Top 10 Sights & Landmarks in Winchester, Virginia (VA)

September 14, 2021 Jana Sager

Sitting at the northernmost corner of Virginia in the Shenandoah Valley, Winchester offers visitors the chance to explore historical sites, museums, vineyards, farmers' markets, and tree-lined Old Town streets once wandered by the likes of George Washington and Stonewall Jackson. The fruitful fields of the surrounding Frederick County have earned the area the title "apple capital of the world," with the city hosting the Shenandoah Apple Blossom Festival annually for almost a century.
Restaurants in Winchester

1. Rocking S Ranch

564 Glaize Orchard Rd, Winchester, VA 22603-2408 +1 540-678-8501 http://www.therockingsranch.com
Excellent
98%
Good
2%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 386 reviews

Rocking S Ranch

Reviewed By anna7753TK

Had an amazing ride with Mr. Bill, he is extremely friendly and a great guide. The trail was beautiful and the horses were very calm and enjoyable to ride. Highly recommend for anyone looking for a fun getaway, day activity, etc.

2. Abram's Delight

1340 S Pleasant Valley Rd, Winchester, VA 22601-4447 +1 540-662-6519 [email protected] http://winchesterhistory.org/Qstore/abramsdelight.htm
Excellent
62%
Good
30%
Satisfactory
7%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 73 reviews

Abram's Delight

Reviewed By ryanneb614

Visited the house and grounds with our toddler. Walking around the grounds is free. To go into the house you pay a small entrance fee. Historical signs are around the grounds to read about the site. It is close to the park and the visitors center is right next door.

3. Shenandoah Valley Discovery Museum

19 W Cork St Pre-purchased Tickets Required, Winchester, VA 22601-4741 +1 540-722-2020 [email protected] http://www.discoverymuseum.net
Excellent
66%
Good
26%
Satisfactory
7%
Poor
0%
Terrible
1%
Overall Ratings

4.5 based on 177 reviews

Shenandoah Valley Discovery Museum

Our mission at the Shenandoah Valley Discovery Museum is to ignite creativity, spark curiosity and inspire learning in visitors of all ages by providing a rich variety of interactive, hands-on exhibits and programs that focus on the sciences and mathematics, the humanities, and the arts.All exhibits, activities and experiences provided by the Discovery Museum adhere to the following philosophical guidelines:Exhibits, activities and programs are interactive, participatory and informal, and give visitors opportunities to experiment, have fun playing, use their imaginations and share ideas.Visitors are engaged at their own level of expertise and experience.Activities and programs are multi-sensory, authentic, honest, and factual.The Museum works in a spirit of cooperation and partnership with educational, cultural, governmental and community organizations.

Reviewed By 519kathied - Edinburg, United States

All ages kids will love this hands on museum. There are 3 stories of activities and displays. There is a rescue unit to explore, an apple processing set, etc. There are specific activities that have to be signed up for. Always something to entertain and excite the kids.

4. Patsy Cline Historic House

608 S Kent St, Winchester, VA 22601-4664 +1 540-662-5555 [email protected] http://www.celebratingpatsycline.org
Excellent
68%
Good
22%
Satisfactory
8%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 158 reviews

Patsy Cline Historic House

COVID-19 INFORMATION: With the safety of our staff, volunteers and guests in mind we will remain temporarily closed until further notice due to COVID. Guided tours of the Patsy Cline Historic House are conducted in a very close and intimate setting. The house can not open and adhere to the Governor's Forward Virginia current opening mandates including social distancing in such a small museum space. ABOUT THE HOUSE: The house stands as an icon for Patsy Cline fans and admirers hoping to know first hand the story of Patsy’s early years. Patsy Cline’s home offers a window on the famed singer’s early road to stardom.

Reviewed By underdog63

It was a joy to spend time at the Patsy Cline House seeing the memorabilia and hearing the story of Patsy. The volunteers here are a great value and love to share the story and visit with guests. Stop by and enjoy a peaceful visit with wonderful people.

5. Stonewall Confederate Cemetery

305 E Boscawen St, Winchester, VA 22601-5014 +1 540-662-4868 http://www.mthebroncemetery.org/stonewall.html
Excellent
53%
Good
36%
Satisfactory
5%
Poor
2%
Terrible
4%
Overall Ratings

4.5 based on 58 reviews

Stonewall Confederate Cemetery

Reviewed By JackL448 - East Syracuse, United States

The Stonewall Cemetery is just a small part of the Mount Hebron Cemetery located about 150 yards from the cemetery's main office. Visiting the is the quickest way of locating the cemetery, in which a woman will show on a map the exact cemetery's location, which can be walked or driven to. All eleven confederate states have some type pf memorial that will at least 20 or possibly 100 grave sites. Several individual stones are: Gen. Turner-Ashey. Major Jas Thomson, Capt. Hugh McGuire. Brigadier Gen. Robert Danial Johnson, In Honor of the Women of Winchester. One stone that stands out-not to readable- is the Patton Brothers. One brother was uncle of WW11 U.S. General George S. Patton. By itself is the To the Unknown & Unrested Dead, with three separate stones. 1.) Unknown Dead from the Battle of Cedar Creek Battle Field. 2.) Unknown Dead from the Kernstown Battlefield. 3.) Unknown Dead from the Cool Spring Battle. Depending on what a visitor views & reads, time spent could be 15-45 minutes. The grass hadn't been mown for a while, was a bit high & wet. Would suggest waiting two days if any measurable rain has fallen. If person has an a civil war cemetery of the final resting site of the confederate passing a visit is recommended.

6. Kernstown Battlefield and Pritchard House

610 Battle Park Drive, Winchester, VA 22602 +1 202-302-9129 http://www.kernstownbattle.org/
Excellent
67%
Good
25%
Satisfactory
8%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 61 reviews

Kernstown Battlefield and Pritchard House

Reviewed By janhP5062CT

Expected to drive or walk around the battlefield, reading markers. Instead, we got a personal tour in a golf cart by one of the volunteers (thanks, Bill!), with a running narrative of the battles and more. Then a tour of the Pritchard House given by another volunteer, ending with the recreation of the field hospital that was created in the lower level of the house during the battles, again with a knowledgeable talk by a volunteer. Get the gist? Volunteers not only raised the money to save this battlefield from development, they now maintain it and are restoring buildings and landscapes as they can. Highly recommended.

7. Handley Regional Library

Picadilly St, Winchester, VA +1 540-662-9041 http://www.oldtownwinchesterva.com/business-directory/attractions-museums/handley-regional-library/
Excellent
76%
Good
20%
Satisfactory
4%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 150 reviews

Handley Regional Library

Reviewed By NJLivingston

This building is stunning and we had no plans to visit but once we spotted it, we had to go inside. It is a beautiful building with a lovely duomo. Great to explore and has lots of fantastic reading niches. Huge section for kids and teens on second floor. Spiral stairwells were fun.

8. Marker-Miller Orchards

3035 Cedar Creek Grade, Winchester, VA 22602-2616 +1 540-662-1391 [email protected] http://www.markermillerorchards.com
Excellent
74%
Good
25%
Satisfactory
1%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 76 reviews

Marker-Miller Orchards

A Century Farm offering a variety of fresh fruits and vegetables available in our market and for pick-your-own. (Please check our website for availability for seasonal pick-your-own). We have a large selection of jams/jellies, fruit wines, honey, and no sugar added items to choose from. Visit our on-site bakery for pies, cakes, cookies, and apple cider donuts and our sweet shop for fresh made fudge and hand dipped ice cream.

Reviewed By CharleneW560

We had a great day picking a bag of apples- Crispin variety. I like to make pies and applesauce so I bought 2 boxes of 2nds.

9. Old Town Winchester Walking Mall

1 N Loudoun St, Winchester, VA 22601-4715 https://oldtownwinchesterva.com/shop-dine-explore/
Excellent
50%
Good
31%
Satisfactory
13%
Poor
6%
Terrible
0%
Overall Ratings

4.5 based on 16 reviews

Old Town Winchester Walking Mall

Come enjoy a wonderful meal on the 2-block Walking Mall at one of 20+ local restaurants, visit our unique shops, enjoy a cup of coffee at one of our 4 coffee shops or a craft beer at one of our 4 breweries. Two historic museums, a children's museum, and a public splash pad all accentuate your experience. Ample street, lot and garage parking is available.

Reviewed By JeffreyE414

We enjoy walking the brick mall and eating at one of the many cafes. It's a very nice area to stroll with children and take in the interesting shops as you munch on a cone of ice cream. I recommend a planning a romantic dinner. The surrounding streets also have restaurants.

10. Third Winchester Battlefield

Rudbud Road, Winchester, VA +1 800-298-7878 http://www.civilwardiscoverytrail.org/location_detail.php?SiteID=307
Excellent
30%
Good
60%
Satisfactory
9%
Poor
0%
Terrible
1%
Overall Ratings

4.0 based on 47 reviews

Third Winchester Battlefield

Reviewed By bli1220 - Mount Dora, United States

Were able to bike the 5 miles (couple had to walk up). The markers were good. Couple were in bad shape but note said they were working on replacements. Beautiful trail in trees, open fields and over creek. History of this place is awesome.

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