Food in Portland

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Free Food!   Cheap Drinks!

If you know where to go you can often eat for nothing, and drink for close to that. Carefully researched by local college students and other misers, our guide to Portland's best happy hours tell you how, when, and where!

Every Day

7 Days a week, the Portland Sebago Brewing Company has $3.99 appetizers from 4-7 and $2.50 pints and $3.50 talls from 4-7 and 10 till close.

Hit the Brian Boru from 4-7 Monday thru Saturday for $2 Shipyards or meander down to Nappi's for $1.50 Shipyards, $1.75 Domestics, $2.25 Imports and Pizza Slices from 4-7.

Amigo's has $1.25 Pabst, $2.00 Maine beers and $2.50 Well Drinks every day from 4-8 while Free Street Taverna serves up 1/2 price appetizers and $2.00 drafts.

For a couple of excellent free food happy hours check out American Pizza from 5-7 for free pizza and pitchers of beer, head over to Free Street Taverna for $2.00 drafts, $1.50 PBR's and free pizza, or go down to the floating restaurant, DiMillo's, from 4-8 Monday thru Friday for a complimentary buffet of crackers, cheese, soup, small appetizers and more, along with $.50 off your drink.

Last but certainly not least, Bleachers offers $1.75 domestics from 3-6 on week days, Alehouse has $9.00 pitchers, and Three Dollar Dewey's has a different beer for $2.50 each night from 4-8.


Check out Brian Boru for $2.00 Guinness, Harp and Bass Ales all day along with fine Irish Music starting at 3pm.

Then head over to the Free Street Taverna Open Mic night with Tyler of Sly-Chi starting at 9:00.


Check out Bleachers $1.75 domestic drafts and 2 for 1 Wings. It's "Short Beer Night" at the Great Lost Bear, which means 23oz beers at regular prices.

Rivalries boasts $2 for any beer you want and 2 for 1 appetizers.

Every Monday starting at 9:30 pm at Free Street Taverna you can hear Hip Hop with BoonDox.


It's another Short Beer Night at the Great Lost Bear! Huge beers at cheap prices to accompany their great food menu!

Check out Bleachers again tonight for the game, $1.75 domestic draughts and 2 for 1 burgers.

If you're in the mood for some reggae, head over to Free Street for Riddim & Roots with DJ Spun Reggae at 9:30 pm.

You can find $1 draft specials all night long at Digger's and check out Rivalries again for $2 Shipyards and $5 all-you-can-eat wings.


Bleachers has $1.75 domestics and 2 for 1 pizzas and mozzerella sticks from 3 till closing tonight.

Rivalries has $2 Geary's and $5 all-you-can-eat ribs or head on down to Three Dollar Dewey's for Free Chili!

Wednesday is Bingo night with $2.00 featured beers and Ladies $2.00 well drinks all night at the Free Street Taverna. Upcoming beer features include Shipyard (8/20) and Geary's Brown Autumn Ale (8/27).

Digger's has $2.50 Black and Tans and $2.50 Black and Blues (mmm!) all night long.

If you're in a dancing mood check out A Band Beyond Description every Wednesday for free at the Alehouse or hit the Mercury to hear resident DJs spinning some great house music.


Every Thursday, Rivalries has $2 Bud Light Drafts and 2 for 1 Pizzas or if you're in a wine mood check out Sebago Brewing Company for their Wine Down, cheap wine prices all day and night!

The Great Lost Bear showcases a different beer which means $1.99 pints from 5-9. On the same note, $3 Dewey's has a different feature each Thursday as well from 5-9.

Check out the Alehouse later for live free Bluegrass or stop by the Mercury to hear some of Portland's best local trance and house DJs.

Friday & Saturday

Check out the Every Day Listings above!

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