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 – this floating restaurant is a landmark on Portland’s waterfront, a bit touristy, but has Happy Hour with a view Monday through Friday 4-7pm – appetizer 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 is divey, but has daily Happy Hour 3 – 6pm with $5 Cosmos and Manhattans, $6 wines, $3 drafts, and $2.50 oysters. All day happy hour on Sunday means $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 house wine, $2 beers and $5 food items like wings, nachos, Brussels sprouts and calamari.
The Corner Room has 4-6pm Happy Hour Monday-Friday with complimentary antipasto offered with drinks, $3 house 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.
Brian 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 – a petite appetizer paired with a local beer $5, plus $5 wines.
Bonfire Country Bar has “Bacon Happier Hour” with Free bacon, $1 tacos and whiskey, $2 beer & freis, $3 wien and burgers, 407 7 days a week!
Bull Feeney gets happy Sunday-Friday from 4-7pm with $4 draft beers and 20% off singe all malts, free snacks, plus other weekly treats.
Sur Lie has Happy Hour 4-6pm with $2 off drafts, $7 wines, and culinary $5 apps.
Northpoint has Happy Hour Monday-Friday 4-6pm with $5 Drafts, $6 Wines and a $7 Cocktail, and light bites for just $6 each! Sunday happy hour is 6-10.
C2 – Congress Square’d by the Westin, offers happy hour daily 4 – 7pm. 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, and an amazing rooftop view.
Dock 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, and $3.50-$9.50 appetizers.
Portland Hunt + Alpine Club has happy hour with select craft cocktails for $6 Monday to Friday 4 -6pm with popcorn
Inkwell Bar and Lounge at Union, Press Hotel has “off the record “ happy hour with $5 house wine favorites, $5 well drinks, and $5 16oz local drafts Sunday- Thursday 4- 6pm.
Rosie’s has happy specials all the time – $1.50 Miller, $4 mixed well drinks, and Saturdays & Sundays $ 5Mimosas & Bloody Mary’s.
Taco Escobar offers happy hour 4-7pm Monday-Friday featuring $5 house margaritas, $3.50 select drafts, with free chips and salsa. Olé
Tomasos Canteen has 7 hours of happiness, 11-6 daily, with all kinds of drink and food deals from $2.50 beers to $6 sausage, plus nightly specials.
Bayside Bowl, on the Back Bay, has happy hour 4-6pm Monday-Thursday in summer on the rooftop deck, with half-price frozen cocktails, $2 Moosehead tall boy, and more.
Petite Jacqueline hosts
”apero” happy hour 5-6:30pm Monday-Friday at the bar and patio, with
$5 aperitifs, $4 draft beers, and $3 wine, plus $1.50 oysters, $5 small plates and $46 crepes. Mais oui!
El Rayo Taquiero gets happy 4-6 pm Monday-Friday with $5 house margaritas and sangria, $2 Sol Pacfico or Tecate.
Note: these happy hour offers are subject to change, this is just a compellation of current specials. If prices have changed or deals have been discounted – please let us know at sales@visitmaine.net, and please – don’t worry, be happy (every hour). See more Maine dining recommendations:
Portland’s Best Restaurants
Best Waterfront Dining
Top 10 Maine Restaurants
The outfits: Tourists typically wear flashy, not so matchy clothes – as if they packed in a rush, eager to hit the road and start their trip to Maine. bright beachy colored T-shirts with anything Maine placarded on themselves are a super sleuth clue. Socks with sandals, cruise ship sea pass lanyards around their necks, and swimsuits in town and restaurants are also notable get-noticed tourist getups.
The walking red – sunburns are a “shore” sign of those from away. The cooked lobster look is like nature’s tattoo of a happy summer day at the beach or our on a boat, without proper SPF precautions. Nothing like a bright red sunburn to bring back to the office on Monday to show you were at the beach… but didn’t apply sunscreen cause you thought Maine was too far north for UVA UVB rays. Rookie move – but way to rock your 
In Maine restaurants
Waiting in line for clams, lobster rolls, or ice cream…. that’s a tourist move. Mainers wait for no one and just don’t do the queue … after all you can walk right into those same businesses in spring, winter or fall without delay. And ice cream is still refreshing on below zero days. So if you see a line, that’s a sign that it’s a popular tourist spot – 
The slow driver gawker stalkers…. If you drive out to 
One exception to tourist spotting versus locals is 
when I say it at Mahden’s.”
Calling all Maine foodies for the Harvest on the Harbor
A highlight to fall in Portland is the Harvest on the Harbor, an annual event of toasting Maine’s best culinary chefs, and flaunting the best Maine beers, wines and food.
Harvest on the Harbor takes place Oct 18-21, and the signature event is Market on the Harbor, the Grand Finale where guests have an opportunity to taste dishes from 
Maine top chefs participating in the Harvest on the Harbor Top 
Apples
Broccoli is abundant in Maine. Despite Kennebunkport’s favorite former-president’s disdain for the bright green veggie (President George H W Bush said he hates broccoli), Maine is a top producer of this cruciferous green vegetable in “The County” – with 6,500 acres in Aroostook county. Broccoli is a powerful antioxidant with numerous health benefits, a big source of vitamins K and C, folate (folic acid), also high in potassium and fiber. Besides, its fun to dip broccoli in ranch or cheese – and pretend their little trees and you’re the Jolly Green Giant.
Maine’s Aroostook county has potatoes aplenty. Maine is a top producer of spuds, not as much as Idaho, but still – over 70,000 acres of land in northern Maine is proliferated with potato farms. 25 percent of Maine’s potato production supplies the East coast, 45 percent is used for frozen French fries- like McCain, 20 percent for (my personal favorite) potato chips – Humpty Dumpty, Frito-Lays, Utz, and 10 percent go to fresh market for Maine’s best restaurants and local consumption. Maine Potato Blossom Festival in Fort Fairfield in July is a 70+ year tradition to celebrate the spud! The Maine Potato Board, yes that’s a thing, has pages of potato recipes from mashed to home fries to Shepard’s pie! Oh, and Cold River Vodka is made from Maine potatoes- gluten free!
More on 
2. Discover the simple pleasure of a bike ride down an old dirt road with the crisp autumn leaves crunching under your bicycle tires.
3. Get out on the water, with a 
4. Keep off the grass, but enjoy a nature walk, Maine is resplendent with state parks, reserve and conservation trust land that is open to the public for the perfect fall foliage walk. Remember, take only pictures, leave only your footprints! 
5. Enjoy the last 
7. Shop for Maine made products and crafts at the many
8. Reserve a room at a romantic bed and breakfast or 
10. Just enjoy the subtle serene surroundings of fall in Maine, you’ll be glad you came. 
See our 
picnicking or bike tours in the Fort Williams park area. Here, you can take a walk around the large park estate and visit the Portland Headlight as well. Alternatively, you could visit the park on Munjoy Hill where you have your walking area along the Eastern Promenade. Nearby, you could visit the Narrow Gauge Railroad Museum which has affordable ticket rates.
Walking the Old Port and Art District areas in Portland is popular. 
What sets 
Pot friendly Potland… South Portland Maine voted to be pot friendly. In the 2014 election, South Portland approved a citizen-initiated referendum declaring it legal for adults over 21 years old to possess small amounts of marijuana for private, recreational use. In 2016, Maine medicinal marijuana is legalized, but leaves the jurisdiction, distribution and ordinances to the local level. What does this mean for Maine tourism? Can you toke on 
federal law, and local police say enforcement won’t change. But Maine’s marijuana friendly initiative provides leniency in Portland for recreational pot use in private. It also serve as an intro to a future state change, and indicates Maine citizen’s appetite for a more liberal view of cannabis consumption.
Imagine the pot possibilities in Maine, a state already high on taxes, getting more tax revenue from those getting high. Wouldn’t blueberry baked pot brownies be a hot item? How about Maine marijuana-laced maple syrup? Pot stuffed twice baked potatoes from the County?