grayscale photography of Trivia night signage
Stock Photo by Sean Benesh on Unsplash

The 5 Best Trivia Nights Around Loudoun

Trivia nights bring communities together over shared laughs and friendly competition. With formats ranging from smart puzzle-solving to themed pub quizzes, these events give people a reason to gather midweek and flex their mental muscles. The 2025 Best of Loudoun winners for trivia nights offer unique experiences—from farmhouse brews to cozy coffee bars—proving there’s no wrong way to play smart.

Barton Smart Trivia

Barton Smart Trivia was founded in 2021 by David Barton Harris to bring a fresh twist to pub quizzes. Their signature format blends trivia with puzzles, encouraging teams to connect patterns rather than just recite facts. Hosted at private venues in Leesburg, their events reward lateral thinking and creativity—turning trivia night into an engaging group challenge.

American Legion Post 293

Purcellville’s American Legion Post 293 hosts trivia nights every Thursday at 6 or 6:30 pm during wing night. Open to both members and the public, these evenings combine comfort food with casual competition. Expect a warm, local atmosphere where teams can bond over trivia and chicken wings in a laid-back veteran-owned setting.

Lost Barrel Brewing

Nestled on a Middleburg farm, Lost Barrel Brewing holds trivia nights on the second and fourth Mondays of each month at 6:30 pm. More than just beer, this event layers in scenic charm and social vibes. Guests enjoy seasonal brews, seltzers and cocktails while competing under string lights—a relaxed, rustic trivia experience.

Bear Chase Brewing Company

Bear Chase Brewing in Bluemont hosts taco-and-trivia nights every Tuesday at 6:30 pm. Run by "World’s Okayest Trivia," these evenings include a game structure, tacos, and a fun, communal spirit. Families and trivia fans alike show up ready to compete while enjoying the brewery’s picturesque mountain views.

Blend Coffee Bar

Blend Coffee Bar in Ashburn invites trivia lovers every second and fourth Friday at 7:30 pm. Led by a former “Jeopardy!” contestant and friends, these events include four creative rounds with small weekly prizes and larger year-end rewards. It’s a cozy, inclusive evening where trivia meets café culture.

Here’s to the hosts, the players, and that electric moment when your team nails the final answer. Cheers to trivia night brilliance!

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