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Busin’ the Virginia ‘Burgs

Featuring Leesburg, Middleburg, Harrisonburg, Lynchburg & Fredericksburg

 

Journey through Virginia’s most charming “Burgs” on this multi-day itinerary that highlights the unique character of six historic towns: Leesburg, Middleburg, Harrisonburg, Lynchburg, and Fredericksburg. From boutique shopping and rolling vineyards to vibrant college towns and riverside history, each stop offers its own blend of culture, cuisine, and storytelling. Along the way, groups will experience the heart of Virginia through guided tours, local flavors, and memorable attractions that showcase why these “Burgs” remain timeless destinations worth exploring together.

 
 
Blue motorcoach bus driving through downtown Fredericksburg

Day 1

Arrive to Loudoun County and enjoy lunch on your own in downtown Middleburg. A few miles west of Aldie, walk the streets of this picturesque historic village, the capital of horse and hunt country. Lunch spots abound, including King Street Oyster Bar on Washington Street (try the crab cakes) and Thaiverse around the corner, famous for its lime and chili salmon specialty. Fortify yourself with a post lunch espresso at the aptly named Cuppa Giddy Up back on Washington Street.

Take a docent led tour at the National Sporting Library and Museum. Established in 1954, this venerable museum and library on the eastern edge of town is the nation’s leading resource on equestrian and outdoor pursuits – angling, shooting, foxhunting, flat racing and polo. It has a world-class research library, an equine-themed fine art gallery and a magnificent seven- foot bronze sculpture of Virginia-bred 1993 Kentucky Derby winner Sea Hero in the courtyard.

A bronze horse statue stands outside of a white building.

Join renowned historian and educator Rich Gillespie for a driving tour through hunt country and discuss the history and culture surrounding the area and how it became a robust wine region. Visit the immaculately preserved Aldie Mill, which operated from 1809-1971 and enjoy a live milling demonstration in this working mill.

A restaurant housed in a historic carriage house with carriage wheels hanging from the ceiling.

Enjoy dinner at Clyde’s Willow Creek Farm. Relax at this popular farm-to-table restaurant in eastern Loudoun. Featuring an impressive array of American folk art, Audubon prints, and antique carriages and sleighs, Clyde’s Willow Creek Farm is not only a restaurant, but an attraction. The historic building houses seven dining rooms and four bars plus a gorgeous outdoor dining area. It Is also the sister restaurant to the famous Old Ebbitt Grill in Washington, DC.

Day 2

Start the day in Leesburg at Dodona Manor, the historic home turned museum of statesman General George C. Marshall, author of the Marshall Plan that rescued Europe after World War II. Walk the rooms of the 19th Century Greek Revival mansion where he and his wife worked, dined and entertained visiting dignitaries.

A bronze statue of George Catlett Marshall stands atop a brick wall with his home in the background.
Grape vines with green leaves and a green field.

We make our way to Zephaniah Farm Vineyard for a seated wine tasting, this family- owned winery on a historic 1819 farm off Route 15. The owners grow 14 different grape varietals; taste some of the award-winning vintages in the timber barn tasting room or even the living room of the family home. The 2016 Three Captains Red and the 2019 Late Harvest Vidal Blanc are particular standouts.

Enjoy lunch on own in historic downtown Leesburg. Suggestions include small plates nook the Wine Kitchen on King Street and Tuscarora Mill and Fire Works Wood Fired Pizza in the Market Station precinct on Harrison Street. For lighter fare, Puccio’s up the street is a classic local deli serving Italian sandwiches and signature salads.

Save space for chocolate following lunch. Chef Santosh Tiptur’s Indian- inspired, chocolate-forward restaurant The Conche hosts chocolate making classes in its culinary “lab”. Learn from the experts how to make and shape all manner of finely crafted, cocoa-based delicacies; the perfect sweet gifts.

 

Artisanal chocolates on a plate. One is yellow and one is red.

End the day with dinner and a show produced by Stage Coach Dinner Theater at Oatlands Historic Home and its historic carriage house. This local theater company specializes in murder mysteries and themed cabarets. Enjoy wine, beer, dinner and performances of productions such as Big Bad Wolf, Ace Detective, Dial M For Monster and Happy Birthday You’re Dead.

Day 3

Following breakfast this morning, head west to Harrisonburg, Virginia.

Visit the Hugo Kohl’s Museum, which allows visitors to enjoy a visual, auditory, and sensory experience of jewelry manufacturing. Learn about the industrialization of jewelry making in the 19th century. Watch artisans create beautiful designs in front of your eyes and browse the retails store for that special something.

 

 

2 women shopping in downtown Harrisonburg

Enjoy lunch on your own and free-time in historic Downtown Harrisonburg. Choose lunch at a restaurant within Virginia’s First Culinary District in Downtown Harrisonburg’s. From Southern cooking to international cuisine and farm-to-table fair choices abound. For outdoor dining Downtown Harrisonburg offers numerous options from patios to rooftop dining. For lunch on a charming green outdoor space try Clementine’s Patio. Stop by Shirley’s popcorn for free samples of a variety of freshly made gourmet popcorn.

Meet at the Hardesty-Higgins Visitor Center (house circa 1848) to visit the free Valley Turnpike Museum. History buffs will enjoy the Valley Turnpike Museum and Civil War Orientation Center. Open 9 – 5 every day the house offers an Orientation Center, clean public restrooms, visitor information, the Rocktown Gift Shoppe as well as patio seating for the attached Heritage Bakery.

Tour the Virginia Quilt Museum. Celebrating and Nurturing Virginia’s Quilting Heritage. Founded in 1995, The Virginia Quilt Museum is the Official Quilt Museum of the Commonwealth of Virginia. The Museum promotes a unique blend of Virginia’s art and cultural heritage. Charged with a mission of “celebrating and nurturing Virginia’s quilting heritage,” the Museum offers three floors of rotating, curated gallery space in a historic home. Exhibits feature quilts from the Museum’s collection as well as traveling exhibitions. Heirloom quilts, contemporary quilts, and art quilts are also typically featured simultaneously, allowing our visitors the chance to marvel at the extreme variety of styles, techniques, and themes present in quilts.

Arrive to Lynchburg, Virginia and enjoy dinner with the Legacy Dining Experience along the Bluffwalk. A renaissance is happening in LYH, and it has everyone hungry. Michelin star chefs and Food Network veterans have set up shop on cozy Downtown streets and quiet nooks. Dinner is on your own this evening, so walk through the doors of any of our restaurants and you’ll be met with extraordinary flavor and attention to detail that will make you want to stay for hours, or at least until the Motorcoach takes you back to your hotel.

Day 4

Explore the rich history of Lynchburg and Central Virginia at the Lynchburg Museum at the Old Courthouse. The Museum shares stories about the fascinating people and events that shaped our region through rotating exhibitions and their permanent collections.

the Lynchburg Museum sits atop a large hill in an old courthouse, with greco-roman style architecture.

Join a step-on guide and take a guided walking tour through Lynchburg’s Pierce Street Renaissance Historic District, which is notable because of the people who lived and visited there rather than because of the architecture of the buildings. This district is known for its significant African American History.

Visit the Anne Spencer House & Gardens. An internationally acclaimed poet who was part of the Harlem Renaissance, Anne Spencer was the only black woman and the only Virginian included in the Norton Anthology of Modern American and British Poetry. Take a tour of the house and garden that many Civil Rights luminaries visited during her lifetime.

Lunch today is at the Depot Grille. This fun, railroad-themed family restaurant is a local favorite and housed in a former freight station. The Depot’s eclectic dining space uses church pews for their booth seating and the bar back is an old pharmacy display case. Order the ribs, you won’t be disappointed!

Exterior of Thomas Jefferson's Poplar Forest

Take a short drive to Poplar Forest. This home was Thomas Jefferson’s secluded retreat, now a National Historic Landmark. A mature and innovative architectural masterpiece, Jefferson designed the octagonal house during his second term as President of the United States. Jefferson sojourned to Poplar Forest between the ages of 66-80 to rekindle his creativity, spend time with his grandchildren and escape the crowds at Monticello.

Check out Charley’s Restaurant for dinner. Founded in 1980 by former Major League Baseball player Charley Sands, Charley’s has grown into one of Lynchburg’s favorite restaurants with steaks, seafood, salads and more.

Day 5

Take a tour of the Point of Honor Mansion. Experience life during the early 1800’s as you explore the house and grounds of the original owner and builder, Dr. George Cabell, whose patients included American patriot Patrick Henry. A tour of this historic Federal style home, with its classic architecture and period furnishings, gives insight into the lives of all who lived and worked in this remarkable home.

Arrive to Fredericksburg, VA where you will start with lunch on your own and free-time in the historic downtown. Explore the 40 block historic district with brick lined sidewalks, boutiques, specialty and antique shops, art galleries and chef-owned/independent restaurants.

Hop aboard to take a Trolley tour of Fredericksburg. This 75-minute tour includes historic homes, attractions, and the famous Sunken Road, site of the Battle of Fredericksburg.

 

Trolley on Caroline
Mary Washington House

Visit the Mary Washington House, the last home of George Washington’s mother, Mary, and the home that George purchased for her where she spent her last 17 years. Washington visited his mother in this home asking for her blessing to become President of the United States.  Costumed interpretation.

Next stop is Historic Kenmore – Built by Fielding Lewis for his wife, Betty, the only sister of George Washington, the house contains elaborate plasterwork from colonial America crafted by an unknown artisan. Also of note is the wall to wall carpeting in the dining room, which was installed with a replica pattern dating back to the 1700’s.

Tulips in the spring in front of Historic Kenmore
Sally Struthers in Hello Dolly at Riverside Center for the Performing Arts diner theater

Take in dinner and a show at Riverside Center for the Performing Arts – Winner of the 2019 Theater of the Year for Central Virginia Award by Broadway World, The Riverside Center for the Performing Arts features professional “Broadway musicals” each season. A three course dinner is served at your table.

Day 6

Drive out to the Fredericksburg Battlefield Visitor Center for a tour – This visitor center, located on Sunken Road, introduces the extensive action that took place in the area during the Civil War and tells the story of Richard Kirkland, the “Angel of Marye Heights”.

visitors talking with a park ranger at Fredericksburg Battlefield
tour at A. Smith Bowman

Sip and Savor at A. Smith Bowman Distillery – Virginia Oldest Distillery. Winner of multiple awards for their spirits, groups to the area can experience a behind-the-scenes glimpse into the production of hand crafted spirts. Tours explore distillation, barreling and bottling of bourbon. Products available for tasting and purchase.

 

Enjoy a farewell lunch at Alpine Chef – Located inside the old train station, Chef Jannic Hornig prepares German, Austrian and Alpine cuisine.  Portions are large so bring your appetite!

Large entree at Alpine Chef

Contact Information

Fredericksburg

Haley Backlund
Tourism Services Coordinator
City of Fredericksburg Department of Economic Development and Tourism
[email protected]
540-372-1216

Loudoun County

Hannah Oliver, CTIS
Tour and Travel Sales Manager
[email protected]
703-669-4434

Lynchburg

Andrew Marks
Sales Manager
Department of Economic Development and Tourism, City of Lynchburg, Virginia
[email protected]
434-485-7298

Harrisonburg

Jennifer Bell
Tourism Manager
[email protected]
540-432-8940