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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

La Quinta Inn & Suites by Wyndham Winchester

4 out of 5

Posted 1 hour ago

Travelocity Verified Review

"On the positive side: hotel is pretty new and sufficiently far away from the Interstate, so the noise level is fine. We enjoyed clean facilities and a sizeable, clean room with the usual amenities. Our bed, however, was not comfortable, as the mattrasses were too soft (or had suffered from too many heavy guests). We slept like in a trough. There is no place to hang towels in the shower, strange how some hotels overlook such simple things! The breakfast was highly advertised, however didn't live up to expectations. They only had 0% milk, which we don't appreciate, a very limited selection of food and no fruit. Also, they had probably forgotten to change the coffee urns from the day before, when we arrived around 6:45am, since it was only lukewarm. That was quickly fixed but wasn't very professional. Reception staff was somewhat absentminded, we weren't greeted on arrival and nobody seemed to care about our departure. Summary: Decent enough for one night but not what we expected."

A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester

Quality Inn Winchester

5 out of 5

Posted 2 hours ago

Travelocity Verified Review

"This is our go to hotel for Summit Point Raceway. Clean, comfortable, easier to get to than the hotels on VA7. Both cheaper and nicer that hotels in Charlestown. We don’t do the breakfast because we maximize sleep and head directly to the track in the AM. Plenty of restaurants in immediate area. Staff are very friendly"

A verified traveler stayed at Quality Inn Winchester

Comfort Inn & Suites Winchester

5 out of 5

Posted 5 hours ago

Travelocity Verified Review

"Everything from the staff to the room to the breakfast, the whole area was wonderful! Pleasant and courteous staff and great cleanliness. we only stayed for one night because we were traveling elsewhere, but in the future, we would stay much longer. wonderful restaurants nearby in the same complex area."

A verified traveler stayed at Comfort Inn & Suites Winchester