Explore beach hotels in Old Town Winchester, VA from $144

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Old Town Winchester Beach Resorts & Hotels

The George Washington Hotel, A Wyndham Grand Hotel

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 5 to Oct 6
$144 total
Oct 5 - Oct 6
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

Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
Don't see what you're looking for?
See all available properties in Old Town Winchester
View all properties
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.

Beach Condos in Old Town Winchester

Cozy 2-bedroom condo in charming Stephens City

Cozy 2-bedroom condo in charming Stephens City

Stephens City
$211 nightly
The price is $230 total per night from Oct 1 to Oct 2
$230 total
Oct 1 - Oct 2
Total with taxes and fees
10/10 Exceptional! (1 review)

Beach Villas in Old Town Winchester

Highmeadows Estate in the heart of Bluemont Virginia

Highmeadows Estate in the heart of Bluemont Virginia

Bluemont
Get rates

Popular Beach Stays in Old Town Winchester

Hotels with pools in Old Town Winchester
Hotels with pools
Hotels with pools
Vacation rentals with pools in Old Town Winchester
Vacation rentals with pools
Vacation rentals with pools
Pet-friendly beach stays in Old Town Winchester
Pet-friendly beach stays
Pet-friendly beach stays

Recent Old Town Winchester Hotel Reviews By Fellow Wanderers

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

5 out of 5
Posted 5 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
The George Washington Hotel, A Wyndham Grand Hotel
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity