The Lucky Penny
The Lucky Penny is a american & comfort food restaurant in Red Mill & General Booth, Virginia Beach, located at 1479 General Booth Boulevard, Suite 110. A smash-burger-and-cocktail bar near NAS Oceana with pool tables, arcade games, and live music on weekend nights.
The Lucky Penny is a casual bar-and-kitchen near NAS Oceana serving smash burgers and fried chicken sandwiches alongside handcrafted cocktails. The space doubles as a hangout with pool tables and arcade games, and turns into a live-music venue on Friday and Saturday nights. It leans into a 'neighborhood nook with a wink of sophistication' identity — casual comfort food with a more composed cocktail list than a typical dive. Hours run into the early morning on weekends, opening at noon Friday through Sunday and staying open until 2am.
- Live Music
- Open Late
Amenities
- Pool tables
- Arcade games
- Live music Friday-Saturday
Know Before You Go
- Best for: Smash burgers and cocktails near NAS Oceana, Weekend nights with live music and arcade games
Visit
- Address: 1479 General Booth Boulevard, Suite 110, Virginia Beach, VA
- Website: https://www.luckypennyvb.com
Last verified 2026-07-24.
More Restaurants Nearby
Lendy's Cafe & Raw Bar — General Booth
The General Booth home of Lendy's World-Famous Wings and homemade ranch since 1987, with a raw bar and wall-to-wall game-day screens.
- Family Friendly
Abbey Road Pub & Restaurant
Beatles-themed pub a block off the beach at 22nd Street — 42 taps, live music, a dog-friendly patio, and a Monday military discount.
- Dog Friendly
- Live Music
- Outdoor Seating
- Military Discount
Croc's 19th Street Bistro
ViBe District bistro since 1993 blending Lebanese-influenced seasonal cooking with a deep wine list and Thursday hours to 2am.
- Outdoor Seating
- Open Late
- Brunch
Keagan's Irish Pub & Restaurant
Town Center Irish pub spanning five distinct rooms — including a live-music stage and a cigar-friendly Vice Bar — with nightly happy hour.
- Live Music
- Happy Hour
While You're in the Area
Beach Vodka
Female-owned General Booth-corridor distillery pouring corn-based vodka and the Butterfly Lemon Spritz, with distillery tours and infusion workshops.
Beignets & Brew
The first Virginia location of a Gulf Coast beignet-and-coffee chain, serving made-to-order beignets and specialty espresso near TCC's Virginia Beach campus.
Civil Libation
General Booth Boulevard cocktail bistro with an all-night Tipsy Tuesday happy hour and a Wednesday-Saturday 4-6pm happy hour, both $2 off drinks.
- Happy Hour
- Outdoor Seating
Hunt Club Farm
Fifty acres of working farm in the Red Mill area, a few minutes from the Municipal Center, run by the same family for generations as 'farm education and…
- Family Friendly
- Toddler Friendly
- Free Parking
Khoalitea Cafe
Veteran-owned, Vietnam-rooted cafe in the Booth Hill Shopping Center pouring loose-leaf teas, sugarcane drinks, and Vietnamese coffee, open to 8pm.
Lendy's Cafe & Raw Bar
General Booth wing institution since 1987 — award-winning sauces, 15-plus craft taps, and wall-to-wall TVs for game day.
- Family Friendly
Upcoming Events Nearby
Cherry Blossom Festival
March 26, 2027 – March 28, 2027 · annual
Virginia Beach Parks & Recreation's spring showcase fills Red Wing Park's cherry tree grove with live cultural performances, martial arts demonstrations, and hands-on crafts timed to peak bloom in late March. The 2026 edition added a first-ever Nighttime Hanami, lighting the blossoms after dark on opening evening before the daytime festival took over the weekend. Admission and parking are free, with an overflow grass field opening for weekend crowds -- a genuinely photogenic, low-key alternative to the Oceanfront festival circuit, along General Booth Boulevard.
Sandbridge Pig Pickin'
September 12, 2026 · annual
The Sandbridge Volunteer Rescue Squad's all-you-can-eat pig roast at Little Island Park has been the neighborhood's signature fundraiser for more than four decades, paying for the advanced life-saving equipment behind the squad's 1,000-plus annual emergency calls. Barbecue, beer and wine, live music, local art vendors, and a bounce house for kids fill the park for an afternoon, with free admission for children under 10. It's Sandbridge at its most neighborly -- a beach-community fundraiser rather than a tourist draw, held at the same park that anchors the south end of the beach.
Warbirds Over the Beach
October 3, 2026 – October 4, 2026 · annual
The Military Aviation Museum's premier all-warbird air show fills its Princess Anne Road grounds with flying WWII-era aircraft, bringing the museum's own airworthy collection into the sky rather than leaving it static on display. The two-day show runs 9am to 5pm alongside the museum's regular exhibits; standard museum admission applies ($17 adults, $15 seniors/military/teachers, $10 ages 5-13, free for members, WWII veterans, and children 4 and under). It's the signature annual event for Pungo's rural southern end of the city, a genuine surprise for visitors who don't expect a working WWII airfield inside Virginia Beach limits.