Guided Tours

Guided History and Civil War Tours are offered regularly May-October. The Winchester-Frederick County Convention & Visitors Bureau also offers occasional trolley tours and cemetery tours. Information about upcoming tours will be posted to this page when available.

These tours are given by experienced and knowledgeable guides that enjoy sharing their love of local history.

2021 Guided Tour Schedule:

Guided Walking Tour of Old Town Winchester History ($10)
June-October
1st Fridays, 6pm
For reservations call (540) 542-1326
Masks recommended
Meet your guide at the the Kurtz Building, 2 N. Cameron St, Winchester

Guided Walking Tour of Stephens City Civil War History ($5/person, all ages 6+)
June-October
4th Saturdays, 10:30am
Advanced reservations REQUIRED: (540) 869-1700
Meet your guide at the Newtown History Center, 5408 Main St., Stephens City
Virtual ONLINE TOUR of Stephens City also available here

 

Who’s Buried in Mount Hebron Cemetery? ($5)
(No tour dates at this time)
For reservations call (540) 542-1326
Meet your guide at the gatehouse of the cemetery on East Lane, Winchester

Kernstown Battlefield (FREE)
May-October, guided walking tours are given by request on weekends and national holidays. Also available on weekdays by appointment.
For reservations call (540) 869-2851
Meet your guide at the Battlefield, 610 Battle Park Dr., Winchester

Cedar Creek Battlefield Driving Tour (FREE) (no tours at this time due to COVID)
June-October, 1st Fridays, 2pm (also available other times, call for schedule)
For reservations call (540) 869-3051
Meet at the National Park Service Visitor Contact Station, 7712 Main Street, Middletown.

Cedar Creek and Belle Grove National Historical Park (no tours at this time due to COVID, but guided tours are available of Belle Grove Plantation)
FREE tours and programs are offered regularly by National Park Service Rangers. A schedule is available on their website.
Current programs and tours

 Civil War Weekend Car Caravan Tour
“A Gleam of Anxious Speculation”:
The African Americans’ Civil War in Winchester
Saturday, August 19, Time 9am
Meet at the Winchester-Frederick County Visitors Center (1400 Pleasant Valley
Road, Winchester) for a car caravan tour led by Jonathan Noyalas, Director of the
McCormick Civil War Institute at Shenandoah University. The tour will focus on the
experiences of African Americans during the Civil War era. Tour is approximately
1.5 hours in length.

 

Sightseeing Express Trolley Tour
(No tour dates at this time)

60 sites in 60 minutes! Hop aboard the trolley for a one-hour sightseeing excursion of Winchester. Your professional tour guide will entertain you while pointing out historical sites, museums, and other attractions as the trolley travels the same streets that George Washington, General Stonewall Jackson, General Phil Sheridan, Rear Admiral Richard Byrd, and the legendary Patsy Cline traveled. Meet your guide and the trolley at the Winchester-Frederick County Visitors Center located at 1400 S. Pleasant Valley Road. The tour has no stops. Fee: $10. Participants must register in advance.

2021 Haunted History Ghost Tours
(October, dates to be announced)

Prepare yourself for a spine-tingling tour that delves into the mysterious history of Winchester! Learn of the restless spirits from the Colonial and Civil War eras often seen and heard in the streets and historic buildings of Old Town. Your expert guide weaves a tale of carefully researched history and true ghost stories that will leave you intrigued and hopefully convinced that they are here!  Meet at the intersection of Cork Street and the Loudoun Street Mall. Tour lasts approximately one hour. Fee: $10. Tickets must be purchased in advance at the Winchester-Frederick County Visitors Center, 1400 S. Pleasant Valley Road, Winchester. Cash or check only. Limit of 25 participants per tour. Call (540) 542-1326 for more information.

 

Taste Winchester History, Food and Beer Tours (Self-Guided Tours available)
Weekends, Year-Round

Explore the city’s unique and thriving food and brewery scene on these downtown Winchester walking mall food tours. Your experienced guide will introduce you to great local dishes and drinks while sharing stories about Winchester’s rich history and architecture.
www.tastewinchesterhistory.com

 

 

Apparition Trail Ghost Tours
Daily with Advance Reservation, Year-Round

Take a 90-minute guided walking tour that explores the history of Old Town Winchester and the spooky entrance gate of Mount Hebron Cemetery, including the spirits that call it home. Cost is $15 per person. Tour begins at 8:15pm, reservations must be made by 6pm.
www.winchesterapparitiontrail.com

 

 

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