The best bars & nightlife in Petersburg

“When you want a breezy change of scenery without leaving Old Towne, Twenty West Rooftop Lounge at Hotel Petersburg pours handcrafted cocktails and an easygoing vibe on the hotel’s rooftop. Ideal for post-work meetups, low-key celebrations, or just catching your breath above the sidewalk shuffle.”

From the Petersburg newsletter, September 7, 2026

“Tony's Disco keeps things polished without being stuffy, with expert-made craft cocktails and a vibe that slides from chill catch-ups to full-on dance floor when the DJ leans into the throwbacks. When you want premium pours and a little sparkle, this spot delivers.”

From the Petersburg newsletter, September 14, 2026

“UK-inspired pub chain with kilt-clad waitresses serving bar food, such as burgers & wings.”

“Live! Casino Virginia brings serious energy with approximately 1,000 slots, 40-plus live table games, and a High Limit room for when you’re in the zone. Start at the signature bar or snag something quick at Luckies, then make it a midweek escape this week.”

From the Petersburg newsletter, September 4, 2026

“The Boathouse at City Point brings a refined, coastal vibe to your week with oysters on the half shell, craveable seafood plates, and a solid brunch game. When you want something nicer without going far, this spot nails the treat-yourself meal or low-key celebration.”

From the Petersburg newsletter, August 26, 2026

“The Brickhouse Run delivers a changing lineup of home-made British and American specialties, six taps including a local cask-conditioned ale on hand pump, an excellent wine list, and cozy, wood-beamed rooms with a fireplace. Bonus points if you land there on Quiz Night or a concert.”

From the Petersburg newsletter, September 22, 2026

“Resolution Winery is all about small-batch, fruit-forward semi-sweet wines with a few bold reds for balance. Chill vibe, friendly team, and regular events make it an easy weeknight reset to check out this week, while their award-winning pours keep things interesting without getting fussy.”

From the Petersburg newsletter, September 18, 2026

“At Ashton Creek Vineyard, sip gold-medal Merlot and Petit Manseng with a farm-to-table menu, then lean into winemaker dinners, chef cooking courses, or live music on the lawn. It’s the easy local reset this week when you want something nicer than the couch.”

From the Petersburg newsletter, August 25, 2026

“Neapolitan-style pies from a brick oven, a rotating draft list of house-brewed beers, and a steady lineup of trivia, music bingo, live tunes, and weekend craft classes make Trapezium Brewing Co. the easy pick this week when you want local flavor without the fuss.”

From the Petersburg newsletter, September 20, 2026

“Relaxed tavern serving hand-cut steaks, seafood, beer, wine and cocktails.”