Ski Holidays in Shenandoah Valley 2026

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Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Wintergreen VA

2 hours drive from Shenandoah National Park

Stay at this ski condo in Wintergreen. Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...

9.8/10 Exceptional! (192 reviews)

"Location was great. Host was great as well"

Reviewed on 24 Feb 2026

Best Western Plus Waynesboro Inn & Suites Conference Center

109 Apple Tree Ln Waynesboro VA

2 hours drive from Shenandoah National Park

Stay at this business-friendly hotel in Waynesboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...

8.6/10 Excellent! (1,000 reviews)

"The staff is excellent, the rooms are great, and the rates are reasonable."

Reviewed on 11 Aug 2026

Chalet High by Coolvacay

2742 Fairway Drive Basye VA

59 min drive from Shenandoah National Park

Stay at this golf condo in Basye. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Bryce Ski Resort and Cave Ridge Vineyard are located ...

8.8/10 Excellent! (395 reviews)

"We've stayed at various rentals at Chalet High four times now. All the units are older. They're not fancy. But they've always been clean and everything's always worked fine. The kitchens are better stocked with cookware than many rentals as well, which we appreciate. I believe all, or at least most, ..."

Reviewed on 12 Aug 2026

See all 5,886 properties in Shenandoah Valley

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.