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
8 Sept - 9 Sept
Tomorrow
9 Sept - 10 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Winchester ski hotels

A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."
A spacious lobby with a round table, chairs, a chandelier, and an American flag.
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
14 Sept - 15 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.
An outdoor patio with round tables and chairs, red umbrellas, and a brick building in the background.
A modern lobby with two armchairs, a coffee station, and a snack bar.

2. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
Winchester
£93
includes taxes & fees
13 Sept - 14 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 modern hotel lobby with a clear exit sign, a reception desk, and a seating area with red chairs.
A hotel lobby with a polished tile floor, a reception desk, and seating area with white chairs.
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.
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.
A hotel lobby with a reception desk, a minibar, a seating area, and a clothing rack.
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 room with a large bed, a ceiling fan, a nightstand, a window with curtains, and a view of the ocean.
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.
£53
includes taxes & fees
5 Oct - 6 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 reception desk with a sign for guest courtesy telephone, a framed picture on the wall, and a counter with various items.
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.

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.
£53
includes taxes & fees
28 Sept - 29 Sept
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 hotel reception desk with a modern design, a sign for Holiday Inn Express, and two floor lamps.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A Holiday Inn Express building with a brick facade, large windows, and a clear sky.

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 two-story brick building with a balcony and a porch decorated with lights and Christmas trees.
A patio area with a picnic table and umbrella, surrounded by a white fence and potted plants.
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.
A living room with a dark blue sofa, patterned rug, and a clock on the wall.

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

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
£151
includes taxes & fees
9 Sept - 10 Sept
Beautiful, Historic, Hiking, Biking and C&O Canal
A two-story residential building with a front porch, a pathway leading to the entrance, and a well-maintained lawn.
A hotel room with a large bed, a desk with a computer, a chair, a coffee maker, and a television.
A park with a large outdoor sign spelling 'LOVE' surrounded by autumn leaves.
A backyard with a pergola, string lights, and a swing set.

10. Roadhaven1830

Roadhaven1830
Mount Jackson
£117
includes taxes & fees
14 Sept - 15 Sept
Roadhaven1830
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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
"We chose Old Town Winchester and stayed at The George Washington Hotel as our gathering spot for High school girl friends The Hotel was beautiful ,our rooms big enough plus having a sm scale table with 2 chairs ,the bathroom very roomy,beds were very comfortable and the staff very accommodating and welcoming The amenities at the hotel met our needs perfectly ! It was really nice to be in a walkable area with many shops and restaurants ,pubs .No complaints from 5 women in our group 😁"
violet 2-night trip
Posted 4 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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