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) ![](https://images.trvl-media.com/place/553248635976432968/64b831b9-b674-4728-8e61-37f5c83a6d54.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 [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976432968&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976432968&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976432968&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Hampshire County guest houses ![Interior](https://images.trvl-media.com/lodging/76000000/75180000/75179500/75179457/1ee6c009.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) ![Interior](https://images.trvl-media.com/lodging/76000000/75180000/75179500/75179457/e38fad54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Oasis with Mountain Views, close to town [](https://www.expedia.ca/Middletown-Hotels-Luxury-Cabin-Basement-On-Shenandoah-River.h75179457.Hotel-Information) Middletown 10/10 Exceptional (21 reviews) "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) ![Books](https://images.trvl-media.com/lodging/37000000/36630000/36621300/36621280/489598d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36630000/36621300/36621280/d6ddb47c.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/c3452891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36630000/36621300/36621280/3da2666f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed [](https://www.expedia.ca/Winchester-Hotels-Peaceful-Secret-Gardens-Tiny-Home-Loft-Stairs-Lead-To-A-Queen-Size-Bed.h36621280.Hotel-Information) Winchester 10/10 Exceptional (11 reviews) "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/a52acc42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27116700/27116696/a91947ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/28000000/27120000/27116700/27116696/0a4f8acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27116700/27116696/77226711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secret Gardens Carriage House [](https://www.expedia.ca/Winchester-Hotels-Find-The-Secrets-To-Peace-And-Beauty-Here.h27116696.Hotel-Information) Winchester 9.8/10 Exceptional (19 reviews) "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=2026-02-01&endDate=2026-02-02®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 ![Rocky Gap Casino & Resort](https://images.trvl-media.com/lodging/1000000/120000/119400/119318/6758e6a4_y.jpg) ### Rocky Gap Casino & Resort 10/10 Excellent "Room was very spacious with beautiful view, I was surprised with how well kept and clean and private the hotel was with it having a casino and entertainment very late. The entertainment was amazing and staff was so friendly and welcoming. We will definitely be going back!" [](https://expedia.ca/Cumberland-Hotels-Rocky-Gap-Casino-Resort.h119318.Hotel-Information) ![Quality Inn Winchester](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943_y.jpg) ### Quality Inn Winchester 10/10 Excellent "Conveniently located; clean floors, great pillows, and lots of parking thank you." [](https://expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![TownePlace Suites by Marriott Front Royal](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/0776aa15_y.jpg) ### TownePlace Suites by Marriott Front Royal 10/10 Excellent "Clean room, friendly and helpful staff, good breakfast, I would stay again." [](https://expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 10/10 Excellent "Breakfast isn’t bad at all eggs and sausage, apple or oj" [](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.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 "Room was very clean and staff was super nice even though I checked in very late at night. Would definitely stay here again!" [](https://expedia.ca/Cumberland-Hotels-Sleep-Inn-Suites-Cumberland-LaVale.h15687145.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "This is our number one spot to stay in in Winchester. The location is perfect. Rooms are clean and modern." [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.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 "yes, room was spotless very nice place to stay" [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Keyser Inn](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/ae5c10a5_y.jpg) ### Keyser Inn 10/10 Excellent "Great one night layover during our holiday travel." [](https://expedia.ca/Keyser-Hotels-Keyser-Inn.h10429234.Hotel-Information) ![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 "Pet friendly and they provided a goodie bag for my dog - very welcoming." [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.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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