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 prices for these dates

Tonight
Nov 14 - Nov 15
Tomorrow
Nov 15 - Nov 16
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Our top choices for Middletown ski hotels

A modern hotel lobby with a clear exit sign, a reception desk, and a seating area with red chairs.

1. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,031 reviews)
  • cleanliness
    Escape to the Shenandoah Valley in this mountain hotel where ski adventures meet comfort and hospitality.
The price is NT$2,487
NT$2,768 total
includes taxes & fees
Nov 22 - Nov 23
Ramada by Wyndham Strasburg/Shenandoah Valley
A restaurant interior with a bar area, seating, and artwork on the walls.

2. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Winter sports paradise with hot tub, pool, and golf course views makes this mountain retreat a snowy delight for all seasons.
The price is NT$3,747
NT$4,133 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Front Royal Blue Ridge Shadows
An outdoor patio with brick walls, tables, chairs, and string lights.

3. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
  • cleanliness
    Embark on a winter wonderland escape with direct access to ski trails and a rejuvenating spa in this historic Winchester retreat.
The price is NT$4,287
NT$4,857 total
includes taxes & fees
Nov 22 - Nov 23
The George Washington Hotel, A Wyndham Grand Hotel
A building with a covered entrance, columns, and a dome-shaped roof.

4. Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
2.5 star property
Woodstock
9.0 out of 10, Wonderful, (1,002 reviews)
The price is NT$2,926
NT$3,286 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

5. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (581 reviews)
  • cleanliness
    Embrace winter adventure with ski-in access to Shenandoah National Park, plus a cozy garden retreat after thrilling powder runs.
The price is NT$2,301
NT$2,561 total
includes taxes & fees
Nov 15 - Nov 16
Motel 6 Front Royal, VA
An indoor swimming pool with clear water, surrounded by large windows and a tiled floor.

6. Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Ski into winter adventures at this Woodstock retreat with a heated indoor pool and mountain access for thrilling downhill days.
The price is NT$3,231
NT$3,629 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn & Suites Woodstock, VA
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.

7. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (536 reviews)
The price is NT$3,717
NT$4,137 total
includes taxes & fees
Nov 18 - Nov 19
TownePlace Suites by Marriott Winchester
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

Choose what matters most at ski hotels in Middletown

Resort
4 stars

Top Middletown Hotel Reviews

A building with a covered entrance, columns, and a dome-shaped roof.
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Woodstock

10/10 Excellent

Check in is fast and efficient. Staff member is always courteous. Room is very clean. Checkout is also very efficient. Thank you.
United States
Glenn
Reviewed April 3, 2025
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Explore a world of travel with Expedia