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Winter Weekdays

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Winter Weekdays

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      • South of Portland
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  • Home
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    • Portland
    • North of Portland
    • South of Portland
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    • Portland
    • North of Portland
    • South of Portland
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Chef's table at Sur Lie with plates of food and drinks.  

Photo Credit: Dawson Renaud
Portland Drinking & Dining— Photo: Dawson Renaud

Winter Tastes Better in Portland

Winter Weekdays dining offers invite you to savor the season with special midweek menus and offers from local restaurants and breweries. From cozy neighborhood spots to chef-driven favorites, it’s the perfect excuse to try something new, revisit a classic, and enjoy great food without the wait. 

Portland, Maine is the culinary center and has something for everyone!

(For additional towns across Maine)

PORTLAND

ALTO Terrace Bar + Kitchen

Armory Lounge at the Portland Regency Hotel and Spa

ALTO Terrace Bar + Kitchen

Maine restaurant showcasing the weekday dining deal featuring a handheld and a domestic beer.

25 Hancock St

207.536.4250

Monday • Tuesday • Wednesday • Thursday

2 for $22
Enjoy a handheld and a domestic beer off our ALTO menu for $22, plus tax.
@altoterracebarandkitchen

Check them out

Angoor Wine Bar

Armory Lounge at the Portland Regency Hotel and Spa

ALTO Terrace Bar + Kitchen

100 Fore St

207.536.0435

Wednesday • Thursday • Friday

Happy Hour 4–6 PM

10% off all wine pours

$10 mocktails and $8 non-alcoholic wine

$4 olives and mixed nuts

@angoorwinebarme

check them out

Armory Lounge at the Portland Regency Hotel and Spa

Armory Lounge at the Portland Regency Hotel and Spa

Armory Lounge at the Portland Regency Hotel and Spa

Armory Lounge in Portland, Maine entree weekday deal

20 Milk St

Monday • Tuesday • Wednesday • Thursday

Dinner for Two — $80
Includes your choice of two entrées (Steak Frites, Salmon, or Garlic Ginger Tofu), one select bottle of wine or The Officer’s Club (rotating large-format cocktail), plus complimentary valet parking.

@theportlandregency

check them out

Batson River Portland

Belleflower Brewing Company

Armory Lounge at the Portland Regency Hotel and Spa

Batson River Brewing in Portland, Maine

82 Hanover St

207.800.4680

Monday–Friday • 12–3 PM | All Day Tuesday
Any burger and any beer for $19. Starts 1/26.
@batsonrivermaine

check them out

Bayside Bowl

Belleflower Brewing Company

Belleflower Brewing Company

Wing Wednesday: $1 wings all day and late-night bowling half off at Alder Street Maine venue.

58 Alder St

207.791.2695

Wednesday

Wing Wednesday: $1 wings all day (max 20 per person)

@baysidebowl

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Belleflower Brewing Company

Belleflower Brewing Company

Belleflower Brewing Company

deals on beer at belleflower brewing in portland, maine

66 Cove St

207.805.1696

Monday • Tuesday • Wednesday • Thursday

WORK FROM BELLE: Monday–Thursday, open–4 PM
$4 short pours, $6 wines, $6 full pours of beers 6% ABV and under, $3 select non-alcoholic beverages.

@Belleflowerbeer

check them out

PORTLAND

Bissell Brothers

Boone's Fish House & Oyster Room

Black Cow Burgers

38 Resurgam Pl

207.464.8624

Monday • Tuesday

Happy Hour all day (11-5pm).
$5 for
-The Substance Ale
-Or Bissell: Breeze, Fizz, and Buds
$10 burger and fries
$2 house popcorn
$3 mini soft serve ice cream
@bissellbrothers

check them out

Black Cow Burgers

Boone's Fish House & Oyster Room

Black Cow Burgers

83 Exchange St

207.772.7774

Wednesday • Thursday

 Week Day Lunch Combos available Wed- Thu- Fri 11:30am -3 PM
Cheeseburger, Fries & House Soda $18

Happy Hour Deals Wed- Thu- Fri 4-5pm

@blackcowburgers

check them out

Boone's Fish House & Oyster Room

Boone's Fish House & Oyster Room

Boone's Fish House & Oyster Room

86 Commercial St on Custom House Wharf

207.774.5725

 Everyday • 3–6 pm | All Day Tuesday • 12-6 pm 

$1.50 oysters, $5 select draft beers, $5 select wines, $8 cocktail feature, $9 plates

@dineatboones

Check them out

David's Restaurant

Boone's Fish House & Oyster Room

David's Restaurant in Portland, Maine

22 Monument Square

207.773.4340

Wednesday

Winter Wednesday Date Night $72 per couple with specially selected bottles of red or white wine for $28. Choose a starter to share, an entree for each of you, and a dessert to share.
@davidsmaine

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Dry Dock Portland

Monday special at Dry Dock Portland: Cheeseburger, fries & Allagash White for $20.

84 Commercial St

207.770.4510

Monday

A Cheeseburger and fries with Allagash White for $20 every Monday.

@drydockportland

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Duckfat

Weekday happy hour at Duckfat Maine: half-price wine, wings, drafts & more, 3–6 PM.

43 Middle St

207.774.8080

Monday • Tuesday • Wednesday • Thursday

"Shift Change" Happy Hour: 3–6 PM
½ price all wine bottles, $20 local draft pitchers, $5 small frites, wings, free popcorn, plus food & drink specials.

@duckfatmaine

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eighteen95 at the Portland Regency Hotel and Spa

eighteen95 at the Portland Regency Hotel and Spa

eighteen95 at the Portland Regency Hotel and Spa

eighteen95 at the Portland Regency

20 Milk St

207.774.4200

Monday • Tuesday • Wednesday • Thursday

Brunch Drink Specials
$6 mimosas and adult coffees, available 7:00am–1:00pm. Complimentary valet parking included.

@theportlandregency

check them out

The Eighty8 Donut Cafe

eighteen95 at the Portland Regency Hotel and Spa

eighteen95 at the Portland Regency Hotel and Spa

Eight8 Donut Cafe weekday deal

202 Federal St

207.805.0488

Tuesday • Wednesday

$1 off any six pack, $5 off any Sugar Rush (box of 25) after 2pm.

@eighty8donuts

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Evo

Five of Clubs

Five of Clubs

443 Fore St

207.223.6462

Wednesday

Burger & Drink of Choice for $30!

@evoportlandmaine

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Five of Clubs

Five of Clubs

Five of Clubs

$20 burger deal at five of clubs

754 Congress St
207.800.3004

Wednesday

$20 Bistro Burger with gruyère, black garlic aioli, and pickled onion. Please mention Winter Weekdays when ordering.

@fiveofclubsmaine

CHECK THEM OUT

Geary Brewing

Five of Clubs

Gilberts Chowder House

Weekday deal at Geary Brewing: 20% off packaged beer and 15% off merchandise Tue–Thu.

38 Evergreen Dr
207.878.2337

Tuesday • Wednesday • Thursday

20% off on all packaged beer and 

15% off merchandise

@gearybrewing

CHECK THEM OUT

Gilberts Chowder House

Green Elephant Vegetarian Bistro

Gilberts Chowder House

92 Commercial St

207.871.5636

Tuesday · Wednesday · Thursday

A large bowl of Gilbert's Seafood Chowder, and a large Maine Micro Brew for only $19.95. 

@gilbertsportland

Check Them OUt

Green Elephant Vegetarian Bistro

Green Elephant Vegetarian Bistro

Green Elephant Vegetarian Bistro

Green Elephant in Portland, Maine free dessert.

608 Congress St

207.347.3111

Tuesday

Buy 2 entrees, get 1 free dessert
(Vegan Chocolate Orange Mousse Pie or seasonal gluten-free option)
Dine in only. Use promo code GE26.

@greenelephantme

check them out

Gritty McDuff's Brewing Co

Green Elephant Vegetarian Bistro

Green Elephant Vegetarian Bistro

Gritty's in Portland, Maine live music weekdays.

396 Fore St

207.233.8051

Tuesday • Wednesday

Live music every Tuesday from 6–9 pm with Travis James Humphrey.
Trivia nights every Wednesday from 7–9 pm.

@grittymcduffs

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Harbor Bistro + Terrace - Located Inside the Portland Harbor Hotel

Harbor Bistro + Terrace - Located Inside the Portland Harbor Hotel

Harbor Bistro + Terrace - Located Inside the Portland Harbor Hotel

Tables in the Portland Harbor Hotel, Harbor Bistro Restaurant. 

Photo Credit: Portland Harbor Hotel

468 Fore St

207.775.9090

Monday • Tuesday • Wednesday • Thursday

Monday Supper Series: $48 three-course prix fixe
Taco Tuesday: Chicken Confit Taco + beer for $26
Wine-Down Wednesday: Free cheeseboard with a bottle of wine
Date Night Thursday: Free appetizer or dessert with 2 entrees

Check them out

The Holy Donut

Harbor Bistro + Terrace - Located Inside the Portland Harbor Hotel

Harbor Bistro + Terrace - Located Inside the Portland Harbor Hotel

Maine winter weekday deal featuring $4 off a half dozen donuts every Tuesday.

194 Park Ave

207.542.9383

Tuesday
$4 off a half dozen donuts every Tuesday at all Holy Donut locations. In-store only. Limit one offer per transaction. Cannot be combined with other offers or discounts.

@holydonutmaine

CHECK THEM OUT

Inkwell

Harbor Bistro + Terrace - Located Inside the Portland Harbor Hotel

Ironside Lounge at the Portland Regency Hotel and Spa

119 Exchange St

207.808.8710

Tuesday • Wednesday • Thursday
4-6pm - $1.00 Happy Hour Oysters

@inkwell_portland

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Ironside Lounge at the Portland Regency Hotel and Spa

Ironside Lounge at the Portland Regency Hotel and Spa

Ironside Lounge at the Portland Regency Hotel and Spa

Ironside Lounge

20 Milk St

207.774.4200

Wednesday • Thursday
Custom Whiskey Tasting Flights – $45

A personalized whiskey flight guided by Bourbon Steward Liz, offered at the bar or by the historic brick fireplace. Complimentary valet parking included.

@theportlandregency

CHECK THEM OUT

Luke's Lobster

Ironside Lounge at the Portland Regency Hotel and Spa

Luna Rooftop Bar

Tuesday special at Luke’s Portland: New England clam chowder and “Current Mood” cocktail for $20.

60 Portland Pier

207.550.2490

Tuesday

New England Clam Chowder + "Current Mood" cocktail for $20. Cocktail features vodka, guava, Maine blueberries, lime, and soda.

@lukesportland

Find out more

Luna Rooftop Bar

Ironside Lounge at the Portland Regency Hotel and Spa

Luna Rooftop Bar

Bar in Maine featuring $8 Prosecco pours and $1.50 oysters as a winter weekday dining special.

285 Commercial St
207.791.0011

Monday • Tuesday

Monday: Bubbles & Shells at Luna, with $8 Prosecco Pours and $1.50 Oysters
Tuesday: Wine & Boards at Luna, with 20% off a featured wine bottle as well as 20% off our Cheese Board and Winter Mezze Board.

@lunaportlandme

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Maine Oyster Company

Maine Oyster Company

Maine Oyster Company

Maine winter weekday special offering a free Hot Pearl Shooter or $5 off a dozen oysters at a local

38 Portland St

207.420.1400

Tuesday · Thursday

Choice of Free Hot Pearl Shooter (Prosecco shot with oyster & hot sauce) or $5 off a dozen oysters.

15% off all weekday shucking classes – use promo code BOOM15.

@maineoystercompany

CHECK THEM OUT

Mesa Grande Taqueria

Maine Oyster Company

Maine Oyster Company

140 Fore St., Ste A 

207.536.0649

Monday

Every Monday receive a free kid’s meal with a $20 purchase. For online orders use code "KidsMonday" (Kid’s meal for 12 and under).

@mgt_portland

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minibar

Maine Oyster Company

minibar

Monday deal at Minibar Golf: $30 for one round of mini golf plus a Clubhouse menu item.

265 Marginal Way

207.417.6274

Monday • Tuesday • Wednesday • Thursday

$30 for 1 round of mini golf and 1 item from The Clubhouse menu. Beverages not included. Mention "Winter Weekdays."

@minibar_golf

check them out

Oddfellahs

Old Port Sea Grill and Raw Bar

Old Port Sea Grill and Raw Bar

Weekday BOGO food deal at Oddfellahs Portland: Buy one, get one free Tue–Thu before 5 PM.

55 Market St
207.774.1000

Tuesday • Wednesday • Thursday

BOGO Food: Tuesday–Thursday until 5 PM. Mention promo when ordering. Not valid with other offers.

@oddfellahs

Find out more

Old Port Sea Grill and Raw Bar

Old Port Sea Grill and Raw Bar

Old Port Sea Grill and Raw Bar

Sandwich deal at Old Port Sea Grill in Portland Maine

93 Commercial St

207.879.6100

Monday • Tuesday • Wednesday • Thursday

$20 for a sandwich (lobster roll excluded) and a glass of wine (Montepulciano or Pinot Grigio) or a draft beer. Mention “Winter Weekdays.”

@theoldportseagrill

Find out more

Orange Bike Brewing Company

Old Port Sea Grill and Raw Bar

Orange Bike Brewing Company

31 Diamond St

207.405.0071

Wednesday

Get $1 off pints every Wednesday when you mention “Winter Wednesday.”

@orangebikebrewing

check them out

Portland Beer Hub

Rising Tide Brewing Company

Orange Bike Brewing Company

Maine winter weekday deal: $2 off drinks and 10% off bottles in the retail wine shop.

320 Fore St

207.536.4070

Monday · Tuesday · Wednesday

$2 off draft beer, cider, seltzer, and prosecco

10% off our retail bottle shop

@portlandbeerhub

CHECK THEM OUT

Rising Tide Brewing Company

Rising Tide Brewing Company

Rising Tide Brewing Company

weekly deals at rising tide

103 Fox St

207.200.4344

Wednesday

$5 Pints All Day Wednesdays!

Monday Night Trivia 5:30-8pm. Free to play with prizes to win! 

Tuesday Bluegrass 7-9pm

Wednesday Fly Tying Night 6-8pm Thursday Knit Night 5:30-8pm

@risingtidebeer

Find out more

Salt Yard Cafe + Bar

Rising Tide Brewing Company

Rising Tide Brewing Company

Trivia for week night deals in Maine

Canopy Hotel: 285 Commercial Street
207.791.5000

Wednesday

Best Worst Trivia: Wednesdays, 6–8 PM
Food & drink specials plus prizes.

@saltyardportland

check them out

Shipyard Brewing Company

Shipyard Brewing Company

Shipyard Brewing Company

Weekday specials at Shipyard Tasting Room: discounted beers, cocktails, snacks & pizzas Mon–Thu.

27 Hancock St

207.671.4775

Monday • Tuesday • Wednesday • Thursday

$5 Pints on all beers
$6 Craft Cocktails
$10 Pretzels with Beer Cheese
$12 Cheese Pizza
$15 Pepperoni Pizza

@shipyardtastingroom

CHECK THEM OUT

Sur Lie

Shipyard Brewing Company

Shipyard Brewing Company

Winter Weekdays at Sur Lie Portland: Chef tasting menu $50 and all-day happy hour Wed–Thu.

11 Free St
207.907.0032

Wednesday • Thursday

Chef tasting menu $50/person (was $75)
Happy Hour at the bar all day.

@surlieportland

CHECK THEM OUT

Thames Landing

Shipyard Brewing Company

Thames Landing

Wednesday at Thames Landing: Free igloo rentals, happy hour drinks, and 50% off appetizers.

60 Thames St

207.805.1110

Wednesday

Free Igloo Rentals: Seats 8–10
Happy Hour 4–7 PM: Drink specials & 50% off appetizers.

@thameslanding


check them out

Three Dollar Deweys

Three of Strong Spirits

Three of Strong Spirits

Maine Winter Wednesday deal: any full sandwich with house chowder or chili for $22.

241 Commercial St
207.772.3310

Wednesday

Winter Wednesday Special: Any full sandwich + cup of house chowder or chili for $22. Not valid with lobster rolls.

@threedollardeweys

CHECK THEM OUT

Three of Strong Spirits

Three of Strong Spirits

Three of Strong Spirits

Maine winter weekday Happy Hour: $2 off draft cocktails from 4 pm to 6 pm.

35B Diamond St

207.899.4930

Wednesday · Thursday · Friday

Happy Hour: $2 off draft cocktails, 4–6 PM.

CHECK THEM OUT

Top of the East

Three of Strong Spirits

Top of the East

157 High St

207.775.5411

Monday • Tuesday • Wednesday • Thursday

Complimentary sample of signature Tuna Crudo—raw tuna in sweet soy glaze with marinated seaweed salad.

@topoftheeast

Check Them Out

Twelve

Union Restaurant

Top of the East

Burger deal for weekday deal in Maine in Portland

115 Thames St

207.910.7400

Tuesday • Wednesday • Thursday

$40 for a burger, fries, half salad, and dessert. This offer is exclusive to our Bar seating area and is unavailable in our Dining Room or at the Chef’s Counter.

@twelvemaine

check them out

Twinflower Café

Union Restaurant

Union Restaurant

754 Congress St

207.800.3004

Monday

20% off smoothies. Mention the Winter Weekdays special when ordering.

@twinflowercafe

Find out more

Union Restaurant

Union Restaurant

Union Restaurant

119 Exchange St

207.808.8710

Monday • Tuesday • Wednesday • Thursday

Lunch – $15: Congress Street Lunch: Soup, Sandwich, and Side Salad

Dinner – $40: Winter Weekdays 3-Course Prix Fixe Menu

@unionportland

check them out

WXYZ Bar

WXYZ Bar

WXYZ Bar

Enjoy 15% off food and drinks at Aloft Portland WXYZ Lobby Bar during Winter Weekdays.

379 Commercial St

207.560.5511

Monday · Tuesday · Wednesday

Thursday · Friday

15% off food & drinks at Aloft Portland Maine WXYZ Lobby Bar.

@AloftPortlandMaine

CHECK THEM OUT

ZA

WXYZ Bar

WXYZ Bar

25 Preble St

207.536.0705

Tuesday • Wednesday • Thursday • Friday

Happy Hour | Tuesday–Friday, 4–6pm

$5 Domestic Drafts

$5 Wine

$5 Mocktails & N.A. Beer

$5 Premium Well Drinks

$5 Snacks & Slices


Tuesday Night Trivia | 6–8pm

General knowledge and Name That Tune trivia
@zaportlandmaine

check them out

Copyright © 2025 Winter Weekdays - All Rights Reserved.
Contact Visit Portland for more information and questions.  www.visitportland.com

(Office) 207.772.4994 (Visitor Information) 207.772.5800  info@visitportland.com 

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