Winchester Travel Guide

Tourist Guide
Winchester

Where to stay in Winchester

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Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Shenandoah Valley Discovery Museum or Bright Box Theater.

Old Town Winchester
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
The price is ฿2,640 per night from 6 May to 7 May
฿2,640
per night
6 May - 7 May
Stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi and free parking. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (1,059 reviews)
"Older motel with good staff and a restful nights sleep. They had a good basic breakfast and overall it was a good for an overnight stop."

Reviewed on 27 Apr 2024

Travelodge by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is ฿4,381 per night from 5 May to 6 May
฿4,381
per night
5 May - 6 May
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi and free parking. Our guests praise the pool and the helpful staff in their ...
8.8/10 Excellent! (1,292 reviews)
Great place to stay
"A very nice place to stay. We loved the fact that it was fast and easy to get checked in and that they welcomed our dog. We have a larger dog, and many hotels won't accept her. The room was great and so was the breakfast the next day. Will definitely stay here again."

Reviewed on 29 Apr 2024

La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 out of 5
150 Faraday Plaza, Winchester, VA
The price is ฿2,845 per night from 12 May to 13 May
฿2,845
per night
12 May - 13 May
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (739 reviews)
"This property is brand new…very modern…great breakfast in a bright & clean space"

Reviewed on 30 Apr 2024

Microtel Inn & Suites by Wyndham Winchester
See all 1,887 properties in Winchester
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.
Family Farmhouse Inn
Family Farmhouse Inn
3 out of 5
355 Orchard Drive, Mount Jackson, VA
Stay at this apartment in Mount Jackson. Enjoy free parking, a terrace and a garden. Popular attractions Mt Jackson Thrift & Gift and Meems Bottom Covered Bridge ...
9.4/10 Exceptional! (24 reviews)
"excellent"

Reviewed on 6 Dec 2023

Family Farmhouse Inn
See all properties in Winchester
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.

Popular places to visit

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Museum of the Shenandoah Valley

5/5(1 review)

You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.

Museum of the Shenandoah Valley
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Handley Regional Library

After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.

Handley Regional Library
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Shenandoah University

Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.

Shenandoah University
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Winchester Medical Center

If Winchester Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Winchester.

Winchester Medical Center
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Apple Blossom Mall

You can search for that perfect souvenir at Apple Blossom Mall during your stay in Winchester. While in this walkable area, you can savour the top-notch restaurants.

Apple Blossom Mall
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Jim Barnett Park

Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.

Jim Barnett Park

Things to do

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Shenandoah Tour: Self-Guided Drive

฿539
Per adult
96% of travellers recommend
Shenandoah Tour: Self-Guided Drive
See all activities in Winchester

Cities near Winchester

Berkeley Springs State Park which includes a park

Berkeley Springs

Other places like Winchester