Name: TRU By Hilton Winchester
Price range: CA $137

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

CA $183

CA $207 total

Oct 1 - Oct 2

includes taxes & fees

Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...

9.4/10 Exceptional! (1,002 reviews)

"This is a beautiful hotel, centrally located in the old town, and walkable to many restaurants and sights. We arrived early and left our luggage with the receptionist so we could walk to the Patsy Cline House. The receptionist called to let us know when our room was ready. The room was very nice. ..."

Reviewed on Sep 23, 2026

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

CA $97

CA $107 total

Sep 30 - Oct 1

includes taxes & fees

Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

CA $137

CA $152 total

Sep 30 - Oct 1

includes taxes & fees

Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

See all 469 properties in Ashby

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.

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Star Tannery VA

Book a stay at this family-friendly vacation home in Star Tannery. Enjoy free WiFi, a pool table, and patios. Popular attraction J. Allen Hawkins Community Park ...

9.8/10 Exceptional! (270 reviews)

"This place was wonderful and a great spot for families and especially those with pets. Had an amazing time!"

Reviewed on Sep 7, 2026

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Front Royal VA

Stay at this cabin in Front Royal. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Glen Manor Vineyards and Shenandoah River State Park ...

9.6/10 Exceptional! (367 reviews)

"Great property and location"

Reviewed on Sep 23, 2026

Mountain View Bungalow in Front Royal

Front Royal VA

Stay at this vacation home in Front Royal. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shenandoah River and Bing Crosby Stadium are ...

10/10 Exceptional! (41 reviews)

"We are so glad we found this little gem for our 7th wedding anniversary! It was extremely clean and so cozy for the two of us and our dog."

Reviewed on Sep 21, 2026

See all properties in Ashby

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.