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. Mac: Safari.

Winchester

Refine search

5 of 34

Price per night

€0 – €150+
 

Traveller rating

1.0 – 5.0
 

Hotel class

 

Amenity type

 

Hotel brand

Show all brands
Major Brands
Individual Chains
Show only major brands
 

Property name

Reset
 

Nearby cities

 
Free Newsletter

Interested in Winchester?

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

Explore the world! TripAdvisor has reviews and information on over 400,000 locations, including:
Travel Destinations
Hotels

Explore other Winchester resources:

Map of Winchester B&Bs / Inns

You are zoomed out too far to see location pins. Please zoom back in.
Search hotels
Search
Your recent searches
  • No recent searches
Map showing X-Y of Z
Clear filter(s)
Free Winchester Guide

Get your quick guide to the top hotels, restaurants and things to do.

Grab it and Go!
Holiday rentals are ideal for your longer stay.
Spend time in Winchester
Holiday rentals are ideal for your longer stay.
Find a rental»

Winchester weather essentials

Month
High
Low
Precip
Feb
45°F 7°C
27°F -2°C
1 in 2 cm
Mar
51°F 10°C
32°F 0°C
1 in 3 cm
Apr
63°F 17°C
42°F 5°C
2 in 5 cm
May
72°F 22°C
51°F 10°C
2 in 4 cm
Jun
79°F 26°C
59°F 15°C
1 in 3 cm
Jul
84°F 28°C
62°F 16°C
2 in 4 cm
More weather for Winchester
 | 
Powered by
Weather Underground
Other Destinations
Popular Virginia Destinations
Alexandria
Arlington
Charlottesville
Fredericksburg
Hampton
Lexington
Luray
Lynchburg
Newport News
Norfolk
Richmond
Roanoke
Shenandoah National Park
Staunton
Virginia Beach
Williamsburg
Yorktown

B&Bs / Inns Travellers Trust

Sort by [ Popularity ] [ Price ]
Nancy Shepherd House Inn - Bed & Breakfast
618 South Loudoun Street, Winchester, VA 22601
Nancy Shepherd House Inn - Bed & Breakfast
€75 - €97 ($99 - $129) Avg. price/night*
4.5 of 5 stars 61 reviews
Ollie #1 of 5 B&Bs in Winchester
  • “ 1860's experience ”
  • For all those embedded in the Civil War era... this is a must. The Inn... more
  • 27 January 2012
Hotel photos | Contact info
Free Parking
Old Waterstreet Inn
217 W. Boscawen St, Winchester, VA 22601
Old Waterstreet Inn
€87 - €121 ($115 - $160) Avg. price/night*
4.5 of 5 stars 45 reviews
Ollie #2 of 5 B&Bs in Winchester
  • “ Lovely, relaxing B&B ”
  • We had the opportunity to spend a few days at the Old Waterstreet Inn with... more
  • 5 January 2012
Hotel photos
Free Parking
Long Hill Bed & Breakfast
547 Apple Pie Ridge Rd, Winchester, VA 22603
Long Hill Bed & Breakfast
€72 - €87 ($95 - $115) Avg. price/night*
4.5 of 5 stars 17 reviews
Ollie #3 of 5 B&Bs in Winchester
  • “ Very friendly hosts ”
  • Long Hill was a great stop over and we were sorry we couldn't stay longer... more
  • 6 November 2011
Hotel photos
Free High-Speed Internet Free Parking Swimming Pool Wheelchair access
Fuller House Inn
220 W. Boscawen Street, Winchester, VA 22601
No photo provided
4 of 5 stars 1 review
Ollie #4 of 5 B&Bs in Winchester
  • “ Home from home ”
  • We stayed at Fuller House Inn at the end of a 3 week road trip around the... more
  • 14 November 2011
Brownstone Cottage Bed and Breakfast
161 McCarty Lane, Winchester, VA 22602
Brownstone Cottage Bed and Breakfast
3.5 of 5 stars 3 reviews
Ollie #5 of 5 B&Bs in Winchester
  • “ Military wedding ”
  • My husband and I got married here on 30 December 2005. Sheila had her... more
  • 29 June 2007
Hotel photos
See all sites
Cruise Critic

The ultimate cruise resource: cruise reviews, deals, news and advice.

SeatGuru

The world's most comprehensive source for airline seats, airline info, & in-flight amenities.

Family Vacation Critic

The best family holidays start here.

Best beach houses of 2012 »