Find a cheap Hotel in Old Town Winchester
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Hotels near Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
"This place was perfect! Close to old town, clean, helpful, we were so pleased with our stay!"
Reviewed on Jun 18, 2026
TRU By Hilton Winchester
"Five stars throughout the hotel ,nice place"
Reviewed on Jun 20, 2026
Microtel Inn & Suites by Wyndham Winchester
"All was excellent. I will definitely stay again"
Reviewed on Jun 19, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
"Staff were polite and helpful, room was clean."
Reviewed on Jun 14, 2026
La Quinta Inn & Suites by Wyndham Winchester
"Over all it was ok. I would stay again without kids. I felt really uncomfortable with a huge window inside the shower that went straight into the bedroom and you can see through it. I was terrified my sons would see me naked. The shampoo bottle was both empty and broken so I couldn’t get anything ..."
Reviewed on Jun 19, 2026
Spark by Hilton Winchester
"Quick & easy."
Reviewed on Jun 19, 2026
Travelodge by Wyndham Winchester
"Tidy, well-run, and convenient. I'd stay there again."
Reviewed on Jun 19, 2026
Hillbrook Inn
"We had an amazing long weekend at Hillbrook. It was like being transported to an English Countryside. The Winter Cottage where we stayed was so comfortable and charming. Their chefs are absolutely amazing, we are still talking about how good our breakfasts and the tasting dinner was."
Reviewed on May 26, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
"For an older hotel, it was very well maintained. The hotel rooms were quiet, even though there were people staying next to us. The AC in the room was good too. The gounds were well maintained. I loved all of the table and chair options to sit outside, especially in the evening. The breakfast was ..."
Reviewed on Jun 17, 2026
Old Town Winchester Hotel Guide
Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.
Nowhere else can you find better deals on Old Town Winchester area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Old Town Winchester to find the perfect one to will fit your budget.
Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Old Town Winchester are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.
Recent Old Town Winchester hotel reviews by fellow wanderers
TRU By Hilton Winchester
"Five stars throughout the hotel ,nice place"
