Title: The Best Winchester, VA Chalets from $268 | 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 ![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. $296 nightly $319 total Mar 18 - Mar 19 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) ![Interior](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/74ebd951.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) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/45fdfc56.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 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Gerrardstown-Hotels-Modern-Chalet-Cabin-W-Fire-Pit.h76378255.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/w799h599x1y1-834cab7a.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) ![Dining](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/a5a19d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/d99d13c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sky Mountain Chalet - 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 16 - Mar 17 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) ![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) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168272/f0e44f8a.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 24 - Mar 25 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/115000000/114200000/114199900/114199873/74d49cb6.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) ![TV, books](https://images.trvl-media.com/lodging/115000000/114200000/114199900/114199873/f763c15d.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) ### 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 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Surrounded-By-Nature.h114199873.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/96000000/95590000/95585200/95585199/31846e88.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) ### 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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112660000/112655600/112655526/e54976c3.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) ### 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) ![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/121000000/120430000/120422600/120422588/44e7e9fc.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) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110988600/110988526/14360f34.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) ![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/111000000/110990000/110988600/110988526/07d0c1a4.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 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Cozy-W-Fire-Pit.h110988526.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/c24c57fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/e9068748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin w/hot tub & fire pit near Bryce [](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) ![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/93000000/92010000/92006600/92006510/0842b5eb.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/da229ade.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 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Starcatcher.h92006510.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/106000000/105340000/105338100/105338034/8fafcceb.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/106000000/105340000/105338100/105338034/9602dcad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated cabin w/hot tub & fire pit [](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. $312 nightly $336 total Mar 18 - Mar 19 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) ![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/108000000/107330000/107324700/107324655/3f9954f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107330000/107324700/107324655/99716e67.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 15 - Mar 16 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) ![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126540000/126532300/126532212/59fab24b.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/127000000/126540000/126532300/126532212/3e122d39.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) ![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/dea26533.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) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435019/daa95cac.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 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Loft.h111435019.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/a6b91d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125790000/125780600/125780534/d427c82b.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) ### 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 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Cabin-W-Fire-Pit.h125780534.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) ![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) ![Interior](https://images.trvl-media.com/lodging/113000000/112040000/112039100/112039093/1526117d.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 15 - Mar 16 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/124000000/123170000/123161100/123161002/4cd1403d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123170000/123161100/123161002/c6cd5f0d.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) ### 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 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Chalet-W-Hot-Tub.h123161002.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107090000/107086100/107086064/adeda28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107090000/107086100/107086064/4c004d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107090000/107086100/107086064/e76be29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107090000/107086100/107086064/8190c769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin w/hot tub & wraparound deck [](https://www.expedia.com/Berkeley-Springs-Hotels-Cabin-W-Hot-Tub.h107086064.Hotel-Information) Berkeley Springs 9.8/10 Exceptional (6 reviews) "Loved the peaceful location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy L. $292 nightly $314 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Cabin-W-Hot-Tub.h107086064.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120050000/120049400/120049396/82552c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120050000/120049400/120049396/43cd658c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120050000/120049400/120049396/24750eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120050000/120049400/120049396/eeeeee0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic 1802 Forge Home by North River & Trails [](https://www.expedia.com/Augusta-Hotels-Historic-1802-Forge-Home-By-North-River-Trails.h120049396.Hotel-Information) Capon Bridge 10/10 Exceptional (1 review) "Comfortable, sheets were outstanding! Host was very accommodating and answered questions right away. Could use a little more lighting, stairs were dark. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda C. $282 nightly $303 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Augusta-Hotels-Historic-1802-Forge-Home-By-North-River-Trails.h120049396.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=2026-03-26&endDate=2026-03-27®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=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&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=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=COTTAGE) 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=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VACATION_HOME) 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=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APARTMENT) 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=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&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=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&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 ![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/c93a366a_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "Beautiful hotel and room. Accessible room was perfect. Staff was friendly right from check-in. Would highly recommend this hotel to anyone who needs an accessible room. " [](https://expedia.com/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "We stay here often on our travels between NC and NJ. The hotel is adjacent to Old Winchester which is a closed off road with many shops and restaurants. The hotel rooms are very comfortable. " [](https://expedia.com/Winchester-Hotels-The-George-Washington-Hotel.h1364026.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 4/10 Poor "Pictures don’t describe property accurately. We needed an in expensive economy hotel. Wasn’t looking for anything fancy just wanted clean room to sleep, shower and leave. Property was definitely shady, customers looked like they were on drugs. Our room had holes in bathroom door. We stayed only because room was prepaid and bed didn’t have bed bugs. Will never stay at property again!! Beware.. spend an extra few dollars and stay down the street at Holiday Inn express, regret not staying there!" [](https://expedia.com/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) ![Fairfield Inn & Suites by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/0de00556_y.jpg) ### Fairfield Inn & Suites by Marriott Winchester 10/10 Excellent "While driving from Florida to New Hampshire needed a place to stay overnight. This stay exceeded my expectations " [](https://expedia.com/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) ![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) ![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) ## Find out more about Winchester ## Winchester Chalets information | Number of reviews | 361 | | ----------------- | ---------- | | Accommodation | 60 Chalets | | Lowest Price | $268 | | Highest Price | $674 | ## 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) - [Hotels with Bars in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Bar-Hotel.0-n6164092-0-tBarHotel.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Spa-Hotel.0-n6164092-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Cheap-Hotels.0-n6164092-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Adjoining-Rooms.0-n6164092-0-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Old Town Winchester ](https://www.expedia.com/5Star-Old-Town-Winchester-Winchester-Hotels.s50-n6164092-0.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Hot-Tubs.0-n6164092-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Boutique-Hotel.0-n6164092-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Balconies.0-n6164092-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Facilities in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Laundry-Facilities.0-n6164092-0-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-LGBT-Welcoming-Hotel.0-n6164092-0-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Ski-Hotel.0-n6164092-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Luxury-Hotel.0-n6164092-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Business-Hotel.0-n6164092-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Beach Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Beach-Hotel.0-n6164092-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Old Town Winchester ](https://www.expedia.com/4Star-Old-Town-Winchester-Winchester-Hotels.s40-n6164092-0.Travel-Guide-Filter-Hotels) - [Hotels with Room Service in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Room-Service.0-n6164092-0-tHotelswithRoomService.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Wedding-Hotels.0-n6164092-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels near Bright Box Theater ](https://www.expedia.com/Bright-Box-Theater-Hotels.0-l553248621561864843-0.Travel-Guide-Filter-Hotels) - [Hotels near Old Court House Civil War Museum ](https://www.expedia.com/Old-Court-House-Civil-War-Museum-Hotels.0-l553248621532661844-0.Travel-Guide-Filter-Hotels) - [Frederick County Hotels ](https://www.expedia.com/Destinations-In-Frederick-County.d553248635976431672.Hotel-Destinations) - [Hotels near Shenandoah Valley Discovery Museum ](https://www.expedia.com/Shenandoah-Valley-Discovery-Museum-Hotels.0-l553248621587527659-0.Travel-Guide-Filter-Hotels) - [Hotels near George Washington's Office ](https://www.expedia.com/George-Washingtons-Office-Hotels.0-l6164042-0.Travel-Guide-Filter-Hotels) - [Hotels near Handley Regional Library ](https://www.expedia.com/Handley-Regional-Library-Hotels.0-l6164024-0.Travel-Guide-Filter-Hotels) - [Hotels near Mt Hebron Cemetery ](https://www.expedia.com/Mt-Hebron-Cemetery-Hotels.0-l553248621532661845-0.Travel-Guide-Filter-Hotels) - [Hotels near Winchester Little Theater ](https://www.expedia.com/Winchester-Little-Theater-Hotels.0-l6164047-0.Travel-Guide-Filter-Hotels) - [Hotels near Stonewall Jackson's Headquarters ](https://www.expedia.com/Stonewall-Jacksons-Headquarters-Hotels.0-l6164032-0.Travel-Guide-Filter-Hotels) - [Hotels near Patsy Cline Historic House ](https://www.expedia.com/Patsy-Cline-Historic-House-Hotels.0-l553248621532661841-0.Travel-Guide-Filter-Hotels) - [Hotels near Museum of the Shenandoah Valley ](https://www.expedia.com/Museum-Of-The-Shenandoah-Valley-Hotels.0-l6127313-0.Travel-Guide-Filter-Hotels) - [Hotels near Jim Barnett Park ](https://www.expedia.com/Jim-Barnett-Park-Hotels.0-l6164028-0.Travel-Guide-Filter-Hotels) - [Hotels near Abram's Delight ](https://www.expedia.com/Abrams-Delight-Hotels.0-l553248621532661839-0.Travel-Guide-Filter-Hotels) - [Hotels near Winchester-Frederick County Convention & Visitors Bureau ](https://www.expedia.com/Winchester-Frederick-County-Convention-Visitors-Bureau-Hotels.0-l553248621561864842-0.Travel-Guide-Filter-Hotels) - [Hotels near Shenandoah University ](https://www.expedia.com/Shenandoah-University-Hotels.0-l6127311-0.Travel-Guide-Filter-Hotels) - [Hotels near Apple Blossom Mall ](https://www.expedia.com/Apple-Blossom-Mall-Hotels.0-l6164018-0.Travel-Guide-Filter-Hotels) - [Hotels near ValleyHealth Winchester Medical Center ](https://www.expedia.com/Winchester-Medical-Center-Hotels.0-l6164057-0.Travel-Guide-Filter-Hotels) - [Hotels near Rock Harbor Golf Course ](https://www.expedia.com/Rock-Harbor-Golf-Course-Hotels.0-l553248621561864838-0.Travel-Guide-Filter-Hotels) - [Flights from Frederick County ](https://www.expedia.com/lp/flights/553248635976431672/flights-from-frederick-county) - [Flights to Frederick County ](https://www.expedia.com/Destinations-In-Frederick-County.d553248635976431672.Flight-Destinations) - [Flights from Winchester Regional ](https://www.expedia.com/lp/airports/wgo/flights-from-winchester-regional-airport) - [Flights from Richmond (RIC) to Winchester (WGO) ](https://www.expedia.com/lp/flights/ric/wgo/richmond-to-winchester) - [Flights from Houston (IAH) to Winchester (WGO) ](https://www.expedia.com/lp/flights/iah/wgo/houston-to-winchester) - [Flights from Washington (IAD) to Winchester (WGO) ](https://www.expedia.com/lp/flights/iad/wgo/washington-to-winchester) - [Flights from Baltimore (BWI) to Winchester (WGO) ](https://www.expedia.com/lp/flights/bwi/wgo/baltimore-to-winchester) - [Flights from Pittsburgh (PIT) to Winchester (WGO) ](https://www.expedia.com/lp/flights/pit/wgo/pittsburgh-to-winchester) - [Flights from Washington (DCA) to Winchester (WGO) ](https://www.expedia.com/lp/flights/dca/wgo/washington-to-winchester) - [Flights from Dallas (DFW) to Winchester (WGO) ](https://www.expedia.com/lp/flights/dfw/wgo/dallas-to-winchester) - [Flights from Charlotte (CLT) to Winchester (WGO) ](https://www.expedia.com/lp/flights/clt/wgo/charlotte-to-winchester) - [Flights from New York (JFK) to Winchester (WGO) ](https://www.expedia.com/lp/flights/jfk/wgo/new-york-to-winchester) - [Flights from Norfolk (ORF) to Winchester (WGO) ](https://www.expedia.com/lp/flights/orf/wgo/norfolk-to-winchester) - [Flights from Raleigh (RDU) to Winchester (WGO) ](https://www.expedia.com/lp/flights/rdu/wgo/raleigh-to-winchester) - [Flights from Knoxville (TYS) to Winchester (WGO) ](https://www.expedia.com/lp/flights/tys/wgo/knoxville-to-winchester) - [Flights from Chattanooga (CHA) to Winchester (WGO) ](https://www.expedia.com/lp/flights/cha/wgo/chattanooga-to-winchester) - [Flights from Atlanta (ATL) to Winchester (WGO) ](https://www.expedia.com/lp/flights/atl/wgo/atlanta-to-winchester) - [Flights from Philadelphia (PHL) to Winchester (WGO) ](https://www.expedia.com/lp/flights/phl/wgo/philadelphia-to-winchester) - [Flights from Chicago (ORD) to Winchester (WGO) ](https://www.expedia.com/lp/flights/ord/wgo/chicago-to-winchester) - [Flights from Seattle (SEA) to Winchester (WGO) ](https://www.expedia.com/lp/flights/sea/wgo/seattle-to-winchester) - [Flights from Boston (BOS) to Winchester (WGO) ](https://www.expedia.com/lp/flights/bos/wgo/boston-to-winchester) - [Flights from Nashville (BNA) to Winchester (WGO) ](https://www.expedia.com/lp/flights/bna/wgo/nashville-to-winchester) - [Flights from Orlando (MCO) to Winchester (WGO) ](https://www.expedia.com/lp/flights/mco/wgo/orlando-to-winchester) - [Flights from Greensboro (GSO) to Winchester (WGO) ](https://www.expedia.com/lp/flights/gso/wgo/greensboro-to-winchester) - [Flights from Columbus (CMH) to Winchester (WGO) ](https://www.expedia.com/lp/flights/cmh/wgo/columbus-to-winchester) - [Flights from Indianapolis (IND) to Winchester (WGO) ](https://www.expedia.com/lp/flights/ind/wgo/indianapolis-to-winchester) - [Flights from St. Louis (STL) to Winchester (WGO) ](https://www.expedia.com/lp/flights/stl/wgo/st-louis-to-winchester) - [Flights from Los Angeles (LAX) to Winchester (WGO) ](https://www.expedia.com/lp/flights/lax/wgo/los-angeles-to-winchester) - [Flights from Savannah (SAV) to Winchester (WGO) ](https://www.expedia.com/lp/flights/sav/wgo/savannah-to-winchester) - [Flights from San Diego (SAN) to Winchester (WGO) ](https://www.expedia.com/lp/flights/san/wgo/san-diego-to-winchester) - [Flights from Myrtle Beach (MYR) to Winchester (WGO) ](https://www.expedia.com/lp/flights/myr/wgo/myrtle-beach-to-winchester) - [Flights from Detroit (DTW) to Winchester (WGO) ](https://www.expedia.com/lp/flights/dtw/wgo/detroit-to-winchester) - [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) - [Nalls Farm Market ](https://www.expedia.com/Nalls-Farm-Market-Winchester.d553248621532661846.Vacation-Attraction) - [Shenandoah University ](https://www.expedia.com/Shenandoah-University-Winchester.d6127311.Vacation-Attraction) - [Rock Harbor Golf Course ](https://www.expedia.com/Rock-Harbor-Golf-Course-Winchester.d553248621561864838.Vacation-Attraction) - [Car rentals near Old Town Winchester ](https://www.expedia.com/Car-Rentals-In-Old-Town-Winchester.d6164092.Car-Rental-Guide) - [Car rentals near Patsy Cline Historic House ](https://www.expedia.com/Car-Rentals-In-Patsy-Cline-Historic-House.d553248621532661841.Car-Rental-Guide) - [Car rentals near Nalls Farm Market ](https://www.expedia.com/Car-Rentals-In-Nalls-Farm-Market.d553248621532661846.Car-Rental-Guide) - [Car rentals near Shenandoah University ](https://www.expedia.com/Car-Rentals-In-Shenandoah-University.d6127311.Car-Rental-Guide) - [Van Car Rentals near Shenandoah University ](https://www.expedia.com/Van-Car-Rentals-In-Shenandoah-University.d6127311-tVan.Car-Rental-Guide-Class) - [Car rentals near Apple Blossom Mall ](https://www.expedia.com/Car-Rentals-In-Apple-Blossom-Mall.d6164018.Car-Rental-Guide) - [Car rentals near ValleyHealth Winchester Medical Center ](https://www.expedia.com/Car-Rentals-In-Winchester-Medical-Center.d6164057.Car-Rental-Guide) - [Car rentals near College Park ](https://www.expedia.com/Car-Rentals-In-College-Park.d553248635975870482.Car-Rental-Guide) - [Car rental Winchester Airport (WGO) ](https://www.expedia.com/Car-Rentals-In-Winchester-Regional.d6033090.Car-Rental-Guide)