Fall might signal back to school season and the end of summer adventures, but there’s no better time to sit outside and sip a drink or two.
Moderate temperatures and a reprieve from out of control humidity make this a glorious time for an outdoor happy hour in the Baltimore-Annapolis area.
When the weather is nice, Glen Burnie resident Jennifer Dent can often be found sipping a delightful champagne and mango juice concoction called a Marina Cay on the deck at Pusser’s Caribbean Grille in downtown Annapolis. If she’s not there, she might be trying new wines at Cooper’s Hawk Winery in Annapolis Towne Centre.
Pusser’s has a fabulous location and staff that is always “upbeat and friendly,” Dent says, and Cooper’s Hawk, which just opened this past spring, has become a new favorite for its pretty space. “They have a beautiful outdoor patio with plenty of seating,” she explains.
So find a babysitter and pencil in some time for a happy hour date. Read on for a few spots that have great deals and beautiful outdoor seating from Baltimore to just over the Bay Bridge.
Pusser’s Caribbean Grille Restaurant, Annapolis
Pusser’s is a classic downtown outdoor happy hour spot for Jennifer Dent — and tons of locals — for good reason. It’s the only downtown bar directly on the water. When you find a prime spot at the bar during “Island Hour,” as they call it, you have an unparalleled view of the comings and goings in Annapolis’s famous Ego Alley.
Deals: $3.50 well cocktails and house wines and $3.50-$4 draft beers (additional food and drink deals available at the inside bar)
When: Monday-Friday, 4-7 p.m.
Annapolis Waterfront Hotel, 80 Compromise St.
Cooper’s Hawk Winery, Annapolis Towne Centre
Cooper’s Hawk opened in May to rave reviews. The wine list is stacked with award-winning offerings produced by the company behind the restaurant. And the outdoor patio, with its charming stone fixtures and low fireplaces, is an ideal spot to spend those early autumn evenings when the air has just a touch of a chill.
Deals: $5 and $6 wines by the glass and wine specialty drinks, $7 specialty cocktails and happy hour menu with dishes from $5-$9
When: Monday-Friday, 3-6 p.m.
1906 Towne Centre Blvd., Suite 238
Jetty Dock Bar, Grasonville
Brave the post-Labor Day blues with a trip to Jetty Dock Bar on the Kent Narrows, where you can grab a glider, dig your toes in the sand and pretend it’s still summer. Happy hour lasts for five full hours at the Jetty, and deals include discounts on crushes, the quintessential Chesapeake summer drink.
Deals: $6 appetizers such as wings and calamari; $1 off grapefruit and orange crushes, house wines by the glass and rail drinks; $2.25 domestic drafts; and $2.75 domestic bottles
When: Monday-Friday, 3-8 p.m.
201 Wells Cove Road
Loch Bar, Harbor East in Baltimore
Loch Bar opened last spring, but already draws quite a crowd. Both television host Mike Rowe and actor Josh Charles have stopped in to the new oyster joint located in the Four Seasons Hotel in Baltimore’s glitzy Harbor East neighborhood. With a spectacular view of the harbor and Baltimore City, plus great deals on drinks and oysters, the Loch Bar patio is one of the hottest happy hour destinations in the area.
Deals: $5 draft beers and oyster shooters; $6 select wine and champagne; $7 crushes; and food deals including $2 local oysters, $4 hush puppies, $6 crab soup and $8 moules frites
When: Monday-Friday, 3-6 p.m.
240 International Drive
Sunset Cove, Middle River
If you’re looking for a little action before you grab a cocktail, Sunset Cove is a good bet. Arrive by land or sea (the restaurant is on Frog Mortar Creek, just off Middle River), and go for a swim or rent a kayak or paddleboard before settling down for drinks, food and sometimes live music on the beach. The bar features day-long drink specials Sunday through Thursday, and there are great dinner deals starting at 4 p.m. Monday through Thursday.
Deals: Daily drink and food specials Sunday-Thursday, including $5 margaritas and $3 Coronas all day on Thursdays and $5 Sunset Signature Cocktails on Wednesdays. Hours and specials change for the season Nov. 1
3408 Red Rose Farm Road
By Kit Waskom Pollard
Photo top: An Orange Crush at Loch Bar in Baltimore’s Harbor East. Photo courtesy of Atlas Restaurant Group.
Photo bottom right: Cooper’s Hawk in Annapolis with its low fireplaces is an ideal spot for a drink in early autumn. Photo by Tom Nappi.