Title: Chester Guest Houses from CA $181 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Things to do in Chester](https://expedia.ca/Things-To-Do-In-Chester.d89014.Travel-Guide-Activities)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d89014.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.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 Next weekend [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-06-05&endDate=2026-06-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester guest houses ![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/a0cdde49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 Queen Bed](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/5e1ddcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | Private kitchenette](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/b9a1accb.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 (161 reviews) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $162 CA $181 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/e8fee166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/7edde5e2.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) ![Hallway](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/2aeb1a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn At Quail Run [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) Wilmington 9.0/10 Wonderful (72 reviews) "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 $271 CA $298 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/5fa05705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/cc3270b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, deep-tissue massages, sports massages, facials](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/a66e865a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 4, Not Pet-friendly](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/8b3fdb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Weston [](https://www.expedia.ca/Weston-Hotels-The-Weston.h100702715.Hotel-Information) Weston 10/10 Exceptional (9 reviews) "Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LISA CA $416 CA $453 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Weston-Hotels-The-Weston.h100702715.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=2026-04-21&endDate=2026-04-22®ionId=89014&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%2FChester-Guest-Houses.d89014-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Guest-Houses.d89014-aaGuestHouses.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64_y.jpg) ### On The River Inn 8/10 Good "Everything was cool except the rude woman bartending at the 506 bistro" [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "Older motel style not fancy. Good hot tub in pool area. Ok for overnight on a budget. " [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Great breakfast and excellent location." [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.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 10/10 Excellent "Nice place" [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Always an Amazing time when we stay here. Property well maintained, staff is super friendly and the food here is above and beyond. Did I mention I got married here 👍👍" [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Hideaway Inn Mt. Snow](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b_y.jpg) ### Hideaway Inn Mt. Snow 10/10 Excellent "Stayed in February for easy access to skiing at Mount Snow. Hideaway Inn is 2 minutes from Mount Snow and a confortable place to stay. Basic accomodations in winter but you have everything you need in a room. Beverages in common area and helpfull staff. Very pleasant check in and check out. Overall, great experience and will stay again." [](https://expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/4412313e_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 10/10 Excellent "it's all good" [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![Fullerton Inn](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg) ### Fullerton Inn 8/10 Good "The staff were so friendly and helpful...made us feel very welcome. There was no television in our room, which was no problem...just wish we had known in advance. Then we could have brought a good book or crossword puzzle!" [](https://expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/cbf700aa_y.jpg) ### Aspen At Manchester 10/10 Excellent "Excellent location, v" [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ## Find out more about Chester ## Chester Guest Houses information | Number of reviews | 242 | | ----------------- | --------------- | | Accommodation | 13 Guest Houses | | Lowest Price | CA $181 | | Highest Price | CA $453 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [B&B in Andover ](https://www.expedia.ca/Andover-Bed-And-Breakfast.d6023580-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Andover ](https://www.expedia.ca/Andover-Chalets.d6023580-aaChalets.Travel-Guide-Accommodation) - [Country Houses in Andover ](https://www.expedia.ca/Andover-Country-House.d6023580-aaCountryHouse.Travel-Guide-Accommodation) - 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