Explore the Historic Autumn Pilgrimage House Tour in Charles City County, VA
Each year, history enthusiasts and architecture lovers alike flock to the Historic Autumn Pilgrimage House Tour in Charles City County, Virginia. This tour offers a rare opportunity to explore private plantations, gardens, and historic homes that span centuries of American history. From grand 18th-century estates to vernacular structures, the tour highlights the rich architectural diversity and storied past of this region, located along Route 5, a National Scenic Byway.
A tour of historic plantations, contemporary houses and gardens in the cradle of the nation
SATURDAY, SEPTEMBER 28, 2024 | 9 A.M. – 4 P.M.
Tickets are $60 and can be purchased on this link
See a map of all the Charles City properties on the tour
Charles City County: A Gateway to the Past
Charles City County sits north of the James River, between Richmond and Williamsburg, along Route 5, which follows part of an ancient Algonquin trail. Historically, this road was a crucial thoroughfare for trade and communication between colonial settlements. The James River served as the main artery, linking Williamsburg, the colonial capital, to Richmond, the modern capital of Virginia. Today, the area is connected by the Capital Trail, a popular bike route that draws thousands of cyclists each year, offering breathtaking views of the scenic rural landscape of Charles City and James City Counties.
Charles City County, established in 1618 by the Virginia Company of London, was one of the original eight shires of the Virginia Colony by 1634. Rich in history, it is home to some of the earliest and most significant American colonial architecture. This autumn tour offers a chance to explore these structures and gain a deeper understanding of the historical significance of the James River in the development of the region.
On the Historic Autumn Pilgrimage House Tour, visitors will step inside plantation homes, historic churches, and smaller structures, each telling stories of the individuals who shaped the area and, by extension, the nation.
Notable Stops on the Tour
Berkeley Plantation (1726)
12602 Harrison Landing Road, Charles City, VA 23030
Berkeley Plantation stands as one of the earliest and most prominent estates in America. Situated on the north bank of the James River, it was originally called Berkeley Hundred and was established in 1619 by English settlers, who celebrated what is considered the first official Thanksgiving in America. Built in 1726 by Benjamin Harrison IV, the elegant Georgian mansion made of bricks fired on-site is one of the oldest three-story brick homes in Virginia. The estate is the birthplace of two U.S. presidents: William Henry Harrison and his grandson, Benjamin Harrison.
Beyond its presidential legacy, Berkeley is also known as the site where the Army bugle call “Taps” was composed during the Civil War. Today, Berkeley Plantation remains in the Jamieson family, descendants of the 20th-century restorers, and welcomes visitors daily for house tours and special events. Explore the ten acres of formal gardens and take in the picturesque views of the James River.
For more information, visit their website or call 1-888-466-6018.
Greenway (1775)
10900 John Tyler Memorial Hwy, Charles City, VA 23030
Greenway is a quintessential example of early Colonial architecture. Built by Judge John Tyler, Sr., the father of U.S. President John Tyler, the home dates back to 1775. Listed on the National Register of Historic Places, Greenway features a story-and-a-half structure with charming dormer windows and a T-shaped layout due to later additions. This estate was the birthplace of President Tyler and remained in the family for several generations. Today, the property is privately owned and well-preserved, offering a glimpse into the domestic life of one of America’s political dynasties.
Kimages
4343 Kimages Wharf Road, Charles City, VA 23030
Once part of Berkeley Plantation, Kimages sits high on a bluff, offering sweeping views of the James River. Built in 1949 by Armistead Boyd, the home’s construction incorporated reclaimed materials, such as large beams from a demolished warehouse and heart pine flooring from an early 19th-century house. With its eclectic style, Kimages combines history with modern living and is now home to Randy and Julie Boyd, who have maintained its unique character through thoughtful renovations.
Open Air – The Glebe (1732)
12800 The Glebe Lane, Charles City, VA 23030
A “glebe” is an official residence provided by a church for its rector, and the Glebe House served this purpose for Westover Church from its construction in 1732. Built in the colonial style, it later underwent updates in the Federal style in the early 19th century, including the addition of elegant fan-lighted doorways and Federal trim. Over the centuries, the house changed hands several times and was restored by the Crenshaw family. Now listed on the Virginia and National Registers of Historic Places, the Glebe operates as an event venue under the name Open Air The Glebe, offering a beautiful location for weddings and other gatherings.
Piney Grove
16900 The Glebe Lane, Charles City, VA 23030
Piney Grove is a rare example of Tidewater log architecture from the 18th century. It was the home of the Southall family before being purchased by Edmund Archer Saunders in the 19th century. Today, Piney Grove is a collection of restored historic structures that were saved from demolition, including Ashland (1835), Dower Quarter (1830), and Duck Church (1917). While only exterior viewing is available on the tour, docents provide detailed stories about each building’s history.
Sherwood Forest (Late 1700s – 1845)
14501 John Tyler Memorial Highway, Charles City, VA 23030
Once the home of President John Tyler, Sherwood Forest is the longest frame house in the United States, spanning 301 feet. Tyler, who became president after the death of William Henry Harrison, purchased the property in 1842 and lived there until his death in 1862. The estate, which Tyler expanded and renamed Sherwood Forest, is a testament to his political legacy and personal life. Today, the home is still owned by the Tyler family and is open for tours by appointment. Visitors can explore the vast grounds and the carefully preserved family heirlooms that provide a window into the past.
For more information and to schedule a tour, visit the Sherwood Forest website or call 804-829-5377.
Westover Episcopal Church (1730)
6401 John Tyler Highway, Charles City, VA 23030
The final stop on the Autumn Pilgrimage House Tour is Westover Episcopal Church, established in 1613 and reconstructed in 1730 after the original wooden structure was dismantled. Throughout its history, the church has endured periods of neglect, wartime damage, and subsequent restoration. Today, the church is active, with a congregation dedicated to its preservation. Visitors can view the beautiful colonial architecture and see the historic silver communion sets that date back to the 17th and 18th centuries.
For more information, visit Westover Episcopal Church.
Experience Charles City County’s Architectural Legacy
The Historic Autumn Pilgrimage House Tour offers a rare opportunity to step back in time and explore the remarkable architecture and history of Charles City County. Whether you are fascinated by presidential homes, historic plantations, or vernacular structures, this tour provides a glimpse into centuries of Virginia’s past. Be sure to make this part of your autumn itinerary and witness the beauty of these well-preserved homes and gardens.
After your tour, I strongly encourage a visit to Indian Fields Tavern, one of my favorite restaurants in the area. Located at 9220 John Tyler Memorial Highway, Charles City, VA 23030, this charming spot features American bistro fare in a cozy, rustic farmhouse setting. You can relax and enjoy your meal in the warmly decorated bar, dining rooms, spacious outdoor patio, or on one of two screened porches. The tavern also boasts a full-service bar with draft beers brewed on-site at 5 Fields Brewing Co., along with a fine selection of wines, cocktails, and an extensive bourbon collection.
Also located on the property is the 5 Fields Brewery tasting room and Pizza Box, conveniently across the parking lot, where you can indulge in a more casual bite. Whether you’re arriving by bicycle or automobile, you’ll love the beautiful countryside setting. Indian Fields Tavern is just a short 30-minute drive from Williamsburg and Richmond, and it’s directly across from the Virginia Capital Trail between mile post 22/23.
Whether you’re looking for a delightful meal, a perfect sunset with a cold pint, or some live music, Indian Fields Tavern is a destination that might just make you want to stick around for all three. For more information, visit their website.