I have had an excellent experience during each of my visits, and I highly recommend this hotel to others" [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1_y.jpg) ### Great Wolf Lodge Boston / Fitchburg, MA 10/10 Excellent "We had a great time.. lots to do." [](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "Have stayed here over past years. Always good stay." [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Riverside Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580_y.jpg) ### Riverside Hotel, an Ascend Collection Hotel 10/10 Excellent "All good" [](https://expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information) ## Find out more about Cheshire County ## Cheshire County Guest Houses information | Number of reviews | 807 | | ----------------- | --------------- | | Accommodation | 26 Guest Houses | | Lowest Price | CA $172 | | Highest Price | CA $281 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Monadnock Region ](https://www.expedia.ca/3Star-Monadnock-Region-Hotels.s30-0-d553248635975749761.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Keene ](https://www.expedia.ca/4Star-Keene-Hotels.s40-0-d6057413.Travel-Guide-Filter-Hotels) - [Hotels near Asbury United Methodist Church ](https://www.expedia.ca/Asbury-United-Methodist-Church-Hotels.0-l6265749-0.Travel-Guide-Filter-Hotels) - 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