Winchester

Travel Guide

Winchester
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

Where to stay in Winchester

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Old Town Winchester

Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.

Old Town Winchester
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Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Winchester Historic District
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 P5,305 per night from 16 Apr to 17 Apr
P5,305
P5,772 total
includes taxes & fees
Apr 16 - Apr 17
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,888 reviews)
"The room layout is unique and we love it."

Reviewed on Mar 29, 2025

La Quinta Inn & Suites by Wyndham Winchester
Spark by Hilton Winchester
Spark by Hilton Winchester
3 out of 5
150 Wingate Dr, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is P5,059 per night from 13 Apr to 14 Apr
P5,059
P5,732 total
includes taxes & fees
Apr 13 - Apr 14
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,000 reviews)
"Good hôtel, thought it was full breakfast"

Reviewed on Mar 31, 2025

Spark by Hilton Winchester
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
3.5 out of 5
103 E Piccadilly St, Winchester, VA
The price is P7,248 per night from 20 Apr to 21 Apr
P7,248
P8,212 total
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,006 reviews)
"Beautiful hotel, super easy check in, restaurant on the property is Unos Pizzeria, just one block away is Old Town and we had an enjoyable evening strolling that area after dinner. We’ve already booked another stay for ‘our stop on the way home.’"

Reviewed on Mar 31, 2025

The George Washington Hotel, A Wyndham Grand Hotel
See all 1,969 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.
Placemakr Marymount Ballston
Placemakr Marymount Ballston
4 out of 5
1008 N Glebe Rd, Arlington, VA
Stay at this 4-star aparthotel in Arlington. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (568 reviews)
"A great experience, the front desk staff were very friendly, and the room was comfortable."

Reviewed on Mar 26, 2025

Placemakr Marymount Ballston
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
3 out of 5
2207 Atlantic Avenue, Virginia Beach, VA
Stay at this 3-star beach aparthotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,018 reviews)
"The walls are very thin and there were loud kids next door for the first 2 nights. Even reported it to tell front desk but they were still loud. Couldn't sleep in the room and had to sleep on the pullout couch and shut bedroom door so it didnt sound like they were in the room with us. There wasnt ..."

Reviewed on Mar 29, 2025

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Ocean Key Virginia Beach Resort
The Ocean Key Virginia Beach Resort
3 out of 5
424 Atlantic Avenue, Virginia Beach, VA
Stay at this 3-star aparthotel in Virginia Beach. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (1,304 reviews)
"I love the cleanness of the room, the bed was very comfortable."

Reviewed on Mar 31, 2025

The Ocean Key Virginia Beach Resort
See all 18,527 properties in Virginia
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

Museum of the Shenandoah Valley

Museum of the Shenandoah Valley

You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.

Museum of the Shenandoah Valley
Handley Regional Library

Handley Regional Library

After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

Handley Regional Library

Winchester Medical Center

Though Winchester Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Winchester while you are here.

Winchester Medical Center

Shenandoah University

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

Shenandoah University

Apple Blossom Mall

You can enjoy retail therapy at Apple Blossom Mall during your visit to Winchester. While in this walkable area, you can savor the top-notch restaurants.

Apple Blossom Mall

Shenandoah Valley Discovery Museum

You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savor the top-notch restaurants.

Shenandoah Valley Discovery Museum
Berkeley Springs State Park showing a park

Berkeley Springs

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