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 Slideshow
Show Prices
$88 - $129 Avg. price/night*
Ollie #1 of 27 hotels in Winchester
  •  Great Stay 
  • This Country Inn & Suites is in a great location with easy access to... more
  • August 28, 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 - $208 Avg. price/night*
Ollie #2 of 27 hotels in Winchester
Professional photos | Traveler photos (168)
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
  •  Winchester Vacation 
  • The location of this hotel was excellent for vacationing in the Winchester... more
  • August 24, 2015
Professional photos | Traveler photos (81)
Special Offer Double Points!
640 East Jubal Early Drive, Winchester, VA 22601-5176
Hampton Inn Winchester-University/Mall Area Slideshow
Show Prices
$103 - $142 Avg. price/night*
Ollie #4 of 27 hotels in Winchester
Professional photos | Traveler photos (101)
Special Offer Double Points!
140 Costello Dr., Winchester, VA 22602
Sleep Inn & Suites Slideshow
Show Prices
$81 - $111 Avg. price/night*
Ollie #5 of 27 hotels in Winchester
Professional photos | Traveler photos (64)
Special Offer Choice Privileges Points
333 Front Royal Pike, Winchester, VA 22602
Holiday Inn Winchester Southeast-Historic Gateway Slideshow
Show Prices
$91 - $147 Avg. price/night*
Ollie #6 of 27 hotels in Winchester
Professional photos | Traveler photos (100)
Special Offer Save 10-30%
150 Wingate Dr., Winchester, VA 22601
Wingate by Wyndham Winchester Slideshow
Show Prices
$98 - $143 Avg. price/night*
Ollie #7 of 27 hotels in Winchester
  •  Nothing Spectacular 
  • If you are looking for a hotel with a fitness center, this is not the... more
  • August 28, 2015
Professional photos | Traveler photos (22)
Special Offer Summer Sale Save 25%
1601 Martinsburg Pike, Winchester, VA 22603
Comfort Inn Slideshow
Show Prices
$94 - $115 Avg. price/night*
Ollie #8 of 27 hotels in Winchester
  •  Overnight stay 
  • Room very clean, quiet and a great breakfast display, hot eggs, make your... more
  • August 22, 2015
Professional photos | Traveler photos (20)
Special Offer Choice Privileges Points
120 Wingate Drive, Winchester, VA 22601
Hilton Garden Inn Winchester Slideshow
Show Prices
$111 - $177 Avg. price/night*
Ollie #9 of 27 hotels in Winchester
Professional photos | Traveler photos (106)
Special Offer Earn Double Points
142 Foxridge Lane., Winchester, VA 22601
Holiday Inn Express Hotel & Suites Winchester Slideshow
Show Prices
$101 - $129 Avg. price/night*
Ollie #10 of 27 hotels in Winchester
  •  Not Up To par 
  • I recently stayed at this hotel and was very unhappy by the front desk... more
  • August 18, 2015
Professional photos | Traveler photos (122)
Special Offer Save 10-30%
250 Front Royal Pike, Winchester, VA 22601
Fairfield Inn & Suites Winchester Slideshow
Show Prices
$93 - $116 Avg. price/night*
Ollie #11 of 27 hotels in Winchester
Professional photos | Traveler photos (92)
Special Offer Earn Rewards Points
1055 Milwood Pike, Rt. 50 East, Winchester, VA 22602
aloft Winchester Slideshow
Show Prices
$93 - $122 Avg. price/night*
Ollie #12 of 27 hotels in Winchester
  •  Love Aloft!! 
  • Love this hotel. What a great bang for the buck. I have traveled... more
  • August 22, 2015
Professional photos | Traveler photos (77)
Special Offer $10 Breakfast Credit
711 Millwood Ave., Winchester, VA 22601
BEST WESTERN Lee-Jackson Inn & Conference Center Slideshow
Show Prices
$69 - $82 Avg. price/night*
Ollie #13 of 27 hotels in Winchester
Professional photos | Traveler photos (39)
Special Offer 1,000 bonus reward...
1135 Millwood Pike, Winchester, VA 22602
Candlewood Suites Winchester Slideshow
Show Prices
$84 - $126 Avg. price/night*
Ollie #14 of 27 hotels in Winchester
Professional photos | Traveler photos (120)
Special Offer Save 10-30%
170 Getty Lane, Winchester, VA 22603
TownePlace Suites Winchester Slideshow
Show Prices
$94 - $123 Avg. price/night*
Ollie #15 of 27 hotels in Winchester
  •  House Hunting 
  • We recently stayed twice in this property. The first time in June for 5... more
  • August 16, 2015
Professional photos | Traveler photos (25)
Special Offer Earn Rewards Points
300 Marriott Drive, Winchester, VA 22603
Courtyard by Marriott Winchester Slideshow
Show Prices
$105 - $132 Avg. price/night*
Ollie #16 of 27 hotels in Winchester
  •  Affordable elegance  
  • Very enjoyable stay, perfect nights sleep. New café with excellent staff... more
  • August 28, 2015
Professional photos | Traveler photos (35)
Special Offer Earn Rewards Points
991 Millwood Pike, I-81 at Millwood Pike, exit #313/313-A, Winchester, VA 22602
Red Roof Inn Winchester Slideshow
Show Prices
$53 - $70 Avg. price/night*
Ollie #17 of 27 hotels in Winchester
Professional photos | Traveler photos (49)
1077 Millwood Pike, Winchester, VA 22602
Super 8 Winchester Slideshow
Show Prices
$46 - $72 Avg. price/night*
Ollie #18 of 27 hotels in Winchester
  •  Pleasant experience 
  • The rates are good, lots of TV channels to choose from, comfortable rooms... more
  • August 17, 2015
Professional photos | Traveler photos (18)
Special Offer Stay 2+ Nights, Save 25%
Top Value! $39 less than similar hotels in Winchester
 
2951 Valley Avenue, Winchester, VA 22601
Show Prices
$52 - $58 Avg. price/night*
Ollie #19 of 27 hotels in Winchester
Traveler photos (30)
160 Front Royal Pike, Winchester, VA 22602
Travelodge Winchester Slideshow
Show Prices
$50 - $81 Avg. price/night*
Ollie #20 of 27 hotels in Winchester
  •  Worst hotel stay ever 
  • We arrived late and found blood stains on our sheets, called the front... more
  • August 28, 2015
Professional photos | Traveler photos (47)
Special Offer Stay 2+ Nights & Save...