Upperville
Travel Guide
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The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is CA $186 per night from Oct 11 to Oct 12
CA $186
CA $210 total
Oct 11 - Oct 12
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,000 reviews)
"Clean room, great shower. A block from the walking mall with lots of food, shopping, and a few breweries. Highly recommend."
Reviewed on Sep 28, 2026
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
The price is CA $1,038 per night from Oct 29 to Oct 30
CA $1,038
CA $1,262 total
Oct 29 - Oct 30
includes taxes & fees
Book a stay at this luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
9.2/10 Wonderful! (421 reviews)
"Great place, and nice staff"
Reviewed on Sep 29, 2026
Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is CA $303 per night from Oct 30 to Oct 31
CA $303
CA $404 total
Oct 30 - Oct 31
includes taxes & fees
Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (1,000 reviews)
"I brought my wife up here for her birthday weekend. The room we were staying in had a beautiful view of the environment and the mountains. The wait staff was very nice as we did in-room dining for our breakfast and we ate at the Cotton Rye restaurant for dinner. And the food was pretty good. My wife ..."
Reviewed on Sep 28, 2026
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.
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! (43 reviews)
"A very warm welcome. Easy access to Shenandoah parks."
Reviewed on Sep 26, 2026
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry WV
Book a stay at this family-friendly cabin in Harpers Ferry. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shenandoah Lake Beach and ...
10/10 Exceptional! (106 reviews)
"This cabin is the PERFECT getaway spot! It's beautiful inside and out and I loved watching the deer in the morning drinking my cup of coffee in the sunroom. A couple of my best friends and I planned a trip to Charles Town for a book event and this place was so nice to come back to after our long ..."
Reviewed on Sep 27, 2026
Whiskey Hill Cabin a mountain escape in Virginia wine country!
Linden VA
Stay at this cabin in Front Royal. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Deer Lake and George Richard Thompson State Wildlife ...
10/10 Exceptional! (123 reviews)
"Ever clean and welcoming. Would highly recommend this one too anyone."
Reviewed on Aug 16, 2026
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.
