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.
New! You come to us for reviews — now you can book your hotel right here on TripAdvisor.

Winchester Hotels

  • Sort by:
  • Traveler Ranked
  • Lowest Price
  • Distance
TripAdvisor members only.
Login for exclusive access to hotel deals up to 40% off
Login to get best prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
#5 of 25 hotels in Winchester
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
#13 of 25 hotels in Winchester
Slideshow
Check In Check Out
Show Prices
#14 of 25 hotels in Winchester
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
#19 of 25 hotels in Winchester
Slideshow
Check In Check Out
Show Prices
Check In Check Out
Show Prices
Slideshow
Check In Check Out
Show Prices
Check In Check Out
Show Prices
Check In Check Out
Show Prices
No photo provided
Check In Check Out
Show Prices
*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details. Any taxes and fees displayed, if applicable, are estimates only. Please see further details from our partners, who set the prices. Before you complete any reservation, we recommend that you verify the total cost including taxes and fees.
Winchester Travel Forum Need specific advice visiting Winchester, Virginia? Visit the TripAdvisor Travel Forum for Winchester and ask our Destination Experts and the travel community.