Let’s be real: Chesapeake isn’t just a pit stop on the way to the beach—it’s a destination for serious eats. From sizzling steaks that’ll make you question every backyard BBQ to laid-back joints serving up flavors you didn’t expect in a port town, the bar and grill scene here is hitting its stride, thanks to seasoned pitmasters and a fresh wave of chefs turning up the heat. But don’t worry—there’s still plenty of classic burgers and cold brews to go around.
33rd Precinct
$ | (757) 545-3330 | WEBSITE
In its early days, the 33rd Precinct was a go-to spot for locals looking for affordable wings and shrimp after a long day. (Regulars swear by the sweet chili wings—you can order them any time, but they’re especially popular during the Wednesday, Thursday, and Friday food specials.) Today, years later, the spirit of a no-fuss, good-time hangout is still very much alive here, though the restaurant has improved its parking lot for easier access.
The exterior may have gotten an upgrade, but the down-to-earth atmosphere and menu have stayed pretty much the same. This spot goes heavy on affordably priced wings, shrimp, and delicious drinks, all served by a top-notch staff that keeps things drama-free.
Skeleton Key Bar and Grille
$$ | (757) 465-2600 | WEBSITE
Skeleton Key Bar and Grille is like the neighborhood bar you want to get an invite to—the atmosphere is right, the food keeps coming, and the energy is turned up to a level that has families and regulars doing their own little happy dance. Like any good bar and grill, Skeleton Key hits the spot with a lineup of crowd-pleasing dishes like the lasagna and steak salads which remain favorites and the weekly lunch specials that are especially popular.
The wings, chips, and crab dip are solid, and tasty, appetizer options. And the French dip and Reuben are exactly what you’ll want to order after sipping-through a couple cold beers at the bar. The outdoor area with games and a smoking area adds to the fun, making it a welcoming spot for a casual meal any time of the day.
Lockside Bar and Grill
$ | (757) 410-5999 | WEBSITE
Lockside knows the way to our hearts: ribs, burgers, seafood, and dockside views. The atmosphere here feels familiar—think more local hangout than formal restaurant, with rustic wooden tables and canal-side lighting. The Chesapeake spot puts straightforward satisfaction at the center of every dish, and we particularly love the hearty offerings: the omelette with hash browns and sausage gravy and the fall-off-the-bone ribs for just $19 are some of our favorites.
AJ Gator’s Sports Bar & Grill
$ | (757) 405-3996 | WEBSITE
The move at AJ Gator’s is to grab some friends and catch the big game. Start with the crispy Alligator Bites and those Southwest Chicken egg rolls before diving into the wings or one of their solid sandwiches. Add a round of drinks for the table and take advantage of the straightforward bar food prices, $9 baskets and $6 domestic drafts. If you can snag a seat near one of the TVs, you can watch the game while the arcade lights blink and the pool balls crack in the background.
Park Lane Tavern of VB Kempsville
$$ | (757) 963-9555 | WEBSITE
The Bavarian Pretzels at Park Lane Tavern have launched VB Kempsville’s dining scene into the orbit of local legend. Seriously, these pretzels are so beloved they anchor a menu that caters to every taste, from the fiery Ring of Fire Burger to the comforting mushroom soup. Head to this bustling local tavern for dishes like the Fish and Chips, the talk of the town, on a Tuesday night when it’s absolutely worth the wait, or a weekday lunch when there’s less of a crowd.
Go with friends and order family-style so you can try everything, from the standout Bacon Gouda Cheeseburger to the satisfying pork schnitzel, all served in a warm, inviting atmosphere by friendly staff like the attentive server Gabe.
Murphy’s Law Southern Grill
$ | (757) 855-3500 | WEBSITE
Murphy’s Law Southern Grill is your go-to for a low-key, high-reward night out in Chesapeake. The drinks are legit (hello, reasonably priced pours), the music is upbeat perfection, and the shrimp and fries here put your sad frozen appetizers to shame. You’re here for the lively atmosphere, but this isn’t some polished cocktail lounge that could send you into a stuffy spiral—don’t worry, there’s a dive bar feel though.
Think of Murphy’s Law as more of a second round, come through in your weekend jeans, casual late evening hangout kind of spot.
Mel’s Place
$ | (757) 467-9066 | WEBSITE
Mel’s Place is basically the down-to-earth version of your classic American bar and grill—a little smoky, kind of homey, and always welcoming after a long day. The menu at Mel’s Place is straightforward, which comes in handy when deciding between the daily special or the standout lumpia after a round of 8 Ball Pool on Saturday. For the atmosphere, enjoy the chill bar side and the clean billiard hall.
Like any local spot worth their salt, Mel’s Place has a family-like vibe perfect for filling your need for good company and non-inflation prices—just grab your meal and settle in to avoid missing out on the friendly banter between bites.
The Barrel
$ | (757) 483-1077 | WEBSITE
This Chesapeake spot is a long-time locals’ favorite, and for good reason: the teriyaki wings. The Barrel’s teriyaki wings are some of the best in town—big and juicy, with a perfectly balanced sweet-savory glaze that keeps you reaching for more. The establishment opened under new ownership with huge changes, and it remains a welcoming and cozy bar today.
The location has maintained its friendly atmosphere over the years, but the menu still features those standout wings from the restaurant’s revitalized days.
Jax Place
$ | (757) 227-3210 | WEBSITE
Jax Place is a great bar and grill that’s swapped the quiet dinner routine for lively entertainment and games. Think crispy Daytona wings with that perfect kick and hearty plates like the Philly Cheese Steak piled high with peppers and onions. And they keep it fun with the atmosphere—it’s effortlessly energetic and features karaoke nights, poker tables, and pool games.
That means you can spend time debating whether to try your luck at darts or belt out a classic tune, and if you’ll stick around for the Halloween costume party next month.
J. I. Sports Pub
$ | (757) 460-3526 | WEBSITE
You know that local spot you’ve been hoping would become your regular hangout? J. I. Sports Pub, with its unpretentious charm and satisfying comfort food, is exactly that kind of place. Grab some friends and order the wings—they’re just a buck each—and don’t skip the fries, which are crispier and tastier than what you’ll find at other bars around town. Watching a game here is always a good time—the TVs are plentiful, the crowd is lively, and the bartenders keep the drinks flowing with a smile.
They also have a solid selection of beers on tap, specifically chosen to go with the pub grub favorites like their rich and creamy She Crab soup, loaded with crab meat. For more casual bites and a relaxed atmosphere any day of the week, this is your go-to. The latest buzz around town is that this no-frills joint has become the top pick for game-day gatherings in Chesapeake.
Griff’s Restaurant & Sports Lounge
$ | (757) 606-2440 | WEBSITE
When we’re looking for a laid-back spot to catch the game, we’ll often say things like ‘we need a burger that hits like a home run.’ That’s when we know to head to Griff’s for big plates of steakhouse burgers and crispy fries. The Chesapeake spot brings the flavor with blackened chicken nachos, shareable appetizers, classic bar bites, grilled sandwiches, and comfort food done right.
Save room for the perfectly seasoned sides and loaded toppings—and, yes, just like a winning touchdown, these dishes are something every sports fan should experience at least once.
Buckets Bar and Grill
$ | (757) 842-6767 | WEBSITE
Buckets Bar and Grill is your best bet for a casual meal in Chesapeake, and honestly, maybe all of the local bar-and-grill scene. The laid-back spot specializes in wings, burgers, crab dip, and every Wednesday deal (which includes .50 wings) is just unbeatable. Mix-and-match your meal with fries and Peta chips and why not go all out: try every standout—the crab dip, the brownie sundae, and the delicious sauce.
If you’re looking for quick food that feels like a fun experience, and not just a pit stop, this is the place.
The Taphouse Grill
$ | (757) 627-9172 | WEBSITE
Tucked away in Chesapeake, this lively bar and grill pours craft beers, burgers, and pub classics for crowds of music lovers and local regulars from its bustling main bar. The Taphouse Grill’s beers are curated from regional breweries (go early, before the live music starts) managed by a passionate owner, a fact craft beer enthusiasts can appreciate. Their pub favorites like the signature burger with crispy fried mushrooms and tater tots are a hearty, satisfying way to fuel your evening.
Once you have your order, you can settle into the energetic dining room or catch a punk show from one of the local bands.
Krossroads Rock and Country Bar
$ | (757) 467-2890 | WEBSITE
This Chesapeake spot has a welcoming vibe that makes it feel like you’re walking into your neighbor’s backyard barbecue. Sure, Krossroads does affordable family meals. The wheelchair accessible tables are a solid option for enjoying a cold beer. And there’s plenty of seating inside. But it’s not your average chain restaurant. Krossroads’ appeal is in its rock and country atmosphere—there’s a fun vibe during events like Music Bingo night, and smoking is allowed throughout.
And there’s a menu to match the friendly, kid-friendly setting. The wings and burgers, each will set you back about eight bucks, are about as fancy as it gets here. There’s also the reasonably priced comfort food—which requires two hands and a pile of napkins.
The River Bar & Grill
$ | (757) 600-8481 | WEBSITE
You’ll find this Chesapeake spot along the riverfront, but with the exception of the jukebox, you won’t find many quiet corners. Instead, you’ll get a solid introduction to the different charms of a neighborhood bar, which on any given night, might include a lineup of entertainment like the open mic on Fridays or live music on other evenings. Smoking is permitted throughout, but you can try your luck at the pool tables—you might even find an empty seat next to a regular who feels like a friend.
37th & Zen
$ | (757) 533-5151 | WEBSITE
37th & Zen is in a welcoming neighborhood spot that doubles as a community hub, making it one of the coolest places to grab a late-night bite. You won’t even mind if the crowd gets a bit tight because one of their skillfully crafted cocktails can keep you company. The Bloody Mary or Screw Driver both go down easy while watching Naomi Black’s Drag Show or listening to the karaoke singers they have booked for the night.
Once your friends finally show up and have had a chance to look at the menu, dig into dishes like the tasty burgers, quesadillas, and fries.
Woody’s Raw Bar & Grill
$$ | (757) 436-1919 | WEBSITE
In Chesapeake, you’re never far from a good bar—and they’re more than good at Woody’s Raw Bar & Grill. They draw on a fun and funky atmosphere, including oysters and spicy parmesan chicken wings, two things you won’t find at just any ordinary walk-in spot. Other notable menu items include the highly recommended mango habanero wings, fried mushrooms, and pub chips.
Smashing a tray of bar food solo at this location after the bridge is an intimate experience that can make something as simple as wings feel like a romantic expression.