Portland Maine’s Best Happy Hours

Portland Maine has an amazing culinary scene, recently named a top foodie spot, and home to the best restaurants by Bon Appetit among others. But aside from sophisticated entrees and accomplished Chefs, there is also a fantastic happy hour scene in Portland. From the Old Port to the waterfront, and Portland’s best hotels, there is a lot to be happy about – especially midweek in Maine’s biggest city with drink deals and even $1.50 oysters and  free apps!

Here are some of Portland Maine’s best Happy Hours:

David’s in Monument Square has Happy Hour 3-6pm Monday-Friday $5 wines, and sangria, beers, and appetizer specials. We love David’s food and the city center setting is ideal for meeting friends

DiMillo’s – the floating restaurant that’s a landmark on Portland’s waterfront has Happy Hour Specials
Monday thru Friday 4-7pm appetizers and drinks specials. Parking is free – validated when you dine here.

Porthole also right on the water is casual but fun for Happy Hour deals Monday- Friday 3-6, and  Saturday –Sunday 1-4.

Old Port Sea Grill has daily happy hour 3 – 6pm with $5 Cosmos and Manhattans, $6 wines, and $3 drafts, $2.50 oysters. All day happy hour on Sunday with $5 Mimosas and Bloody Marys.

Portland Lobster Company by the water has Happy Hour Monday – Thursday 4- 7pm

Boone’s Fish House & Oyster Room on the waterfront has 4-6pm daily happy hour with
Oyster specials, $5 cocktails, $3 red and white house wine, $2 Shipyard beers and $5 food menu, including wings, nachos, Brussels sprouts and calamari.

The Corner Room has 4-6pm Happy Hour Monday-Friday with complimentary antipasto offered with drinks, $3 house red/white wines and prosecco, $3 draft beers

The Grill Room has 4-6pm Happy Hour daily with Draft beers, wines by the glass and bar snacks for $3

Monhegan Island MaineBrian Boru – the Irish Pub has 4-7 Happy Hour Monday – Friday with $4 well drinks, house wine and Geary’s Pale Ale drafts,

Little Tap House has happy hour 4-7 Monday – Friday – called Bar & Barrel – petite appetizer paired with a local beer $5, plus $5 wines

Bull Feeney gets happy Sunday-Friday from 4-7pm with $4 draft beers and 20% off singe all malts, plus other weekly treats.

Sur Lie has Happy Hour 4-6pm with $2 off drafts, $7 wines, $5 apps.

C2 – Congress Square’d by the Westin, offers a great happy hour daily 4 – 7. Beer specials are $4, a daily wine is $5, and a select cocktail is $7, plus half off their app menu

Top of The East at the Westin has Happy Hour Sunday – Thursday 2-5pm with drinks specials, $6 wines, $4 beer.

Grace, in an 1856 church, has happy hour Wednesday 5-6:30 with $5 wine and cocktail specials, and small plate deals.

Cape Porpoise bouys used for nautical decorDock Fore isn’t fancy but it gets happy every day from 3 -7pm, draft beers $2, wine are $1 off, free appetizer display

MJ’s Wine Bar has a great outdoor patio, and Monday – Friday 4 – 6pm happy hour with $5 select wines and $4.50 20oz. drafts

Vignola Cinque Terre happy hour is just an hour, Monday to Friday 5- 6pm with $4 select wines, half-off beer, $3.50-$9.50 appetizers

Maine Lighthouse

Portland Hunt + Alpine Club has happy hour drinks for $6 Monday to Friday 4 -6 pm with popcorn

Inkwell Bar and Lounge at Union, Press Hotel has “off the record “ happy hour with $5 house wine favorites, $5 well drinks, $5 16oz local drafts Sunday- Thursday 4- 6pm

Rosie’s has happy specials all the time – $1.50 Miller, $4 mixed well drinks, Saturdays & Sundays $5Mimosas & Bloody Mary’s.

Taco Escabar offers happy hour 4-7pm Monday-Friday featuring$5 house margaritas, $3.50 select drafts, free chips and salsa. Olé

Bayside Bowl, on the Back Bay, has happy hour 4-6pm Monday-Thursday, with half-price frozen cocktails, $2 Moosehead tall boy, and more.

Petite Jacqueline hosts
happy hour 5-6pm daily with
$5 well martinis, $4 draft beers, $3 wine

El Rayo gets happy 4-6 p.m. Monday-Friday with $5 house margaritas and sangria, $2 Sol Pacfico or Tecate.

See more Maine dining recommendations:

Portland’s Best Restaurants
Best Waterfront Dining
Top 10 Maine Restaurants