10 Things to do Good for a Rainy Day in Winchester That You Shouldn't Miss

February 26, 2022 Tynisha Seiler

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. Winchester Little Theatre

315 W Boscawen St, Winchester, VA 22601-3809 +1 540-662-3331 [email protected] http://www.wltonline.org
Excellent
81%
Good
15%
Satisfactory
4%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 26 reviews

Winchester Little Theatre

The Winchester Little Theatre was organized in 1929 "...to present, produce and encourage the production, acting and writing of plays..." by a group of persons interested in providing an outlet for their artistic interests and bringing to the community entertainment and culture.

2. Posh Pets Boutique

16 S Loudoun St, Winchester, VA 22601-4720 +1 540-722-7213 [email protected] http://www.loveposhpets.com/
Excellent
89%
Good
11%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 9 reviews

Posh Pets Boutique is a place for pets and those who love them! The store is stocked with unique pet supplies, beds, eco-friendly toys, adorable clothes, holistic foods, natural treats, and pet-themed gifts that cannot be found in big box stores. Owners Lanette Orduna and Rebecca Miller consider themselves the ultimate pet lovers and are active members of the animal rescue community. Bring your dog by to meet us--we're open 7 days a week!

3. Blue Plate Books

2257 Valley Ave, Winchester, VA 22601-2755 +1 540-662-6657 [email protected] http://www.blueplatebooks.com
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 14 reviews

Blue Plate Books

Serving up a healthy helping of good used books at Blue Plate Special prices. Browse our 50,000 books in 3,500 square feet. -- Relax while browsing our well stocked shelves. Slow down. Sit a while. No mouse clicking required. -- Locally owned & operated. Support your local bookstores! -- You never know what you'll find at a used bookstore...

Reviewed By BBVacation2015 - Ladysmith, United States

I don't live in the area but visit a couple times a year and always shop here. Friendly employees and lots of books to choose from. Prices are good and inventory changes. Recommend and will be back again.

4. Briede Family Vineyards

450 Green Spring Rd, Winchester, VA 22603-2742 +1 540-664-2048 [email protected] http://www.thebriedefamilyvineyards.com
Excellent
89%
Good
11%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 9 reviews

Briede Family Vineyards

We are small boutique winery located in the Shenandoah Valley. We are a different winery in that we grow "Hybrid" grapes. Our International award winning wines including our "Arandell" have won a Silver Medal recently in the 2020 International Sommelier Challenge in California in a blind tasting. Come sit and enjoy our charming venue with a glass of wine from one of the best winemakers in the state. Paul and I would love to share our passion for wine with you. Don't forget our selection of lovely sparkling wines and champagnes from around the world.

5. 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.

6. Stonewall Jackson's Headquarters

415 N Braddock St, Winchester, VA 22601-3921 +1 540-667-5505 http://winchesterhistory.org/stonewall-jacksons-headquarters/
Excellent
76%
Good
20%
Satisfactory
3%
Poor
0%
Terrible
1%
Overall Ratings

4.5 based on 259 reviews

Stonewall Jackson's Headquarters

Season: Open Daily April 1 to October 31 BE SURE LISTING SHOWS WE ARE CLOSED FOR THE OFF SEASON. Wartime home of Stonewall Jackson in wintertime of 1861-62. Contains numerous Jacksonian items, including furniture, prayer table and desk. His well worn daily prayer book , a gift from his sister, is also on display.

Reviewed By lisawL4142TW

We had a great tour with a very knowledgeable guide who was able to answer all our questions. This house museum had so many authentic period pieces and personal objects from Jackson and his contemporaries.

7. Museum of the Shenandoah Valley

901 Amherst St, Winchester, VA 22601-3305 +1 888-556-5799 [email protected] http://www.themsv.org
Excellent
67%
Good
26%
Satisfactory
5%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 521 reviews

Museum of the Shenandoah Valley

The Museum of the Shenandoah Valley (MSV) is dedicated to preserving and enriching the cultural life and heritage of the Valley. This regional history complex includes a house dating to the eighteenth century, six acres of spectacular gardens, and a 50,000-square-foot museum featuring changing exhibitions, a permanent display of miniature houses, and an expansive gallery exploring the history and decorative arts of the Shenandoah Valley. The galleries are open year-round; the house and gardens April through October. The property was passed through generations of Wood and Glass families until being acquired by Wood descendant and MSV benefactor Julian Wood Glass Jr. (1910–1992) between 1952 and 1955. Glass and his partner at the time, R. Lee Taylor (1924–2000), worked together to transform the site and its Glen Burnie House—built in 1794 by James Wood’s son Robert—into a country retreat where the couple entertained in high style.

Reviewed By aroundtheworld_FC - Winchester, United States

I love going to the MSV! I've been a member for a while now and always discover something new with each and every visit. The gardens are amazing in the late summer-early fall and the main museum has wonderful rotating exhibits (I got to see a few Warhol's and a Lichtenstein just the other day) as well as a nice permanent collection.

8. Shenandoah Valley Civil War Museum

20 N Loudoun St, Winchester, VA 22601-4716 +1 540-542-1145 http://www.civilwarmuseum.org/
Excellent
49%
Good
40%
Satisfactory
7%
Poor
3%
Terrible
1%
Overall Ratings

4.5 based on 190 reviews

Shenandoah Valley Civil War Museum

Reviewed By Je_suis_perdu1973 - Richmond, United States

One of the best military museums I've ever visited. I especially enjoyed the Civil War-era graffiti. Very interesting! I don't think there are many Confederate museums with that many historical objects that are still open to the public. The old court room was really cool. My kids loved visiting here.

9. 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.

10. 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.

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