Busky's Chill & Grill keeps the vibes rolling with weekly tunes, darts and karaoke, plus comfort food hits like fish tacos, she crab soup,…
237 Hanbury Rd E #32 (Chesapeake)
“Busky's Chill & Grill keeps the vibes rolling with weekly tunes, darts and karaoke, plus comfort food hits like fish tacos, she crab soup, wings and those sweet potato fries with caramel sauce. Need a no fuss spot to meet friends this week? This place just gets it.”
Tempt Restaurant & Lounge is the casual local hang with a diverse menu, cocktails that go from classic to “wait…love that,” and a staff so…
3102 Holly Rd Unit 500
“Tempt Restaurant & Lounge is the casual local hang with a diverse menu, cocktails that go from classic to “wait…love that,” and a staff so friendly you’ll consider inviting them to trivia. They’re serious about quality ingredients and bartender-guided sips, so go get tempted this week.”
From the Virginia Beach newsletter, September 13, 2026
Crystal Palate is a boutique wine shop and tasting salon pouring curated flights and glasses, with weekly tastings, approachable classes…
4500 Pretty Lake Ave #104 (Norfolk)
“Crystal Palate is a boutique wine shop and tasting salon pouring curated flights and glasses, with weekly tastings, approachable classes and even WSET courses if you’re feeling extra curious.”
Krave pairs coastal nightlife energy with signature cocktails, DJs, and a menu built for sharing, from crispy eggrolls and saucy wings to…
217 17th St
“Krave pairs coastal nightlife energy with signature cocktails, DJs, and a menu built for sharing, from crispy eggrolls and saucy wings to stacked cheesesteaks and crave-worthy bites. If you’ve been craving a grown-up night out that feels easy and a little extra, this is your move.”
From the Virginia Beach newsletter, September 15, 2026
Native plants, hardy shrubs, and shade-making trees are calling your name at Historic Greenbrier Farms, plus pick-your-own fields when you…
225 Sign Pine Rd (Chesapeake) · ✓ checked Sep 9
“Native plants, hardy shrubs, and shade-making trees are calling your name at Historic Greenbrier Farms, plus pick-your-own fields when you need a little dirt therapy. Swing by this week to level up the yard and snag something that actually survives Virginia summers.”
From the Hampton Roads newsletter, September 19, 2026
Craving crispy jumbo wings then a dance floor that actually gets moving? Upscale Restaurant and Lounge does both, serving standout chicken,…
6505 College Park Square
“Craving crispy jumbo wings then a dance floor that actually gets moving? Upscale Restaurant and Lounge does both, serving standout chicken, pork chops, fish, crab cakes and shrimp before DJs take over. Round up the crew, hit the stylish bar, and turn an ordinary weeknight into a highlight.”
From the Virginia Beach newsletter, August 25, 2026
Whether you're in sneakers or feeling a little dressy, The Lucky Penny nails that neighborhood nook vibe with cheeky energy, icy drinks,…
1479 General Booth Blvd Ste 110
“Whether you're in sneakers or feeling a little dressy, The Lucky Penny nails that neighborhood nook vibe with cheeky energy, icy drinks, and bold bites. Slide in for fun sips, easy laughs, and the kind of night that starts as one and ends up a lucky streak.”
From the Hampton Roads newsletter, September 1, 2026
Virginia Beach Winery keeps it low key in a rustic, wood-lined tasting room, pouring small-batch fruit wines, wine slushies, and even…
1064 Lynnhaven Pkwy #110
“Virginia Beach Winery keeps it low key in a rustic, wood-lined tasting room, pouring small-batch fruit wines, wine slushies, and even sparkling on tap. Rotating tastings, lively events, and easy local pickup or delivery make it a go-to neighborhood hang when you want flavor without fuss.”
From the Virginia Beach newsletter, September 5, 2026
Born from Young Veterans Brewing Company, The Bunker Brewpub pairs small-batch beers and family friendly southern coastal comfort like…
211 21st St
“Born from Young Veterans Brewing Company, The Bunker Brewpub pairs small-batch beers and family friendly southern coastal comfort like seafood pasta, crab cakes, burgers, and their famous Virginia Beach Hot Chicken Sandwich, then flips to a legit live music room for blues, rock, and touring acts that actually sound…”
Skip the couch and rally the crew at The Shack, a seasonal, open-air hangout where cocktails flow, the taco cart keeps you snacking, and…
712 Atlantic Ave
“Skip the couch and rally the crew at The Shack, a seasonal, open-air hangout where cocktails flow, the taco cart keeps you snacking, and cornhole plus live music, markets and festivals turn any evening into summer mode, even if you just hopped over from Chesapeake.”
WineStyles Chesapeake sorts bottles by taste so you can actually find your perfect Crisp, Bold, or Bubbly. Swing by for weekly tastings or…
759 Battlefield Blvd N (Chesapeake)
“WineStyles Chesapeake sorts bottles by taste so you can actually find your perfect Crisp, Bold, or Bubbly. Swing by for weekly tastings or a flight, pair it with tapas, cheeses and chocolates, and peek at rotating craft beers if your plus-one swears hops are a food group.”
From the Chesapeake newsletter, September 17, 2026
Sky Bar is your summer excuse to look at the ocean without sand in your shoes. Perched 21 floors up, this open-air rooftop spins live DJ…
3001 Atlantic Ave
“Sky Bar is your summer excuse to look at the ocean without sand in your shoes. Perched 21 floors up, this open-air rooftop spins live DJ sets, throws neon pool parties, and lines up sunset sessions and even rooftop yoga... basically the neighborhood’s breeziest way to upgrade a weeknight.”
From the Virginia Beach newsletter, September 19, 2026
Whether you're in a martini mood, craving Champagne bubbles, or eyeing artisan cheeses to go with live piano, The Raleigh Room nails the…
4200 Atlantic Ave
“Whether you're in a martini mood, craving Champagne bubbles, or eyeing artisan cheeses to go with live piano, The Raleigh Room nails the classic southern social lounge vibe with craft cocktails, curated small plates, and an afternoon tea worth lingering over.”
From the Hampton Roads newsletter, September 20, 2026
In the mood for fresh shrimp, fish and chips, wings, or a solid burger while catching live music and maybe dominating darts or pool?…
445 Battlefield Blvd N (Chesapeake)
“In the mood for fresh shrimp, fish and chips, wings, or a solid burger while catching live music and maybe dominating darts or pool? RedBones Raw Bar Seafood Grill serves up the goods with a full bar and a no-fuss vibe locals love.”
From the Chesapeake newsletter, September 22, 2026
Between shuffleboard victors and bocce bragging rights, Beachside Social keeps the fun indoors with fresh cocktails, craft beer, and…
2728 Atlantic Ave
“Between shuffleboard victors and bocce bragging rights, Beachside Social keeps the fun indoors with fresh cocktails, craft beer, and shareable bites in a 10,000-square-foot, ocean-liner-inspired space. Rally your friends, reserve a court, or just post up at a board game and let an easy night accidentally turn epic.”
From the Virginia Beach newsletter, August 20, 2026
When you want a laid-back spot with a fresh seafood raw bar, award-winning wings, and entertainment, Woody's Raw Bar & Grill delivers. Grab…
123 Battlefield Blvd N Ste h (Chesapeake)
“When you want a laid-back spot with a fresh seafood raw bar, award-winning wings, and entertainment, Woody's Raw Bar & Grill delivers. Grab a seat on the waterfront deck or post up inside, then let the Chesapeake vibes and hot wings handle your evening.”
If your week needs some twang, Eagles Nest Rockin' Country Bar brings big-time country acts to town, plus local bands and live DJs across…
1723 Parkview Dr (Chesapeake)
“If your week needs some twang, Eagles Nest Rockin' Country Bar brings big-time country acts to town, plus local bands and live DJs across three stages, eight bars and three dance floors. Grab a bite from their creative menu, join the line dancing, then see who’s two-stepping best when the music gets loud.”
From the Chesapeake newsletter, September 18, 2026
Since 2015, The Barrel Room has been the Edinburgh-area spot for comfort food that hits right, from a Guinness Burger to Bourbon Street…
236 Carmichael Way Ste 322 (Chesapeake)
“Since 2015, The Barrel Room has been the Edinburgh-area spot for comfort food that hits right, from a Guinness Burger to Bourbon Street Pasta, plus solid cocktails and a wine list that surprises. Slide in this weekend for live music and remember why you love living here.”
From the Chesapeake newsletter, September 13, 2026
Classic American done right is the vibe at No Frill Bar And Grill, where fresh, affordable plates range from barbecue ribs and generous…
1620 Laskin Rd
“Classic American done right is the vibe at No Frill Bar And Grill, where fresh, affordable plates range from barbecue ribs and generous grill picks to seafood hits like tempura fried soft-shell crab. Add chef-created dinner specials and legit homemade desserts, and you’ve got your midweek mood booster.”
From the Hampton Roads newsletter, August 24, 2026
Chesapeake’s first microbrewery, Big Ugly Brewing channels a homebrewing obsession into big, unique flavors and a taproom that welcomes you…
845 S Battlefield Blvd (Chesapeake)
“Chesapeake’s first microbrewery, Big Ugly Brewing channels a homebrewing obsession into big, unique flavors and a taproom that welcomes you like family. Drop in this week for fresh pours, neighborly chatter, and keep an eye out for BUBtoberfest traditions plus other lively taproom happenings.”
