Winchester VirginiaATTRACTIONS & THINGS TO DO
Listed below are the best attractions and things to do near Winchester, Virginia.
1. Museum of the Shenandoah Valley
ART, HISTORY, AND GARDENS
The Museum of the Shenandoah Valley features both art and history exhibits, with collections that include works by regional artists and intricate miniature houses. Visitors can also explore the historic Glen Burnie House, dating to 1794, and seven acres of beautifully maintained gardens. The property offers more than three miles of walking trails, making it a cultural and outdoor destination year-round.
2. Stonewall Jackson's Headquarters
CIVIL WAR HISTORIC HOME
Stonewall Jackson's Headquarters served as the wartime home of the famed Confederate general during the winter of 1861-62. The museum houses a rich collection of Jacksonian artifacts and personal items, immersing visitors in Civil War history. Open seasonally, it offers insight into military strategy and the personal life of Stonewall Jackson.
3. Patsy Cline Historic House
MUSIC LEGEND'S HOME
The Patsy Cline Historic House preserves the childhood home of country music icon Patsy Cline. Guided tours reveal personal stories and important moments from her early life and career. The house serves as a tribute to her lasting impact on American music history.
4. Shenandoah Valley Discovery Museum
HANDS-ON FAMILY MUSEUM
The Shenandoah Valley Discovery Museum offers interactive exhibits focused on science, health, and the arts, designed for children and families. Its rooftop garden and numerous hands-on displays make it a favorite local attraction for experiential learning. The museum fosters curiosity and creativity in a colorful, multi-floor space.
5. Old Town Winchester Walking Mall
HISTORIC PEDESTRIAN DISTRICT
Old Town Winchester Walking Mall is a vibrant, pedestrian-only district lined with boutiques, restaurants, and historic buildings. Visitors enjoy cobblestone streets, outdoor dining, and frequent community events in an atmospheric setting. The mall is the heart of downtown Winchester and reflects the city's blend of charm and modern energy.
6. Handley Regional Library
ARCHITECTURAL GEM & LIBRARY
Handley Regional Library is a stately, Beaux-Arts structure serving as both a public library and a local landmark. The building's grand design features impressive stained glass and elegant reading rooms. It offers a peaceful space for reading, research, and community events in downtown Winchester.
7. Shenandoah Valley Civil War Museum
CIVIL WAR ARTIFACTS & HISTORY
The Shenandoah Valley Civil War Museum houses over 3,000 artifacts from the Civil War era in a historic courthouse setting. Visitors can explore weapons, letters, and uniforms as they learn about Winchester's pivotal wartime role. The building itself served as both a hospital and prison during the conflict.
8. Abram's Delight
WINCHESTER'S OLDEST HOME
Abram's Delight is Winchester's oldest home, built in 1754 by the Hollingsworth family. The property includes an 18th-century log cabin that tells the story of early Shenandoah Valley settlers. Guided tours share insights into colonial life and the region's development.
9. George Washington's Office Museum
WASHINGTON'S WINCHESTER LEGACY
George Washington's Office Museum preserves the small log cabin where Washington worked from 1755 to 1756 during the French and Indian War. Visitors can view artifacts, maps, and exhibits detailing his military service and leadership in early Virginia. The museum offers a unique perspective on Washington's formative years and his influence on Winchester.
10. Winchester Historic District
PRESERVED ARCHITECTURE & HISTORY
The Winchester Historic District spans 45 blocks of well-preserved 18th and 19th-century architecture. Walking through the district, guests encounter a blend of historic homes, churches, and public buildings. The area provides a picturesque setting for learning about Winchester's storied past.
11. Bright Box Theater
LIVE MUSIC & PERFORMANCES
Bright Box Theater is a modern performance venue located in the heart of downtown Winchester. It hosts a variety of live music acts, comedy shows, and private events in an intimate, stylish setting. The theater is known for its vibrant atmosphere and eclectic entertainment lineup.
12. Violino Ristorante Italiano
AUTHENTIC ITALIAN DINING
Violino Ristorante Italiano is a beloved, family-run restaurant offering classic Italian cuisine in a warm and inviting space. Known for its homemade pastas and fresh ingredients, it's a favorite for both locals and visitors. The restaurant's live accordion music and charming courtyard enhance the dining experience.
13. Bonnie Blue Southern Market & Bakery
SOUTHERN EATS & BAKERY
Bonnie Blue Southern Market & Bakery is famous for its Southern-inspired dishes, BBQ, and freshly baked goods. The eatery occupies a renovated gas station and offers a charming, casual atmosphere. Guests come for hearty breakfasts, savory sandwiches, and house-made pies.
14. Apple Blossom Mall
SHOPPING AND ENTERTAINMENT HUB
Apple Blossom Mall is Winchester's main shopping destination, featuring a wide array of stores, a food court, and a movie theater. The mall is popular for family outings and convenient shopping under one roof. It also hosts community events and seasonal activities throughout the year.
15. Marker-Miller Orchards Farm Market
PICK-YOUR-OWN ORCHARD
Marker-Miller Orchards Farm Market offers a traditional farm experience with pick-your-own apples, peaches, and pumpkins during the season. The market sells fresh produce, homemade jams, and baked treats, making it a favorite local destination. Families enjoy hayrides, scenic views, and seasonal festivals on the farm.