A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

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Check availability on Winchester Ski Hotels

Tonight
15 Sept - 16 Sept
Tomorrow
16 Sept - 17 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Winchester ski hotels

A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A spacious living room with a fireplace, leather sofa, armchairs, and a large painting.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."
A bar area with a piano, seating, and a bar counter with bottles.

1. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
  • Embark on a winter wonderland escape with direct access to ski trails and a rejuvenating spa in this historic Winchester retreat.
£109
includes taxes & fees
27 Sept - 28 Sept
The George Washington Hotel, A Wyndham Grand Hotel
A hotel lobby with seating, a reception desk, and a refrigerated display.
A hotel room with a bed, a desk, a chair, a small table, and a window with curtains.
A modern lobby with two armchairs, a coffee station, and a snack bar.
A compact kitchen with a microwave, stove, dishwasher, and sink. There is a dining area with a table and chairs, and a living room with a sofa.

2. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
Winchester
£93
includes taxes & fees
20 Sept - 21 Sept
TownePlace Suites by Marriott Winchester
A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.
A hotel lobby with a polished tile floor, a reception desk, and seating area with white chairs.
A hotel with a green roof, a covered entrance, and a sign that reads "RAMADA".
A hotel room with two beds, a nightstand with a lamp, a desk with a chair, a window with curtains, and a wall-mounted air conditioner.

3. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
  • Escape to the Shenandoah Valley in this mountain hotel where ski adventures meet comfort and hospitality.
£62
includes taxes & fees
27 Sept - 28 Sept
Ramada by Wyndham Strasburg/Shenandoah Valley
A restaurant interior with a bar area, seating, and artwork on the walls.
A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.
A spacious lobby with a reception desk, seating area with sofas, and a chandelier.

4. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
  • Winter sports paradise with hot tub, pool, and golf course views makes this mountain retreat a snowy delight for all seasons.
£100
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.
A stainless steel kitchen with a built-in water dispenser and a window with blinds.
A hotel lobby with a wooden railing, a reception desk, a flower vase, and an exit sign.
A hotel lobby with a wooden staircase, a reception desk, and red chairs.

5. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
Front Royal
  • Embrace winter adventure with ski-in access to Shenandoah National Park, plus a cosy garden retreat after thrilling powder runs.
£54
includes taxes & fees
1 Oct - 2 Oct
Motel 6 Front Royal, VA
A multi-level interior with wooden staircases, a flat-screen TV, a fireplace, and a seating area with a coffee table.
A hotel room with a flat-screen TV mounted on the wall, a microwave, a coffee maker, a lamp, and a desk with a chair.
A restaurant with multiple tables and chairs, a kitchen area, and a counter with various food and drink items.
A modern living room with a fireplace, leather chairs, a glass coffee table, and a flat-screen TV mounted on the wall.

6. Quality Inn & Suites

Quality Inn & Suites
Kearneysville
  • Ski into a winter wonderland at this historic district hotel, where mountain adventures and a seasonal outdoor pool await your visit.
£52
includes taxes & fees
6 Oct - 7 Oct
Quality Inn & Suites
A hotel room with a bed, a TV, a desk with a lamp, a bathroom with a bathtub, and a door.
A Holiday Inn Express building with a brick facade, large windows, and a clear sky.
A hotel reception desk with a modern design, a sign for Holiday Inn Express, and two floor lamps.
A dining area with booths and tables, large windows, and ceiling lights.

7. Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Woodstock
£91
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
An indoor swimming pool with clear water, surrounded by large windows and a tiled floor.
A hotel room with a shower, a bed, a desk, a chair, a television, and a window with curtains.

8. Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA
Woodstock
  • Ski into winter adventures at this Woodstock retreat with a heated indoor pool and mountain access for thrilling downhill days.
£88
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn & Suites Woodstock, VA
A cylindrical metal building with a lit entrance, surrounded by trees.
A kitchen with a black sink, wooden countertop, and various kitchen appliances. There are two signs on the wall, one reading "EAT" and another saying "GOOD FOOD GOOD MOOD".
A cozy bedroom with a bed, a chair, a small table, and a window.
A compact kitchen with a wooden countertop, a small refrigerator, and various kitchen appliances. There are shelves with kitchenware and a wall-mounted sign that reads "EAT GOOD MOOD".

9. Wild And Wonderful Silos

Wild And Wonderful Silos
Harpers Ferry
  • Experience winter adventures at this mountain cabin with a private sauna and nearby snowboarding in scenic Harpers Ferry.
£176
includes taxes & fees
16 Sept - 17 Sept
Wild And Wonderful Silos
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dining area with a glass table.
A living room with a dark blue sofa, patterned rug, and a clock on the wall.
A bedroom with a bed, a wooden bench, a rug, a painting, a mirror, a dresser, and a dining area with chairs and a table.

10. Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
£151
includes taxes & fees
16 Sept - 17 Sept
Beautiful, Historic, Hiking, Biking and C&O Canal
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Choose what matters most at ski hotels in Winchester

Resort
4 stars
5 stars
Spa
Family-friendly

Top Winchester Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"The shower was the best I had ever experienced. the pressure and water volume was awesome."
Ray 1-night trip
Posted 2 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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