A large house in a field with a cloudy sky.

Find Ski Hotels in Middletown, VA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Ski Hotels

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Middletown ski hotels

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 with a green roof, a covered entrance, and a sign that reads "RAMADA".
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.

1. 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.
NT$2,540
NT$2,827 total
includes taxes & fees
Oct 11 - Oct 12
Ramada by Wyndham Strasburg/Shenandoah Valley
A restaurant interior with a bar area, seating, and artwork on the walls.
A spacious lobby with a reception desk, seating area with 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 stone fireplace, blue upholstered sofas, and a chandelier.

2. 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.
NT$3,407
NT$3,757 total
includes taxes & fees
Oct 28 - Oct 29
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 hotel lobby with a wooden staircase, a reception desk, and red chairs.
A hotel lobby with a wooden railing, a reception desk, a flower vase, and an exit sign.
A stainless steel kitchen with a built-in water dispenser and a window with blinds.

3. 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 cozy garden retreat after thrilling powder runs.
NT$2,065
NT$2,299 total
includes taxes & fees
Oct 5 - Oct 6
Motel 6 Front Royal, VA
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
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.
A spacious living room with a fireplace, leather sofa, armchairs, and a large painting.

4. 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.
NT$4,160
NT$4,713 total
includes taxes & fees
Oct 11 - Oct 12
The George Washington Hotel, A Wyndham Grand Hotel
A hotel lobby with seating, a reception desk, and a refrigerated display.
An outdoor patio with round tables and chairs, red umbrellas, and a brick building in the background.
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.

5. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
Winchester
NT$3,593
NT$3,999 total
includes taxes & fees
Oct 13 - Oct 14
TownePlace Suites by Marriott Winchester
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.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A hotel room with a large bed, a desk with a television, a chair, a small table, and a lamp.

6. Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Woodstock
NT$3,478
NT$3,905 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
An indoor swimming pool with clear water, surrounded by large windows and a tiled floor.
Lobby
Breakfast area
A hotel room with a shower, a bed, a desk, a chair, a television, and a window with curtains.

7. 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.
NT$3,375
NT$3,790 total
includes taxes & fees
Oct 19 - Oct 20
Hampton Inn & Suites Woodstock, VA
View all properties

Choose what matters most at ski hotels in Middletown

Resort
4 stars
5 stars
Spa
Family-friendly

Top Middletown Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Clean room, great shower. A block from the walking mall with lots of food, shopping, and a few breweries. Highly recommend."
Eric 1-night trip
Posted 1 day ago
The George Washington Hotel, A Wyndham Grand Hotel

Explore a world of travel with Expedia