Explore beach hotels in Winchester, VA from $71
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Top Winchester Beach Resorts & Hotels
The George Washington Hotel, A Wyndham Grand Hotel
"The 20's decor and authentic details added to classy feel of the hotel. Unique Romanesque pool. 5 minute walk to the Pedestrian Mall."
Reviewed on Jul 28, 2026
Fairfield Inn & Suites Strasburg Shenandoah Valley
"it was a perfect stay"
Reviewed on Jul 27, 2026
Sleep Inn & Suites Winchester near University
"Bed was comfortable. Bathroom very clean. Some issues with breakfast, however, they were quickly resolved when brought to staff's attention. Overall, good place to stay."
Reviewed on Jul 27, 2026
Red Roof Inn Winchester, VA
"Clean room AC"
Reviewed on Jul 26, 2026
Spark by Hilton Winchester
Beach Condos in Winchester
Beautiful & tranquil 2-bedroom condo in lovely Avalon Clothing Optional Resort
Beach Villas in Winchester
UrbanHaven - 2BD/2.5BA City/Suburb Living
How to find the best Winchester beach hotels?
We have 4,013 honest, unfiltered reviews from genuine customers you can check out, with an average review rating of 8.4.
How can I find Winchester beach hotels with nice views?
Use our ocean view filter to see the Winchester beach hotels that offer spectacular views. From cliffside panoramas to beach view hotels with rooms overlooking the sand. Check out poolside and tranquil garden views, too.
How much does it cost to stay in a beach hotel in Winchester?
Currently, we have resorts and hotels in Winchester on the beach going from $71 a night to $138 for top-end luxury. Prices vary depending on your travel dates, amenities, and neighborhood.
How do I find Winchester beach hotels that are good for families?
Filter your search results by clicking on the family friendly filter to see kid-friendly amenities and activities. From beach resorts with kids’ clubs to beachfront hotels offering fun watersports—you have plenty of choice.
Why should I book my beach hotel in Winchester with Travelocity?
With great deals on a vast selection of Winchester beachfront hotels, 24/7 customer service, and the ability to bundle your hotel, flights, and car rental to save more—Travelocity makes it easy.
Do any beach hotels in Winchester have a pool?
Many Winchester hotels on the beach have pools. You can choose which amenities you want and use our pool filter to see the Winchester beach hotels that have pools on site.
When is the best time to stay in a beach hotel in Winchester?
The best time to visit Winchester for local events and activities is .
Are there cheap beach hotels in Winchester?
Prices for Winchester beach hotels currently start at just $71 a night. With 3 Winchester beach hotels to choose from, you have stacks of tempting options, whatever your budget.
What are some great things to do in Winchester by the beach?
Enjoy swimming, reading, and sunbathing on the beach in Winchester. There’s also action-packed beach fun and watersport adventures, too. Check each hotel’s information section to find out what’s available.
How can I find the best beach hotels deals in Winchester?
Pop in your travel dates and hit search and hunt though our fantastic deals on Winchester beach resorts and beachfront hotels. Download the free Travelocity appOpens in a new window for awesome member discounts.
Popular Beach Stays in Winchester
Recent Winchester Hotel Reviews By Fellow Wanderers
The George Washington Hotel, A Wyndham Grand Hotel
"The 20's decor and authentic details added to classy feel of the hotel. Unique Romanesque pool. 5 minute walk to the Pedestrian Mall."