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.
The City of Winchester is celebrating its 275th Anniversary in 2019! Join us for special history events and activities throughout the year.
2019 Guided Tour Schedule:
Old Town Winchester History ($10)
2nd Fridays, 6pm (*No tour on Oct. 11)
3rd Saturdays, 10am
For reservations call (540) 542-1326
Meet your guide at the the Kurtz Building, 2 N. Cameron St, Winchester
Stephens City Civil War History ($5)
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)
May 18, July 20, August 17, September 21, October 19 at 1pm
For reservations call (540) 542-1326
Meet your guide at the gatehouse of the cemetery on East Lane, Winchester
Kernstown Battlefield (FREE)
May-October, Every Saturday, 11am and 1pm
For reservations call (540) 869-2851
Meet your guide at the Battlefield, 610 Battle Park Dr., Winchester
Cedar Creek Battlefield Driving Tour (FREE)
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
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
Saturday, June 8, 10am
Saturday, October 26, 10am
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. Register by June 3 for June 8 tour. Register by October 21 for October 28 tour. Participants must register in advance by calling Winchester Parks & Recreation at (540) 662-4946.
Civil War History Trolley Tour
Saturday, August 24, 10am
This non-stop 22 mile trip will take you on a tour of the battlegrounds of 6 major battles fought in and around the city of Winchester during the War Between the States. Ride through the city and into the countryside where over 140,000 Confederate and Union soldiers met on the area’s battlefields during the four year period of 1861 to 1865. The remains of many of these brave soldiers are resting in the Mt. Hebron Stonewall Confederate Cemetery and the Winchester National Cemetery. Meet your guide and the trolley at the Winchester-Frederick County Visitors Center located at 1400 S. Pleasant Valley Road. Fee: $10. Register by August 20. Participants must register in advance by calling Winchester Parks & Recreation at (540) 662-4946.
Haunted History Ghost Tours
October 26, 30, and 31 at 6pm
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.
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. Historic Food Tours available Saturdays at 2pm, History and Hops Beer Tour available Sundays at 2pm.