Title: The Best Winchester, VA Chalets from $70 | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx6056879)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.com/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d6056879.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester chalets ![Exterior](https://images.trvl-media.com/lodging/127000000/126510000/126507500/126507459/8f3d831f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/127000000/126510000/126507500/126507459/bb2f78fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126510000/126507500/126507459/2a977ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/127000000/126510000/126507500/126507459/1f6f6475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Chalet | Hot Tub, Sauna & EV Charger [](https://www.expedia.com/Harpers-Ferry-Hotels-Luxury-Chalet-Hot-Tub.h126507459.Hotel-Information) Harpers Ferry $479 nightly $533 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Luxury-Chalet-Hot-Tub.h126507459.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/40c4e7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/b82d88b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/740997b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/fdaca9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI [](https://www.expedia.com/Harpers-Ferry-Hotels-Harpers-Ferry-Cabin-W-Hot-Tub.h92168268.Hotel-Information) Harpers Ferry 9.2/10 Wonderful (31 reviews) "Enjoyed the levels, hot tub, porch to get outside with my coffee, pet strolling area marvelous and washer/dryer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tracey b. $292 nightly $314 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Harpers-Ferry-Cabin-W-Hot-Tub.h92168268.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/74b387a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/afce8efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/f45e516d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/74ebd951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly [](https://www.expedia.com/Gerrardstown-Hotels-Modern-Chalet-Cabin-W-Fire-Pit.h76378255.Hotel-Information) Gerrardstown 9.4/10 Exceptional (11 reviews) "We had a fabulous time and highly recommend this rental." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber H. $295 nightly $318 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Gerrardstown-Hotels-Modern-Chalet-Cabin-W-Fire-Pit.h76378255.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95590000/95585200/95585199/1df7df3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo, offices](https://images.trvl-media.com/lodging/96000000/95590000/95585200/95585199/c22824b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo, offices](https://images.trvl-media.com/lodging/96000000/95590000/95585200/95585199/5d0de6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo, offices](https://images.trvl-media.com/lodging/96000000/95590000/95585200/95585199/31846e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern w Mountain Views, Hot Tub, Deck & Fire Pit [](https://www.expedia.com/Berkeley-Springs-Hotels-Modern-Cabin-W-Mountain-View.h95585199.Hotel-Information) Berkeley Springs 9.6/10 Exceptional (10 reviews) "Amazing cabin getaway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aleks S. $250 nightly $268 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Modern-Cabin-W-Mountain-View.h95585199.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112660000/112655600/112655526/8e6ebc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112660000/112655600/112655526/877d9e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112660000/112655600/112655526/825d3eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112660000/112655600/112655526/7edcf7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-Friendly w Hot Tub, Fire Pit & River Access [](https://www.expedia.com/Great-Cacapon-Hotels-Dog-Friendly-W-Woodstove.h112655526.Hotel-Information) Great Cacapon 9.4/10 Exceptional (3 reviews) "Very fun stay, very clean. Beautiful weather for walking around the place. Would definitely come back!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deepan R. $291 nightly $313 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Great-Cacapon-Hotels-Dog-Friendly-W-Woodstove.h112655526.Hotel-Information) ![TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/d2b6f980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/f3cb385b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/11ae88ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/43a6fdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chalet at Sky Mountain Retreat - Sweeping Mountain Views & Hot Tub [](https://www.expedia.com/Martinsburg-Hotels-Secluded.h30326974.Hotel-Information) Berkeley Springs 10/10 Exceptional (283 reviews) "Helpful host and excellent jacuzzi" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenny R. $606 nightly $674 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Secluded.h30326974.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168272/9b9fb908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168272/a9859be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168272/89fd72e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168272/e2039ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi! [](https://www.expedia.com/Harpers-Ferry-Hotels-Modern-Harpers-Ferry-Cabin-W-Hot-Tub.h92168272.Hotel-Information) Harpers Ferry 9.0/10 Wonderful (11 reviews) "Host was great - very communicative and made sure everything was perfect for our visit. Nice place and very clean. Enjoyed it very much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William C. $280 nightly $301 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Modern-Harpers-Ferry-Cabin-W-Hot-Tub.h92168272.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120430000/120422600/120422588/4ddd72ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120430000/120422600/120422588/6f2b24b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120430000/120422600/120422588/18e8c04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120430000/120422600/120422588/ec03396f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog Friendly with Fire Pit and Yard by the River [](https://www.expedia.com/Baker-Hotels-Fire-Pit.h120422588.Hotel-Information) Baker $316 nightly $341 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Baker-Hotels-Fire-Pit.h120422588.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114200000/114199900/114199873/74d49cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/115000000/114200000/114199900/114199873/4f8bb454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114200000/114199900/114199873/51662636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114200000/114199900/114199873/d9ccd797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin w/ deck & grill, dog-friendly, trails [](https://www.expedia.com/Berkeley-Springs-Hotels-Surrounded-By-Nature.h114199873.Hotel-Information) Berkeley Springs 10/10 Exceptional (3 reviews) "The house was exactly as it looked in the pictures. It was stocked with everything we needed and was very clean. Very quiet location and easy to get to. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie M. $305 nightly $329 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Surrounded-By-Nature.h114199873.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/49c074e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/w1800h1180x0y23-29a81b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/71ffbe30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/c24c57fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin w/hot tub & fire pit near Bryce Resort [](https://www.expedia.com/Rio-Hotels-Cozy-W-Hot-Tub.h113684040.Hotel-Information) Rio 9.2/10 Wonderful (5 reviews) "Clean, comfortable cabin, and very effective communication from the host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keely $288 nightly $311 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Rio-Hotels-Cozy-W-Hot-Tub.h113684040.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110988600/110988526/14360f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/111000000/110990000/110988600/110988526/55d17e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/111000000/110990000/110988600/110988526/87fe3a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110990000/110988600/110988526/996f17ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy w/Fire Pit, Grill, Screened Porch & WiFi [](https://www.expedia.com/Harpers-Ferry-Hotels-Cozy-W-Fire-Pit.h110988526.Hotel-Information) Harpers Ferry 10/10 Exceptional (3 reviews) "The host was very communicative and the place was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher M. $281 nightly $302 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Cozy-W-Fire-Pit.h110988526.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105340000/105338100/105338034/9589de7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/106000000/105340000/105338100/105338034/c7d0c632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/106000000/105340000/105338100/105338034/f9e9f218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/106000000/105340000/105338100/105338034/9602dcad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin w/hot tub & fire pit, pet-friendly [](https://www.expedia.com/Hedgesville-Hotels-Chalet-Cabin-W-Hot-Tub.h105338034.Hotel-Information) The Woods 9.2/10 Wonderful (5 reviews) "Great location for a family getaway to the great outdoors." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric H. $300 nightly $323 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Chalet-Cabin-W-Hot-Tub.h105338034.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107330000/107324700/107324655/d2f1014b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/108000000/107330000/107324700/107324655/3f9954f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/108000000/107330000/107324700/107324655/dbe8f4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/108000000/107330000/107324700/107324655/a943d134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Fire Pit, Deck, Grill w Resort Amenities [](https://www.expedia.com/Hedgesville-Hotels-Hot-Tub.h107324655.Hotel-Information) The Woods 9.0/10 Wonderful (4 reviews) "Great stay! Peaceful and quiet area! Everything was wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen C. $314 nightly $339 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Hot-Tub.h107324655.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/127000000/126540000/126532300/126532212/90f1922e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/127000000/126540000/126532300/126532212/f5750e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/127000000/126540000/126532300/126532212/5593e031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/127000000/126540000/126532300/126532212/3e122d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly w Fire Pit, Grill & Resort Access [](https://www.expedia.com/Hedgesville-Hotels-Pet-Friendly-W-Fire-Pit.h126532212.Hotel-Information) The Woods $327 nightly $353 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Pet-Friendly-W-Fire-Pit.h126532212.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92010000/92006600/92006510/f8e84546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92010000/92006600/92006510/d8cf0bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/93000000/92010000/92006600/92006510/371bfb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/93000000/92010000/92006600/92006510/0842b5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV. [](https://www.expedia.com/Hedgesville-Hotels-Starcatcher.h92006510.Hotel-Information) The Woods 9.8/10 Exceptional (19 reviews) "Beautiful home, wonderful amenities, 2 great decks, pretty location. Would definitely recommend this home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William G. $361 nightly $384 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Starcatcher.h92006510.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/126000000/125790000/125780600/125780534/b7311132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/126000000/125790000/125780600/125780534/34072ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/126000000/125790000/125780600/125780534/e73ba44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/126000000/125790000/125780600/125780534/a6b91d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin w Fire Pit, Hot Tub, Screened Porch & More [](https://www.expedia.com/Hedgesville-Hotels-Cabin-W-Fire-Pit.h125780534.Hotel-Information) The Woods $357 nightly $387 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Cabin-W-Fire-Pit.h125780534.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435019/b7a750db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435019/c0f12ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435019/14a89c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435019/dea26533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft, Wood Stove, Fire Pit, Grill & Deck on Creek [](https://www.expedia.com/Berkeley-Springs-Hotels-Loft.h111435019.Hotel-Information) Hedgesville 9.8/10 Exceptional (9 reviews) "Beautiful house, updated rooms, clean bathrooms and kitchen. Beds were comfy with nice linens. Wrap around porch was great with views of trees changing colors and listening to creek below! Great quiet secluded location and surrounding towns were very nice! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooke H. $337 nightly $364 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Loft.h111435019.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105650000/105649100/105649038/w3000h2004x0y0-f47a2a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/106000000/105650000/105649100/105649038/w2997h2001x0y0-f1b3a1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/106000000/105650000/105649100/105649038/231bc98e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105650000/105649100/105649038/w3000h2003x0y0-7614bc8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### cabin w/hot tub & fire pit by Shenandoah River [](https://www.expedia.com/Luray-Hotels-River-Access-Cabin-W-Hot-Tub.h105649038.Hotel-Information) Luray 8.6/10 Excellent (11 reviews) "We had a good, relaxing stay here. The kitchen was nicely equipped, the firepit was great. Very nice location for accessing the river for tubing fun!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth F. $316 nightly $342 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-River-Access-Cabin-W-Hot-Tub.h105649038.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112040000/112039100/112039093/009dc556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112040000/112039100/112039093/1526117d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112040000/112039100/112039093/9a9c6b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112040000/112039100/112039093/dc3fb4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Valley Views, Hot Tub, Deck, Screened Porch & WiFi [](https://www.expedia.com/Hedgesville-Hotels-Valley-Views.h112039093.Hotel-Information) Sleepy Hollow 10/10 Exceptional (1 review) "We had a great time, the views were amazing. The house was clean and comfortable. Everything you need it there. Tony was quick to respond with an questions we had. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Will S. $327 nightly $353 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Valley-Views.h112039093.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123170000/123161100/123161002/67d7001e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123170000/123161100/123161002/86e2c38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123170000/123161100/123161002/679bb147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123170000/123161100/123161002/4cd1403d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet w Hot Tub, Grill, FirePit, Games & Wifi [](https://www.expedia.com/Hedgesville-Hotels-Chalet-W-Hot-Tub.h123161002.Hotel-Information) The Woods $301 nightly $325 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Chalet-W-Hot-Tub.h123161002.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.com/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25®ionId=6056879&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_6056879) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VACATION_HOME) Villas [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VILLA) Chalets [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CHALET) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Chalets.d6056879-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Chalets.d6056879-aaChalets.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Mimslyn Inn Historic Hotels Of America](https://images.trvl-media.com/lodging/10000000/9770000/9760500/9760491/5175eb5d_y.jpg) ### Mimslyn Inn Historic Hotels Of America 10/10 Excellent "Beautiful property in a great location! The staff was very friendly and helpful, which definitely made us feel welcomed. There were a few food options, and although we didn’t get to try them all, we would certainly come back to enjoy the peaceful atmosphere. We will be back! " [](https://expedia.com/Luray-Hotels-Mimslyn-Inn-Historic-Hotels-Of-America.h9760491.Hotel-Information) ![Sleep Inn & Suites Winchester near University](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/554af346_y.jpg) ### Sleep Inn & Suites Winchester near University 2/10 Terrible "Killed a " [](https://expedia.com/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32_y.jpg) ### Hampton Inn Martinsburg 8/10 Good "The door was sticking when it was opened & closed to our room. I could see that there was water damage to the ceiling. I feel there should be a fan in the bathroom. The young lady at the front desk at check in was very nice and courteous to me while checking in. Even when we came back to our room I requested another bottle of water, she graciously provided. The gym was very good, and gave us what was needed. The breakfast was fair, but again we were able to get what was needed. Fruit would be a nice addition." [](https://expedia.com/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "The hotel was conveniently located in town, even for a guest without a car on hand! Staff was AMAZING! Breakfast was solid and on time! Clean rooms and easy to navigate. " [](https://expedia.com/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg) ### Lansdowne Resort and Spa 10/10 Excellent "I have stayed at Landsdowne many years, typically for girls spa weekends or overnight stay while I’m in town. The Spa Experience is always phenomenal. The staff is friendly all around. I continue to enjoy my stays!" [](https://expedia.com/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.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 "Clean rooms." [](https://expedia.com/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.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 "very nice hotel,very clean" [](https://expedia.com/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/e7acb022_y.jpg) ### Hilton Garden Inn Dulles North 2/10 Terrible "The TV didn’t work. " [](https://expedia.com/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![Best Western Leesburg Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/bcd21d29_y.jpg) ### Best Western Leesburg Hotel & Conference Center 6/10 Okay "Safe but no hot water. " [](https://expedia.com/Leesburg-Hotels-Best-Western-Leesburg-Hotel-Conference-Center.h12669.Hotel-Information) ## Find out more about Winchester ## Winchester Chalets information | Number of reviews | 19,689 | | ----------------- | ---------- | | Accommodation | 60 Chalets | | Lowest Price | $70 | | Highest Price | $126 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) - [Historic Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Historic-Hotel.0-n6164092-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Restaurants.0-n6164092-0-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Casino Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Casino-Hotel.0-n6164092-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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[Flights from Jacksonville (JAX) to Winchester (WGO) ](https://www.expedia.com/lp/flights/jax/wgo/jacksonville-to-winchester) - [Flights from Tampa (TPA) to Winchester (WGO) ](https://www.expedia.com/lp/flights/tpa/wgo/tampa-to-winchester) - [Flights from Kansas City (MCI) to Winchester (WGO) ](https://www.expedia.com/lp/flights/mci/wgo/kansas-city-to-winchester) - [Flights to Winchester Regional ](https://www.expedia.com/Cheap-Flights-To-Winchester-Regional.d6033090.Travel-Guide-Flights) - [Flights from Minneapolis (MSP) to Winchester (WGO) ](https://www.expedia.com/lp/flights/msp/wgo/minneapolis-to-winchester) - [Flights from Cincinnati (CVG) to Winchester (WGO) ](https://www.expedia.com/lp/flights/cvg/wgo/cincinnati-to-winchester) - [Flights from Greenville (GSP) to Winchester (WGO) ](https://www.expedia.com/lp/flights/gsp/wgo/greenville-to-winchester) - [Flights from Grand Rapids (GRR) to Winchester (WGO) ](https://www.expedia.com/lp/flights/grr/wgo/grand-rapids-to-winchester) - [Visit Old Town Winchester ](https://www.expedia.com/Winchester-Old-Town-Winchester.dx6164092) - [Bright Box Theater ](https://www.expedia.com/Bright-Box-Theater-Old-Town-Winchester.d553248621561864843.Vacation-Attraction) - [Shenandoah Valley Discovery Museum ](https://www.expedia.com/Shenandoah-Valley-Discovery-Museum-Old-Town-Winchester.d553248621587527659.Vacation-Attraction) - [George Washington's Office ](https://www.expedia.com/George-Washingtons-Office-Old-Town-Winchester.d6164042.Vacation-Attraction) - [Mt Hebron Cemetery ](https://www.expedia.com/Mt-Hebron-Cemetery-Winchester.d553248621532661845.Vacation-Attraction) - [Patsy Cline Historic House ](https://www.expedia.com/Patsy-Cline-Historic-House-Winchester.d553248621532661841.Vacation-Attraction) - [Museum of the Shenandoah Valley ](https://www.expedia.com/Museum-Of-The-Shenandoah-Valley-Winchester.d6127313.Vacation-Attraction) - [Jim Barnett Park ](https://www.expedia.com/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) - [Abram's Delight ](https://www.expedia.com/Abrams-Delight-Winchester.d553248621532661839.Vacation-Attraction) - 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