Great Meadow Polo Summer Series
The Plains
Saturdays, July–September: Grab your picnic blanket and head over to Great Meadow for a day full of fast-paced polo excitement that you can enjoy for free. GreatMeadow.org
Blackfriars Playhouse: As You Like It
Staunton
May 28–August 8: The Blackfriars Playhouse does it again! Orlando, Rosalind, and As You Like It’s whole cast of characters will pull at your heartstrings. AmericanShakespeareCenter.com
Wintergreen Music Festival
Wintergreen
July 2–26: Get ready, music lovers! Wintergreen’s month-long line up of music and events includes LEAD cooperative masterclasses, coffee talks, and in-home concerts. WintergreenResort.com
Shenandoah Music Festival
Orkney Springs
July 17–18, July 24–25, August 7–8, September 5–6: Virginia’s longest-running music festival returns with four weekends of live music at Shrine Mont’s Pavilion. Stay onsite with the Shrine Mont Package Deal. MusicFest.org
FloydFest: Daydream
Check
July 22–26: The perfect family summer adventure, FloydFest offers a weekend of live music and outdoor excitement. Fun competitions and activities accompany music offerings from major and local artists. FloydFest.com
101ST Annual Pony Swim & Auction
Chincoteague
July 29–31: Be one of 50,000 to watch Chincoteague Ponies swim across the Assateague Channel (July 29) and back (July 31). The foals will be auctioned on the 30th to control the population and fundraise for the Chincoteague Volunteer Fire Company, with proceeds providing vet care to the ponies. Chincoteague.com
Albermarle County Fair
Charlottsville
July 30–August 1: President James Monroe’s historic home, Highland, transforms into fairgrounds for this weekend full of crafts, music, livestock showcasing, pageants, and more. AlbemarleCountyFair.com
Virginia Beach Billfish Tournament
Virginia Beach
August 19–22: The annual billfish tournament returns for its 23rd year. Fishing fanatics cannot miss this weekend full of fierce competition, live music, delicious food, and parties on the waterfront. VBBT.com
Smith River Fest
Axton
June 23: Spend a perfect Saturday at Smith River with a jam-packed events lineup of biking, water sports, running, music, and more. Free admission. SmithRiverFest.com
Around the World Cultural Food Festival
Alexandria
August 29: No need for a passport to experience a global culinary adventure at Oronoco Bay Park on the banks of the Potomac. Eat like you’re jet-setting around the world with stops in Greece, Jamaica, Turkey, Brazil, Morocco, Italy, and more. AroundTheWorldFestival.com
Featured photo of Chincoteague Pony Swim. This article originally appeared in the August 2026 issue.
