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Things to do in Winchester

Not Just Any Hotel – Only the Best Things to do in Winchester, Selected for You!

Jul 14, 2025 - Jul 15, 2025
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Stonewall Jackson's Headquarters
10:00 AM–5:00 PM
Museum
415 North Braddock Street
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Stonewall Jackson's Headquarters Museum in Winchester, Virginia, presents the history of Confederate General Thomas J. Jackson through artifacts and preserved architecture.

Duration: 1–2 hours.

Free. Donations are appreciated for maintenance and special projects.

Good (180)

Shenandoah Valley Discovery Museum
We-Sa 09:30-15:30
Museum
19 W Cork St
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Shenandoah Valley Discovery Museum offers interactive exhibits and programs focused on science, humanities, and arts, inspiring creativity and learning for all ages.

Duration: 2 hours.

Free. Special programs may incur an additional fee.

Good (119)

Washington's Office Museum
10:00 AM–5:00 PM
Museum
32 West Cork Street
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Washington's Office Museum in Winchester showcases the historical workspace of George Washington, reflecting 18th-century architecture and artifacts.

Duration: About 1 hour.

Free. Donations are appreciated for maintaining the museum.

Good (34)

Apple Blossom Mall
10:00 AM–9:00 PM
Mall
1850 Apple Blossom Dr (E Jubal Early Dr)
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Apple Blossom Mall in Winchester, Virginia, is a one-story retail mall owned by Simon Property Group, featuring various shops and dining options.

Duration: Approximately 1-2 hours.

Free. Special events may require tickets.

Good (30)

Jim Barnett Park
7:00 AM–9:00 PM
Park
1001 E Cork St
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Jim Barnett Park is a 209-acre urban park in Winchester, Virginia, featuring sports facilities, walking trails, and recreational areas for all ages.

Duration: 2–3 hours.

Free. Some organized events may have fees.

Good (6)

Virginia Museum Of Veiled History
11:00 AM–7:00 PM
Museum
705 S Loudoun St Rte 50 from Exit 313 off I-81 -- comes within 2 blocks.
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Virginia Museum Of Veiled History in Winchester reveals overlooked historical narratives, including contributions of African Americans and lesser-known historical figures.

Duration: Approximately 2 hours.

Free. Donations are appreciated for special exhibits.

Appleland Sports Center
7:00 AM–9:00 PM
Golf Course
4490 Valley Pike
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Appleland Sports Center in Winchester offers a challenging 18-hole golf course, beautifully maintained greens, and a clubhouse that caters to players of all skill levels.

Duration: Approximately 4 hours.

Green fees: $50 per adult, $25 per child (under 16). Discounts available for seniors and military.

Rock Harbor Golf Course
7:00 AM–7:00 PM
Golf Course
365 Rock Harbor Dr
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Rock Harbor Golf Course in Winchester, US offers a scenic 18-hole course designed for players of all skill levels, known for its natural beauty and challenging layout.

Duration: Around 4 hours.

Green fees vary by day and time, generally ranging from $40 to $60 for adults.

Winchester Little Theatre
6:00 PM–8:00 PM
Theater
315 W Boscawen St
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Winchester Little Theatre, founded in 1925, is a community theater in Winchester, Virginia. It hosts a variety of performances and events that celebrate local talent.

Duration: Approximately 2 hours for performances.

Tickets generally range from $15 to $20 for adults, with discounts for seniors and students.

Glen Burnie
1:00 PM–5:00 PM
Museum
Virginia
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Glen Burnie is a historic house in Winchester, Virginia, showcasing early American architecture and rich cultural heritage for visitors and history enthusiasts.

Duration: Approximately 1-2 hours.

Free. Donations for tours and events are appreciated.

College Park Church of Christ
9:00 AM–12:00 PM
Church
106 Purdue Dr
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College Park Church of Christ in Winchester, United States, serves the community with worship services, educational programs, and community outreach initiatives.

Duration: 1-2 hours for service attendance.

Free. Donations are appreciated but not required for attendance.

Calvary Church of the Brethren
9:00 AM–12:00 PM
Church
578 Front Royal Pike
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Calvary Church of the Brethren in Winchester is a community-focused church with a rich history, blending contemporary and traditional worship experiences.

Duration: Around 1 to 2 hours.

Free. Donations are welcome for specific programs and events.

Saint Pauls on the Hill Episcopal Church
By appointment
Church
1527 Senseny Rd
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Saint Pauls on the Hill Episcopal Church in Winchester, United States, offers a rich historical ambiance and distinctive architecture, serving as a community focal point.

Duration: 1-2 hours.

Free. Donations accepted and some events may require tickets.

Sunnyside Presbyterian Church
9:00 AM–12:00 PM
Church
Virginia
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Sunnyside Presbyterian Church in Winchester, United States, emphasizes community and faith with its beautiful architecture and vibrant congregational life.

Duration: About 1 hour.

Free. Donations are welcomed for special programs.

New Hope Alliance Church
6:00 PM–8:00 PM
Church
2309 Papermill Rd
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New Hope Alliance Church, located in Winchester, United States, serves as a community hub for worship and outreach with modern architecture and various programs.

Duration: Approximately 1-2 hours.

Free. Donations are welcome for special programs or events.

Dormition of the Virgin Mary Greek Orthodox Church
5:00 PM–7:00 PM
Church
1700 Amherst St
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Dormition of the Virgin Mary Greek Orthodox Church in Winchester offers rich history, unique architecture, and cultural significance to visitors.

Duration: 1 to 2 hours.

Free. Donations are appreciated but not required.

Opequon Presbyterian Church
10:00 AM–4:00 PM
Church
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Opequon Presbyterian Church, established in Winchester, Virginia, offers a blend of historical architecture and community activities, appealing to visitors and historians alike.

Duration: 1-2 hours.

Free. Donations are appreciated for maintenance.

Kernstown United Methodist Church
9:00 AM–12:00 PM
Church
Virginia
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Kernstown United Methodist Church in Winchester, VA, offers a welcoming atmosphere, community services, and rich historical roots dating back to the early 1800s.

Duration: Approximately 1 hour.

Free. Donations are appreciated for community programs.

Good (179)

Shenandoah Valley Civil War Museum
10:00 AM–4:00 PM
Museum
20 N Loudoun St
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Shenandoah Valley Civil War Museum displays artifacts from the Civil War, focusing on local history. Located in Winchester, it offers insights into the valley's role in the conflict.

Duration: 1 to 2 hours.

Adults: $5, Children (6-16): $3. Free for children under 6 and active military personnel.

Good (1)

Grace Evangelical Lutheran Church
10:00 AM–2:00 PM
Church
26 W Boscawen St
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Grace Evangelical Lutheran Church in Winchester, United States, serves a welcoming community with historic architecture and active worship services.

Duration: 1 to 2 hours.

Free. Donations are appreciated but not required.

Winchester Airport
8:00 AM–6:00 PM
Airport
491 Airport Rd
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Winchester Airport serves the Winchester area in Virginia. It supports general aviation and features a modern terminal and amenities for travelers.

Duration: About 1-2 hours.

Free. Charges apply for specific services and private pilot training.

Greenwood UMC
9:00 AM–4:00 PM
Church
726 Greenwood Rd
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Greenwood UMC in Winchester, built in 1892, features stunning architecture and serves as a historical landmark for the local community.

Duration: Approximately 1 hour.

Free access for all visitors. Donations are welcome for church maintenance and community programs.

The Church Of The Good Shephard
10:00 AM–2:00 PM
Church
Winchester
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The Church of the Good Shepherd in Winchester is a historic Episcopal church, known for its picturesque architecture and peaceful surroundings, attracting visitors and locals alike.

Duration: 1 to 2 hours.

Free entry. Donations appreciated.