Title: Book the Best Sleepy Hollow WINERY Hotels in 2026 | Expedia.ca

[Sleepy Hollow Travel Guide](https://expedia.ca/Hedgesville-Sleepy-Hollow.dx553248635976481735)[Vacation Rentals in Hedgesville](https://expedia.ca/Hedgesville-Vacation-Rentals.d184160.Travel-Guide-VacationRentals)[Sleepy Hollow Car Rentals](https://expedia.ca/Car-Rentals-In-Sleepy-Hollow.d553248635976481735.Car-Rental-Guide)[Sleepy Hollow Vacations](https://expedia.ca/Sleepy-Hollow.d553248635976481735.Destination-Travel-Guides)

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# Find Winery Hotels in Sleepy Hollow, WV from CA $247

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## Check availability on Sleepy Hollow Winery Hotels

Tonight

[Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976481735&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=553248635976481735&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976481735&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976481735&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Sleepy Hollow Winery Hotels

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/w3576h2889x0y5-aa48cc83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/43bbee29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/c7101f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/beb7c73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek. 

Berkeley Springs

9.8/10

Exceptional

(294)

"Secluded and peaceful, exactly what we were looking for. Loved this cabin!"

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

John V.

CA $140

CA $444 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Berkeley-Springs-Hotels-Private-Getaway-W-Hot-Tub.h27132250.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/c77e2458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video library](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/bcee6e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/af61e3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/e5fc9b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Retreat Suite In Town!- Inside The Grand Castalian Inn B&B

Berkeley Springs

10/10

Exceptional

(3)

"My partner and I have both stayed in some pretty high end hotels and we were so impressed!! By far the best VRBO i’ve stayed in-newly renovated and decorated. You don’t want to pass up this hidden gem convenient to everything in Berkeley Springs!"

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

Deirdre A.

CA $271

CA $392 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186922.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98500000/98495800/98495723/83125d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/99000000/98500000/98495800/98495723/f36ecf04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98500000/98495800/98495723/450f7eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/99000000/98500000/98495800/98495723/0c480063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Little Red Schoolhouse

Cross Junction

9.8/10

Exceptional

(13)

"We loved the overall school house theme. Very comfortable accommodations! "

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

Tony Z.

CA $87

CA $247 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Cross-Junction-Hotels-The-Little-Red-Schoolhouse.h98495723.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/2778d99f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/ad0ecad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/7a0299f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/6f6e84c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Appalachian Suite In Town!- The Grand Castalian Inn B&B

Berkeley Springs

10/10

Exceptional

(2)

"We loved the spot and will be back!"

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

Seth W.

CA $287

CA $417 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186920.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/20bc954d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/03c5456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/e3ef8a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/f59e70a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B

Berkeley Springs

10/10

Exceptional

(3)

"Beautiful house. Renovations are not quite complete yet, and the electronic locks needed extra communication with the owner to use, but still a great stay. Perfect location and this place will be gorgeous after renovations are complete."

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

Daniel F.

CA $271

CA $396 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Berkeley-Springs-Hotels-Bird-Nest-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186918.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/109000000/108020000/108011600/108011538/964cfe73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108020000/108011600/108011538/9485d69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video library](https://images.trvl-media.com/lodging/109000000/108020000/108011600/108011538/ac634e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108020000/108011600/108011538/4db9e83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 50's Drive-In Inside the Grand Castalian Inn B&B

Berkeley Springs

CA $303

CA $438 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Berkeley-Springs-Hotels-50s-Drive-In-Inside-The-Grand-Castalian-Inn-BB.h108011538.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-18&endDate=2025-12-19&regionId=553248635976481735&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Sleepy Hollow Hotel Reviews

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- [Flights from Providence (PVD) to Martinsburg (MRB) ](https://www.expedia.ca/lp/flights/pvd/mrb/providence-to-martinsburg)
- [Flights from Richmond (RIC) to Martinsburg (MRB) ](https://www.expedia.ca/lp/flights/ric/mrb/richmond-to-martinsburg)
- [Flights from Montreal (YUL) to Martinsburg (MRB) ](https://www.expedia.ca/lp/flights/yul/mrb/montreal-to-martinsburg)
- [Flights from Calgary (YYC) to Martinsburg (MRB) ](https://www.expedia.ca/lp/flights/yyc/mrb/calgary-to-martinsburg)
- [Flights from Toronto (YYZ) to Martinsburg (MRB) ](https://www.expedia.ca/lp/flights/yyz/mrb/toronto-to-martinsburg)

- [Artists of Merrywoods ](https://www.expedia.ca/Artists-Of-Merrywoods-Berkeley-Springs.d553248621532662652.Vacation-Attraction)
- [Atasia Spa ](https://www.expedia.ca/Atasia-Spa-Berkeley-Springs.d553248621532662467.Vacation-Attraction)
- [Berkeley Springs State Park ](https://www.expedia.ca/Berkeley-Springs-State-Park-Berkeley-Springs.d6093893.Vacation-Attraction)
- [Berkeley Springs Vacations ](https://www.expedia.ca/Berkeley-Springs.d55584.Destination-Travel-Guides)
- [Colonial Springs Spa ](https://www.expedia.ca/Colonial-Springs-Spa-Berkeley-Springs.d553248621532662651.Vacation-Attraction)
- [Visit Martinsburg ](https://www.expedia.ca/Martinsburg.dx6057082)

- [Car rental Martinsburg ](https://www.expedia.ca/Car-Rentals-In-Martinsburg.d6057082.Car-Rental-Guide)

- [Falling Waters Vacation Rentals ](https://www.expedia.ca/Falling-Waters-Vacation-Rentals.d6048072.Travel-Guide-VacationRentals)

- [Things to do in Martinsburg ](https://www.expedia.ca/Things-To-Do-In-Martinsburg.d6057082.Travel-Guide-Activities)

- [Book Hotels in Sleepy Hollow on Expedia.com ](https://www.expedia.com/Sleepy-Hollow-Martinsburg-Hotels-Winery-Hotel.0-n553248635976481735-0-tWineryHotel.Travel-Guide-Filter-Hotels)