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Back to school and back to the office doesn’t mean the end of fun activities with family and friends. September is the beginning of fall festival season showcasing food and drink, music, crafts, and much more. Check out our top selections for September events around DC, Maryland, Virginia, and West Virginia.
WASHINGTON, DC
Photo courtesy of DC Bike Ride
Corcoran Holt Quintet DC JazzFest Jam Session | September 1, 9PM
Union Stage
Corcoran Holt, a son of Washington, DC, began playing djembe and other West African percussion at the age of 4 as a member of Wose Dance Company under the tutelage of Baba Aidoo Holmes & Mahiri Edwards.
DC Bike Ride | September 7, 8AM
Start Line – West Potomac Park
DC Bike Ride is DC’s biggest celebration of bicycling. Join in the most fun you can have on two wheels while touring the city’s famous sights. Course map available HERE!
H Street Festival | September 21, 12PM
12 Blocks of H Street NE
Enjoy great food, drinks, music, contests, kids’ activities, and more at one of the city’s favorite festivals featuring multiple staging areas and more than 200 businesses, restaurants, community organizations, and vendors.
FREE
MARYLAND
Photo courtesy of The Great Frederick Fair
The Great Frederick Fair | September 13-21
Frederick Fairgrounds
This annual fair includes a carnival midway, nightly grandstand entertainment, international award-winning agricultural exhibits, activities, and of course fantastic food!
Bay Bridge Paddle | September 15, 7:15AM
Sandy Point State Park, Annapolis
This year’s paddle will be in the warm waters of the Chesapeake Bay with race courses for all levels from beginner to advanced! Enjoy live music, craft beer, and good eats while participating in beach activities.
VIRGINIA
Photo courtesy of Rosslyn
LoCo Music Festival | September 1, 12-9PM
868 Estate Vineyards, Hillsboro
It’s LoCo Music all day with over 25 musicians playing with their bands and collaborating with other LoCo music groups as they raise money to purchase equipment for local musicians. See your favorites – and discover exciting new musicians, too!
Leesburg First Friday | September 6, 6PM
McEnearney Associates & Downtown Historic Leesburg
Stroll through Historic Downtown Leesburg on the first Friday of each month and visit shops, restaurants, art galleries, and offices to enjoy live music, art exhibits, wine tastings, book signings, shopping, and dining at local small businesses. Free & fun!
Stop by our McEnearney Associates | Middleburg Real Estate | Atoka Properties office on Market Street for food and drinks and live music with Juliana MacDowell.
Rosslyn Jazz Fest | September 7, 1PM
Gateway Park
Arlington, Virginia’s most popular free outdoor music festival returns Saturday the 7th at Gateway Park! Join the Rosslyn BID and Arlington Arts at the 32nd Rosslyn Jazz Fest for an afternoon of music, community, food trucks, yard games, and more.
FREE | Registration is recommended
Vesta Settlements Charity Poker Tournament | September 12, 5 PM
1757 Golf Club, 45120 Waxpool Road, Dulles
Come eat, drink, mingle, play all for charity! We are proud supporters of this annual event and we need you to reach our goal. By joining us, you’ll be supporting Loudoun Habitat for Humanity’s mission of making homeownership a reality for everyone.
Falls Church Festival | September 14, 10AM
City Hall Campus, Falls Church (300 Park Ave.)
This family-fun event features The Taste of Falls Church, a beer garden, live music, children’s entertainment, and booths from local crafters, businesses, and civic organizations.
FREE
Mount Vernon Colonial Market & Fair | September 14 & 15
Mount Vernon Estate
Experience an 18th-century marketplace at George Washington’s beautiful Mount Vernon Estate with traditional handcrafted wares, live colonial-era music, and demonstrations of period crafting techniques. Fair is included with general admission.
Free For Members | Non-Member Tickets
Chillin’ on Church Block Party | September 20, 6:30PM
Town Green, Vienna
Join the block party on historic Church Street. Food, local beer and wine, family-friendly activities, and live music by Texas Chainsaw Horns!
FREE
Photo courtesy of Bluemont Fair
Bluemont Fair | September 21 & 22, 10AM
Bluemont
Spend the day wandering through the 200-year-old village, browse artisan crafts, and enjoy local wine, beer, and food. Live music and fun activities for the kids.
Admission $10 | Children 9 & Under are Free
82nd Historic Alexandria Homes Tour | September 21, 10 a.m.
106 N Columbus St, Alexandria
Since 1997, The Twig has hosted this annual event offering a self-guided walking tour of beautiful homes and gardens in Old Town Alexandria. McEnearney Associates | Middleburg Real Estate | Atoka Properties are proud sponsors of this event every year in support of The Twig and Inova Alexandria Hospital.
The St. James 2024 Fall Golf Classic | September 27, 1PM
McEnearney Associates | Middleburg Real Estate | Atoka Properties is proud to be the title sponsor for The St. James Fall Golf Classic. This annual event supports The St. James’ continued partnership with Leveling the Playing Field (LPF). Bring your new and gently-used sports and playground equipment on the day of the event for LPF and receive a complimentary Mulligan ticket!
Clarendon Day | September 28, 11AM
Clarendon Metro Park
Join us for music, food, art, and fun for the whole family at this year’s Clarendon Day – one of Arlington’s most loved street festivals. Stop by our table and say hello!
FREE
Leesburg Airshow | September 28, 11AM
Leesburg Executive Airport, Leesburg
The skies above Leesburg come alive with skydiving and aerobatic performances, while on the ground exhibitors showcase unique aircraft and general aviation. With activities for the kids, food and beverages, it’s fun for the whole family.
FREE
WEST VIRGINIA
Photo courtesy of Mountain Heritage Arts & Crafts Festivals
The Mountain Heritage Arts and Crafts Festival | September 27-29
Jefferson County WV Fairgrounds
The Jefferson County Chamber of Commerce cordially invites you to this year’s festival at Jefferson County WV Fairgrounds in the rolling countryside. Stroll among the tents, buildings, and pavilions as you admire the many crafts, fine arts, and wine.
Blue Ridge Arts & Crafts Festival | September 28, 11AM – 5PM
Sam Michaels Park, Harpers Ferry
Held twice a year at the beautiful Sam Michaels Park, the festival features 70+ Blue Ridge artisans with 100% handcrafted gifts, live music, and food trucks.
FREE
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