Title: The Best Winchester, VA Chalets from $275 | 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)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-06-26&endDate=2026-06-28&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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/127000000/126510000/126507500/126507459/08d68376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/127000000/126510000/126507500/126507459/ac841b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/127000000/126510000/126507500/126507459/88782e19.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/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/96000000/95590000/95585200/95585199/5d0de6c2.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)

![Exterior](https://images.trvl-media.com/lodging/96000000/95590000/95585200/95585199/fded8143.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.

$257 nightly

$275 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Berkeley-Springs-Hotels-Modern-Cabin-W-Mountain-View.h95585199.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/f0e44f8a.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)

### 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.

$271 nightly

$291 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Harpers-Ferry-Hotels-Modern-Harpers-Ferry-Cabin-W-Hot-Tub.h92168272.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)

![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)

![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 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Great-Cacapon-Hotels-Dog-Friendly-W-Woodstove.h112655526.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)

![Exterior](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/f45e516d.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)

![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.

$280 nightly

$301 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/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/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)

![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)

### 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 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Berkeley-Springs-Hotels-Surrounded-By-Nature.h114199873.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/1d714b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/w799h599x1y1-834cab7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/e00f7eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/31000000/30330000/30327000/30326974/ab679a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain View,Chalet,Hot tub,Sauna,King beds,Firepit,Near Cacapon Resort. 

[](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.

$656 nightly

$730 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Martinsburg-Hotels-Secluded.h30326974.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/93000000/92170000/92168300/92168268/740997b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/fdaca9a5.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/93000000/92170000/92168300/92168268/dfb2a69b.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.

$289 nightly

$311 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Harpers-Ferry-Hotels-Harpers-Ferry-Cabin-W-Hot-Tub.h92168268.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/111000000/110990000/110988600/110988526/07d0c1a4.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)

![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 8 - Mar 9

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/106000000/105340000/105338100/105338034/9602dcad.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)

### 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.

$301 nightly

$325 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Hedgesville-Hotels-Chalet-Cabin-W-Hot-Tub.h105338034.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)

![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113690000/113684100/113684040/e9068748.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)

### 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

$284 nightly

$307 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Rio-Hotels-Cozy-W-Hot-Tub.h113684040.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/ff1d7f48.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)

![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)

![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 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Hedgesville-Hotels-Starcatcher.h92006510.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)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435019/daa95cac.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)

### 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 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Berkeley-Springs-Hotels-Loft.h111435019.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/a943d134.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)

### 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 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Hedgesville-Hotels-Hot-Tub.h107324655.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)

![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/a6b91d8e.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)

### 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 9 - Mar 10

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/124000000/123170000/123161100/123161002/67d7001e.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/c6cd5f0d.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

$300 nightly

$324 total

Mar 11 - Mar 12

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/113000000/112040000/112039100/112039093/009dc556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112040000/112039100/112039093/08ee4fa1.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)

### 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 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Hedgesville-Hotels-Valley-Views.h112039093.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105650000/105649100/105649038/w3000h1999x0y0-c5486fd3.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)

### 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.

$303 nightly

$328 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)

![Exterior](https://images.trvl-media.com/lodging/77000000/76900000/76891000/76890990/249d72e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76900000/76891000/76890990/23c8f3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76900000/76891000/76890990/3642ea78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/77000000/76900000/76891000/76890990/45fe6de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy chalet w/hot tub & deck, mountain views

[](https://www.expedia.com/Augusta-Hotels-Mountaintop-Chalet-W-Amazing-Views.h76890990.Hotel-Information)

Augusta

9.6/10

Exceptional

(14 reviews)

"Tony is a wonderful and communicative host! We had a great, relaxing weekend here. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leigh Ann P.

$282 nightly

$303 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Augusta-Hotels-Mountaintop-Chalet-W-Amazing-Views.h76890990.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.

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=COTTAGE)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VILLA)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CHALET)

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## Top Winchester Hotel Reviews

![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

"Overall, met expectation for an overnight facility. "

[](https://expedia.com/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/c10d527c_y.jpg)

### Hampton Inn Winchester-University/Mall Area

8/10 Good

"All good. Clean, nice hotel for us, a one night stay for traveling. "

[](https://expedia.com/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.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

"Yes"

[](https://expedia.com/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.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

"Room was great. Check in was easy."

[](https://expedia.com/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![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

"This is my go-to hotel in Winchester. The rooms are very comfortable and clean. The staff is great. It is close to many restaurants and stores. And its location is the shortest drive to the Summit Point Motor Sports Park. A win-win."

[](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

8/10 Good

"Room was clean but a lil noisy. We didn't have the best room location. Must have been close to a staff area"

[](https://expedia.com/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information)

![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32_y.jpg)

### Hampton Inn Martinsburg

10/10 Excellent

"Desk staff are very helpful and courteous "

[](https://expedia.com/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information)

![Candlewood Suites Winchester by IHG](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398_y.jpg)

### Candlewood Suites Winchester by IHG

10/10 Excellent

"The room was nice and clean and the staff was friendly. "

[](https://expedia.com/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information)

![Quality Inn Harpers Ferry - Charles Town](https://images.trvl-media.com/lodging/1000000/30000/25200/25179/e301290f_y.jpg)

### Quality Inn Harpers Ferry - Charles Town

10/10 Excellent

"The room was comfortable and clean, and having breakfast included was great. Also, it’s very convenient being only a few minutes away from the main historic area of Harpers Ferry. "

[](https://expedia.com/Martinsburg-Hotels-Quality-Inn.h25179.Hotel-Information)

## Find out more about Winchester

## Winchester Chalets information

| Number of reviews | 371        |
| ----------------- | ---------- |
| Accommodation     | 60 Chalets |
| Lowest Price      | $275       |
| Highest Price     | $730       |

## Explore a world of travel with Expedia

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- [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)