We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Winchester

Refine search

Price per night

 

Traveler rating

 

Hotel class

 

Hotel brand

Show all brands
Major Brands
Individual Chains
Show only major brands
 

Property name

Reset
 
Free Newsletter

Interested in Winchester?

We'll send you updates with the latest deals, reviews and articles for Winchester each week.

Map of Winchester Hotels

Hotels (27)

B&Bs / Inns (4)

Specialty Lodging (3)

You are zoomed out too far to see location pins. Please zoom back in.
Search hotels
Map showing X-Y of Z
Clear filter(s)

Hotels Travelers Trust

Sort by [ Popularity ] [ Price ]
141 Kernstown Commons Blvd., Winchester, VA 22602
Country Inn & Suites By Carlson, Winchester, VA Slideshow
Show Prices
$85 - $135 Avg. price/night*
Ollie #1 of 27 hotels in Winchester
  •  Great Place!!! 
  • This was a very comfortable stay after a very long day of driving. The... more
  • July 4, 2015
Professional photos | Traveler photos (18)
Special Offer Book early and Save 15%
103 E Piccadilly St, Winchester, VA 22601
The George Washington A Wyndham Grand Hotel Slideshow
Show Prices
$118 - $219 Avg. price/night*
Ollie #2 of 27 hotels in Winchester
  •  family vacation 
  • It was an outstanding stay. A server name Alexandria Lea Morrison made us... more
  • July 5, 2015
Traveler photos (157)
Special Offer Plan Ahead & Save 15%
1204 Berryville Avenue, Winchester, VA 22601
Hampton Inn Winchester-North Slideshow
Show Prices
$111 - $154 Avg. price/night*
Ollie #3 of 27 hotels in Winchester
Professional photos | Traveler photos (81)
Offers & Announcements Book Ahead and Save 15%
333 Front Royal Pike, Winchester, VA 22602
Holiday Inn Winchester Southeast-Historic Gateway Slideshow
Show Prices
$90 - $144 Avg. price/night*
Ollie #4 of 27 hotels in Winchester
Professional photos | Traveler photos (81)
Special Offer Save 10-30%
640 East Jubal Early Drive, Winchester, VA 22601-5176
Hampton Inn Winchester-University/Mall Area Slideshow
Show Prices
$104 - $133 Avg. price/night*
Ollie #5 of 27 hotels in Winchester
Professional photos | Traveler photos (68)
Offers & Announcements Book now and save 15%
150 Wingate Dr., Winchester, VA 22601
Wingate by Wyndham Winchester Slideshow
Show Prices
$102 - $127 Avg. price/night*
Ollie #6 of 27 hotels in Winchester
Professional photos | Traveler photos (18)
Special Offer Plan Ahead, Save 15%
120 Wingate Drive, Winchester, VA 22601
Hilton Garden Inn Winchester Slideshow
Show Prices
$112 - $177 Avg. price/night*
Ollie #7 of 27 hotels in Winchester
  •  5 stars! 
  • Tiffany is a great server and always goes above and beyond, she served my... more
  • July 5, 2015
Professional photos | Traveler photos (55)
Offers & Announcements Book now and save 25%
1601 Martinsburg Pike, Winchester, VA 22603
Comfort Inn Slideshow
Show Prices
$94 - $113 Avg. price/night*
Ollie #8 of 27 hotels in Winchester
Professional photos | Traveler photos (20)
Special Offer Choice Privileges Points
140 Costello Dr., Winchester, VA 22602
Sleep Inn & Suites Slideshow
Show Prices
$80 - $110 Avg. price/night*
Ollie #9 of 27 hotels in Winchester
  •  Nice Visit, good deal 
  • The hotel was clean and what you would expect of a Sleep Inn. The rooms... more
  • July 5, 2015
Professional photos | Traveler photos (64)
Special Offer Choice Privileges Points
142 Fox Ridge Lane, Winchester, VA 22601
Holiday Inn Express Hotel & Suites Winchester Slideshow
Show Prices
$104 - $126 Avg. price/night*
Ollie #10 of 27 hotels in Winchester
Professional photos | Traveler photos (87)
Special Offer Save 10-30%
250 Front Royal Pike, Winchester, VA 22601
Fairfield Inn & Suites Winchester Slideshow
Show Prices
$88 - $115 Avg. price/night*
Ollie #11 of 27 hotels in Winchester
  •  So So Hotel 
  • We stayed here for a weekend. The bed were horribly hard leaving me and... more
  • July 5, 2015
Professional photos | Traveler photos (57)
Special Offer Earn Rewards Points
711 Millwood Ave., Winchester, VA 22601
BEST WESTERN Lee-Jackson Inn & Conference Center Slideshow
Show Prices
$69 - $82 Avg. price/night*
Ollie #12 of 27 hotels in Winchester
Professional photos | Traveler photos (35)
Special Offer 1,000 bonus reward...
1055 Milwood Pike, Rt. 50 East, Winchester, VA 22602
aloft Winchester Slideshow
Show Prices
$83 - $125 Avg. price/night*
Ollie #13 of 27 hotels in Winchester
  •  Good night sleep 
  • LOVED the bed. After driving for 6+ hours, all I wanted was to crash. The... more
  • July 5, 2015
Professional photos | Traveler photos (75)
Special Offer $10 Breakfast Credit
1135 Millwood Pike, Winchester, VA 22602
Candlewood Suites Winchester Slideshow
Show Prices
$94 - $123 Avg. price/night*
Ollie #14 of 27 hotels in Winchester
Professional photos | Traveler photos (76)
Special Offer Save 10-30%
170 Getty Lane, Winchester, VA 22603
TownePlace Suites Winchester Slideshow
Show Prices
$83 - $116 Avg. price/night*
Ollie #15 of 27 hotels in Winchester
Professional photos | Traveler photos (25)
Special Offer Earn Rewards Points
300 Marriott Drive, Winchester, VA 22603
Courtyard by Marriott Winchester Slideshow
Show Prices
$83 - $125 Avg. price/night*
Ollie #16 of 27 hotels in Winchester
Professional photos | Traveler photos (33)
Special Offer Earn Rewards Points
Top Value! $38 less than similar hotels in Winchester
 
2951 Valley Avenue, Winchester, VA 22601
Show Prices
$52 - $61 Avg. price/night*
Ollie #17 of 27 hotels in Winchester
Traveler photos (30)
991 Millwood Pike, I-81 at Millwood Pike, exit #313/313-A, Winchester, VA 22602
Red Roof Inn Winchester, VA Slideshow
Show Prices
$53 - $69 Avg. price/night*
Ollie #18 of 27 hotels in Winchester
  •  Awesome!!!! 
  • This place is simply awesome. Rooms are clean and rate is reasonable. I... more
  • July 5, 2015
Professional photos | Traveler photos (49)
Special Price 15% off room rate
1077 Millwood Pike, Winchester, VA 22602
Super 8 Winchester Slideshow
Show Prices
$59 - $72 Avg. price/night*
Ollie #19 of 27 hotels in Winchester
Professional photos | Traveler photos (18)
Special Offer Plan Ahead and Save 15%
160 Front Royal Pike, Winchester, VA 22602
Travelodge Winchester Slideshow
Show Prices
$54 - $75 Avg. price/night*
Ollie #20 of 27 hotels in Winchester
Professional photos | Traveler photos (46)
Special Offer Plan Ahead & Save 15%