Find a Hotel in Old Town Winchester

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Hotels near Old Town Winchester

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St, Winchester, VA

Free Cancellation

Reserve now, pay when you stay

0.18 mi from city center

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 5 conference rooms, as well as the business center and free WiFi in public areas. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.

Microtel Inn & Suites by Wyndham Winchester

150 FARADAY PLAZA, Winchester, VA

0.16 mi from city center

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This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like daily breakfast and free self parking.

Little Blue Cork

Winchester, VA

0.2 mi from city center

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A gym is featured at this vacation home, along with barbecue grills.

La Quinta Inn & Suites by Wyndham Winchester

1055 Millwood Pike, Route 50 East, Winchester, VA

Free Cancellation

Reserve now, pay when you stay

1.8 mi from city center

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Country Inn & Suites by Radisson, Winchester, VA

141 Kernstown Commons Blvd, Winchester, VA

Free Cancellation

4.59 mi from city center

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Travelodge by Wyndham Winchester

160 Front Royal Pike, Winchester, VA

Free Cancellation

Reserve now, pay when you stay

1.78 mi from city center

This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel

333 Front Royal Pike, Winchester, VA

Free Cancellation

2 mi from city center

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Ramada by Wyndham Strasburg

21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA

Free Cancellation

Reserve now, pay when you stay

16.01 mi from city center

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

TRU By Hilton Winchester

118 Mercedes Court, Winchester, VA

Free Cancellation

Reserve now, pay when you stay

2.71 mi from city center

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A safe deposit box is also provided.

Days Inn by Wyndham Charles Town/Harpers Ferry

642 E Washington Street, Charles Town, WV

Free Cancellation

Reserve now, pay when you stay

18.36 mi from city center

A free area shuttle and a free casino shuttle are available at this hotel, along with a gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Comfort Inn & Suites

195 Kernstown Commons Blvd, Winchester, VA

Free Cancellation

Reserve now, pay when you stay

4.75 mi from city center

This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Hampton Inn Front Royal

9800 Winchester Rd, Front Royal, VA

Free Cancellation

Reserve now, pay when you stay

15.55 mi from city center

This hotel features a 24-hour gym and a spa tub. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking.

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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.

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

5 out of 5

Posted 2 weeks ago

travelocity Verified Review

"We were driving through and needed a place to stay for 3 adults and 2 dogs. The Tru hotel was clean and modern. It’s not often that you walk into a hotel and it smells clean, especially being a pet friendly hotel. The colors were bright and welcoming. Beds very comfortable and the best hotel shower I ever had. Staff is friendly. Coffee, Tea and hot cocoa free 24 hours, nice breakfast also included. I would definitely stay at another Tru again! "

A verified traveler stayed at TRU By Hilton Winchester

La Quinta Inn & Suites by Wyndham Winchester

5 out of 5

Posted 3 weeks ago

travelocity Verified Review

"Not so happy about the additional pet fee."

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

Country Inn & Suites by Radisson, Winchester, VA

5 out of 5

Posted 1 month ago

travelocity Verified Review

"The room was great. Would have preferred buffet breakfast like other hotels, but they only have pickup cold at front desk. Only 2 phone charging spots and both were on clock radio on one side of bed."

A verified traveler from Newington stayed at Country Inn & Suites by Radisson, Winchester, VA