05/27/2026
Here's a roundup of events that will be happening throughout Shenandoah County throughout June. π·π
We'll add any event updates or new events to this post. Save this for later or share it with friends or family!
π Trivia Tuesday @ Box Office Brewery
ποΈ Every Tuesday | June 2, 9, 16, 23, 30 | Starts at 6:30 pm
π 177 E King St, Strasburg, VA 22657
Food, beverages, and live trivia.
π Wander Woodstock
ποΈ Friday, June 5 | 5-8 pm
πDowntown Woodstock
Enjoy live entertainment and support local businesses, artists, and entrepreneurs.
π North Fork Fest
ποΈ Saturday, June 6 | 2-6 pm
πSeven Bends State Park | 1191 Lupton Drive, Woodstock
Live music, food, drinks, views, and family-friendly activities. Tickets cost $10 each (purchase at entrance).
π Woodstock Brewhouse Trivia Night
ποΈ Tuesday, June 9 | 6-8 pm
π123 E Court St, Woodstock
Food, beverages, and live trivia. Attend on your own or bring a group.
π Live Music at WO Riley Park
ποΈ Friday, June 12 | 7-9 pm
πWO Riley Park, Woodstock
Listen to live music - hit songs of all genres from the past 50 years, including rock, country, R&B, and pop. Bring your chair, blanket, and adult beverages (21+) to enjoy responsibly on the *event lawn only*. Free admission.
π Junk & Jams
ποΈ Saturday, June 13 | 9 am - 1 pm
πMayors Park, Mount Jackson, VA
Vintage finds, local goods, and music. This month's theme is Boots & Berries.
π 250th Anniversary Celebration
ποΈ Saturday, June 20 | 9 am - 5 pm
π Downtown Woodstock (around Court Street)
Celebrate the 250th anniversary of the United States with period music, artists, reenactments, small businesses, and more!
π Southern Rock Woodstock
ποΈ Saturday, June 20 | 12 pm (noon) - 11 pm
π Shenandoah County Fairgrounds
Tickets can be ordered in advance online. Will link to the website in the comments.
π Woodstock Brewhouse Trivia Night
ποΈ Tuesday, June 23 | 6-8 pm
π123 E Court St, Woodstock
Food, beverages, and live trivia. Attend on your own or bring a group.