Title: Top Guest Houses in Hampshire County in 2026 | Expedia.ca [Hampshire County Hotels](https://expedia.ca/Destinations-In-Hampshire-County.d553248635976432968.Hotel-Destinations)[Vacation Rentals in Hampshire County](https://expedia.ca/Destinations-In-Hampshire-County.d553248635976432968.Vacation-Rental-Destinations)[Hampshire County Car Rentals](https://expedia.ca/Destinations-In-Hampshire-County.d553248635976432968.Car-Rental-Destinations)[Hampshire County Vacations](https://expedia.ca/Hampshire-County.d553248635976432968.Destination-Travel-Guides) ![An old vintage train with thick black smoke making its way through the forest in West Virginia, with beautiful fall colors and foliage. Shot near Cass, WV, USA.](https://images.trvl-media.com/place/553248635976432968/64b831b9-b674-4728-8e61-37f5c83a6d54.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Guest Houses in Hampshire 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=553248635976432968&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=553248635976432968&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=553248635976432968&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=553248635976432968&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Guest Houses in Hampshire County ![Exterior](https://images.trvl-media.com/lodging/76000000/75180000/75179500/75179457/100223b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/76000000/75180000/75179500/75179457/bf4344f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75180000/75179500/75179457/w1026h592x0y0-b00f4c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/76000000/75180000/75179500/75179457/b4399fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Oasis with Mountain Views, close to town Middletown 10/10 Exceptional (21) "Lovely, modern, aesthetically appealing apartment with Zen-like environment….set in a tranquil woods. With beautiful Mountain View’s, I give it 5-stars. Owner is excellent communicator which is another plus. You will not be disappointed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy H. [](https://www.expedia.ca/Middletown-Hotels-Luxury-Cabin-Basement-On-Shenandoah-River.h75179457.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36630000/36621300/36621280/f0e06430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36630000/36621300/36621280/62354efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36630000/36621300/36621280/08aa3a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/37000000/36630000/36621300/36621280/00e5944b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed Winchester 10/10 Exceptional (11) "Going to visit Luray caverns and the Shenandoah mountains while out at this beautiful tiny home was amazing for the weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alec R. [](https://www.expedia.ca/Winchester-Hotels-Peaceful-Secret-Gardens-Tiny-Home-Loft-Stairs-Lead-To-A-Queen-Size-Bed.h36621280.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27116700/27116696/15743f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27116700/27116696/05116e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/28000000/27120000/27116700/27116696/105014d7.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/28000000/27120000/27116700/27116696/3d7e13b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secret Gardens Carriage House Winchester 9.8/10 Exceptional (19) "Winchester was such a lovely town with so many things to do and see. We enjoyed coming home to the cottage each night with its screened-in patio and relaxing view of flowers and shade trees. The cottage was cozy and clean with plenty of linens and staples. I would stay here again, the location was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard B. [](https://www.expedia.ca/Winchester-Hotels-Find-The-Secrets-To-Peace-And-Beauty-Here.h27116696.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=2025-12-18&endDate=2025-12-19®ionId=553248635976432968&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%2FHampshire-County-Guest-Houses.d553248635976432968-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHampshire-County-Guest-Houses.d553248635976432968-aaGuestHouses.Travel-Guide-Accommodation) ## Top Hampshire County Hotel Reviews ![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg) ### Hampton Inn Winchester-University/Mall Area 10/10 Excellent "Room was quiet and comfy and staff were friendly! Entry way was decorated for the holidays!" [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Everyone was so nice and helpful . Excellent bed and very clean and comfortable. Only complaint couldn’t get heat/ ac to work but room temp was ok so we didn’t even complain " [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![TRU By Hilton Winchester](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b_y.jpg) ### TRU By Hilton Winchester 10/10 Excellent "This hotel was spectacular. It was clean and quiet. We enjoyed the pool. They gave us free drinks and snacks in the evening at the atrium. Breakfast had an amazing variety and was delicious. " [](https://expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "The check in was seemless." [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Sleep Inn & Suites Cumberland - LaVale](https://images.trvl-media.com/lodging/16000000/15690000/15687200/15687145/e6684238_y.jpg) ### Sleep Inn & Suites Cumberland - LaVale 10/10 Excellent "Fantastic very clean and quiet " [](https://expedia.ca/Cumberland-Hotels-Sleep-Inn-Suites-Cumberland-LaVale.h15687145.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "Clean, modern, updated" [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Rocky Gap Casino & Resort](https://images.trvl-media.com/lodging/1000000/120000/119400/119318/6758e6a4_y.jpg) ### Rocky Gap Casino & Resort 10/10 Excellent "O" [](https://expedia.ca/Cumberland-Hotels-Rocky-Gap-Casino-Resort.h119318.Hotel-Information) ![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0_y.jpg) ### Hampton Inn Front Royal 10/10 Excellent "Again, this hotel is great! The staff is amazing and very accommodating. The hotel is very clean and comforting. I will stay here again! " [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Great overnight stay. Clean, easy parking, & good food around." [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ## Find out more about Hampshire County ## Hampshire County Guest Houses information | Number of reviews | 32 | | ----------------- | -------------- | | Accommodation | 3 Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Apartments in Antioch ](https://www.expedia.ca/Antioch-Apartments.d553248635975876196-aaApartments.Travel-Guide-Accommodation) - [Aparthotels in Augusta ](https://www.expedia.ca/Augusta-Apart-Hotels.d3000422600-aaApartHotels.Travel-Guide-Accommodation) - [Chalets in Augusta ](https://www.expedia.ca/Augusta-Chalets.d3000422600-aaChalets.Travel-Guide-Accommodation) - [Cheap Hotels in Augusta ](https://www.expedia.ca/Augusta-Hotels-Cheap-Hotels.0-0-d3000422600-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Augusta ](https://www.expedia.ca/Augusta-Hotels-Luxury-Hotel.0-0-d3000422600-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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