A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

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
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

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$2,451
NT$2,728 total
includes taxes & fees
Nov 1 - Nov 2
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.
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.

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$4,145
NT$4,572 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
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.
A spacious lobby with a round table, chairs, a chandelier, and an American flag.

3. 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$4,224
NT$4,786 total
includes taxes & fees
Oct 28 - Oct 29
The George Washington Hotel, A Wyndham Grand Hotel
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 conference room with a long table, chairs, water bottles, and a plant.
A hotel room with a large bed, a desk with a television, a chair, a small table, and a lamp.

4. Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Woodstock
NT$3,175
NT$3,566 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
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.
An outdoor patio with round tables and chairs, red umbrellas, and a brick building in the background.

5. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
Winchester
NT$3,663
NT$4,077 total
includes taxes & fees
Oct 25 - Oct 26
TownePlace Suites by Marriott Winchester
A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.
A hotel room with a large bed, a ceiling fan, a nightstand, a window with curtains, and a view of the ocean.
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.

6. 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$1,895
NT$2,109 total
includes taxes & fees
Nov 4 - Nov 5
Motel 6 Front Royal, 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
"Location is excellent. Walking distance to restaurants, coffee shops and bars as well as historical sites. Staff is always excellent, neatly dressed, well spoken and professional. The property is an architectural gem. The lobby, bar and general interior details like the interior woodwork, floors, elevators and mail chutes are remarkable. Best shower ever! Go to Knead Bread for breakfast. It would be a standout in any major city."
Paul 1-night trip
Posted 17 hours ago
The George Washington Hotel, A Wyndham Grand Hotel

Explore a world of travel with Expedia