Explore beach hotels in Old Town Winchester, VA from $144
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Top Old Town Winchester Beach Resorts & Hotels

The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
$127 nightly
The price is $144 total per night from Oct 9 to Oct 10
$144 total
Oct 9 - Oct 10
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
9.2/10 Wonderful! (1,010 reviews)
"The beauty of the property to begin with. Old world charm but modernized without detracting from the original character. The grand mailbox, each floor having a mailbox which directly connects with and is fed by gravity to the “grand” collection box on the ground floor! Beautiful! The basement pool ..."
Reviewed on Sep 24, 2025
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View all propertiesLowest 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.
Beach Condos in Old Town Winchester

Cozy 2-bedroom condo in charming Stephens City
Stephens City
$211 nightly
The price is $230 total per night from Oct 3 to Oct 4
$230 total
Oct 3 - Oct 4
Total with taxes and fees
10/10 Exceptional! (1 review)
Beach Villas in Old Town Winchester

Highmeadows Estate in the heart of Bluemont Virginia
Bluemont
Popular Beach Stays in Old Town Winchester
Recent Old Town Winchester Hotel Reviews By Fellow Wanderers

The George Washington Hotel, A Wyndham Grand Hotel
5 out of 5
Posted 7 days ago
Travelocity Verified Review
"The beauty of the property to begin with. Old world charm but modernized without detracting from the original character. The grand mailbox, each floor having a mailbox which directly connects with and is fed by gravity to the “grand” collection box on the ground floor! Beautiful! The basement pool is a spectacle to behold! The beauty along with the perfect water temperature provided a perfect ending to our evening!"
A verified traveler stayed at The George Washington Hotel, A Wyndham Grand Hotel