Aug 25, 2025

Labor Day Fun in the DMV: Local Events & Escapes

Labor Day Weekend is almost here—a time to celebrate the hardworking spirit of Americans while enjoying the last long weekend of summer. The DMV (D.C., Maryland, Virginia) offers something for everyone, whether you want to enjoy world-class music and festivals right here at home or escape into nature or the beach for a mini vacation. Jennifer Young Homes has put together a guide to some of the best events and getaways to make your holiday weekend memorable.

Hometown Highlights: Local Events

1. National Symphony Orchestra Labor Day Concert at the U.S. Capitol

Kick off the holiday weekend with a classic D.C. tradition: the National Symphony Orchestra’s free Labor Day Concert on the West Lawn of the U.S. Capitol. This outdoor event is perfect for families, couples, and music lovers who want to enjoy a beautiful evening of patriotic favorites and classical masterpieces under the stars. Pack a blanket and picnic for a relaxing night, and plan to arrive early since seating is first-come, first-served. For those wanting to make a weekend of it, nearby boutique hotels on Capitol Hill offer a convenient and stylish stay.
Plan your visit: kennedy-center.org

2. D.C. JazzFest at The Wharf

Celebrate the rhythms of summer at D.C. JazzFest, a dynamic, multi-day festival along The Wharf. With dozens of world-class performances, open-air venues, and waterfront dining, it’s a lively way to spend your holiday weekend. Families will enjoy the daytime shows, while couples and groups can soak in the nightlife atmosphere with food, cocktails, and music against a stunning waterfront backdrop. Bonus tip: Skip the hassle of parking—Metro to L’Enfant Plaza and catch The Wharf’s free shuttle. For a luxurious stay right by the action, book a room at the InterContinental at The Wharf.
Learn more: dcjazzfest.org

3. Maryland Renaissance Festival

Looking for something whimsical and family-friendly? The Maryland Renaissance Festival in Crownsville is a beloved late-summer tradition. Stroll through a recreated 16th-century village filled with costumed performers, jousting tournaments, artisan vendors, and delicious eats (yes, giant turkey legs included). Kids will love the interactive shows, while adults can shop handcrafted goods and enjoy a glass of mead. Pro tip: Labor Day weekend is busy, so purchase tickets online ahead of time. Make it a weekend trip by staying in nearby Annapolis, with its charming inns and waterfront restaurants.
Plan your visit: rennfest.com

Fun Getaways: Weekend Escapes

4. Shenandoah National Park & Skyline Drive

For breathtaking mountain views just a short drive away, head to Shenandoah National Park. With over 500 miles of hiking trails, scenic overlooks on Skyline Drive, and the option to camp or stay in cozy lodges, this getaway offers something for every kind of traveler. Families can enjoy easy hikes like Stony Man, while adventurers can take on the challenge of Old Rag Mountain. Don’t forget to pack a picnic and binoculars—wildlife sightings are common. Bonus tip: Check if entrance fees are waived over the holiday.
Plan your trip: nps.gov/shen

5. Ocean City, Maryland

Few things say summer like a trip to Ocean City. Spend the day lounging on the sandy beach, stroll the lively boardwalk, or enjoy amusement rides and arcade games with the family. Seafood lovers can indulge in crabcakes and fresh catches at the city’s many waterfront restaurants. Couples will love the romantic sunsets over the bay, while families will appreciate the kid-friendly attractions and free fireworks shows often held over the holiday weekend. Pro tip: Book accommodations early—oceanfront resorts and rentals fill fast for Labor Day.
Plan your trip: ococean.com

6. Charlottesville & Virginia Wine Country

For a more relaxed getaway, head south to Charlottesville and the surrounding Virginia Wine Country. Nestled in the Blue Ridge Mountains, this area is perfect for couples, groups of friends, or anyone looking to unwind. Tour award-winning wineries and breweries, visit historic Monticello, or hike the scenic trails of the Blue Ridge Parkway. Foodies will love the farm-to-table dining options downtown. Bonus tip: Book a stay at one of the many charming vineyard inns or bed-and-breakfasts for a truly picturesque experience.
Plan your visit: visitcharlottesville.org

Happy Labor Day from Jennifer Young Homes

Labor Day is a moment to honor the hard work and achievements that keep our communities strong, while also taking the time to relax and celebrate life. Whether you’re making memories close to home at a festival or enjoying a peaceful escape to the mountains or the beach, we hope this holiday weekend brings you joy and rest. From all of us at Jennifer Young Homes, Happy Labor Day!

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