By Doreen Gagne

Spring is in full swing, and May brings some of the best events of the year. Use this guide to discover great local festivals, concerts, and family adventures happening all month long.

🗓️  May 1 to May 7, 2026

  • Shenandoah Apple Blossom Festival ( April 24-May 3) Winchester- This historic 10-day festival celebrates the arrival of spring with parades, live music, and family-friendly activities.
  • Annual Alexandria Old Town Springtime Art Festival (May 3-4) Old Town, Alexandria-The popular September Art Festival is rated as one of the top 100 art shows in Sunshine Artist Magazine.
  • Virginia Gold Cup (May 2,  Great Meadow, The Plains) – Celebrate the 100th Running of this premier steeplechase horse racing event. They’ll be elaborate tailgating and fashionable derby attire.
  • Run The Greenway: (May 3, Dulles Greenway) Experience the Dulles Greenway like never before with 5K, 10K, and Kids Fun Run options. This event supports local charities and offers a unique opportunity to run on the scenic toll road.
  • PAW Patrol Live! (May 1-3, EagleBank Arena) The Great Pirate Adventure – family show, multiple performances.
  • Revolutionary War Weekend at Mount Vernon : Historical reenactments & family educational fun.
  • Friday Night Live! (May 2, Downtown Herndon) Friday Night Live! kicks off May with another season of weekly concerts in downtown Herndon.
  • Beer, Bourbon & BBQ (Fest: May 24, 868 Estate Vinyards, Hillsboro, VA)

 

🗓️ May 8 to May 14, 2026

🌸 Top 10 Family-Friendly Mother’s Day Activities — Northern Virginia (2026)

More Events:

  • Art in the Burg: May 9, 11 a.m. – 6 p.m. Middleburg. Enjoy live music and artistic performances, craft wine, beer cider and food onsite, while shopping for local artists’ paintings, pottery, jewelry, sculptures and photography to woodworking, leather goods, candles, soap, and more. 
  • Mason Neck Eagle Festival: May 9, 10 am- 4pm. Mason Neck Park, Lorton. Learn about eagles with a full day of live animal shows and family-friendly activities plus bird walks, pony rides, food, and more. FREE. 
  • Asian American & Pacific Islander Festival: May 9, 12:30pm – 5:00 pm. Mason District Park Amphitheater, Annandale. Join the FCPA and community partners for a celebratory day of Asian culture and heritage with live performances, food and art vendors, and a parade. 

  • Clifton Home & Garden Tour: May 10. Tour a diverse sampling of Clifton’s most unique homes and gardens. Purchase tickets in advance.
  • Reston / Vienna outdoor concert nights and community music series.

 

.🗓️  May 15 to May 21, 2026

  • Tephra ICA Arts Festival: May 16–17, Reston Town Center — 11900 Market St, Reston, . An acclaimed outdoor arts festival featuring hundreds of contemporary artists, live performances, interactive art, and family‑friendly experiences in the heart of Reston

  • Spring Wine Festival and Sunset Tour at Mount Vernon: May 16–18, George Washington’s Mount Vernon — 3200 Mount Vernon Memorial Hwy. Enjoy a celebration of Virginia wine with tastings from numerous vineyards, live jazz on the lawn, and beautiful sunset views over the Potomac River.

  • McLean Day Festival & Carnival: May 16–17, Lewinsville Park — 1659 Chain Bridge Rd, McLean. A lively community festival featuring carnival rides, live entertainment, a petting zoo, food trucks, and family‑friendly activities celebrating the spirit of McLean.

  • Bike to Work Day – Northern Virginia Region: May 15, Multiple area bike pit stops across Northern Virginia. Part of the regional Bicycle Coalition’s annual event encouraging healthy transportation, with over 100 pit stops offering refreshments, music, and giveaways for participants

  • Lincoln Strawberry Pancake Breakfast: May 16–17, Wegmeyer Farms — 18451 Taylor Rd, Hamilton. Start festival mornings with strawberry pancakes and farm‑fresh fun as part of the Strawberry Festival weekend celebrations.

🗓️ May 22 to May 28, 2026

 Memorial Day Events (May 25)

 

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