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Winter Weekdays

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Winter Weekdays

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      • Portland
      • North of Portland
      • South of Portland
    • Drinking & Dining
      • Portland
      • North of Portland
      • South of Portland
    • Participate
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  • Home
  • Accommodations
    • Portland
    • North of Portland
    • South of Portland
  • Drinking & Dining
    • Portland
    • North of Portland
    • South of Portland
  • Participate
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Table of food at Gather featuring Salmon and stew, along with drinks.  

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

A Season Worth Savoring - Across Maine

Winter Weekdays dining offers invite you to explore flavors from every corner of the state. From coastal towns and mountain communities to small cities and hidden gems, enjoy special midweek offers from local restaurants and breweries that celebrate Maine’s food and drink scene—no matter where winter takes you. 

Select the town you are interested in visiting to see the offers

(For Portland Establishments)

Belfast, Maine
Brunswick, Maine
Freeport, Maine
Old Town, Maine
Westbrook, Maine
Wiscasset
Yarmouth, Maine

BELFAST

Delvinos Grill & Pasta House

Delvinos Grill & Pasta House

Delvinos Grill & Pasta House

delvinos lasagna

52 Main Street

207.338.4565

Wednesday

Lasagna Dinner for 2 including Bread, Salad, Entree & Dessert for $40 total.

@delvinosgrill

check them out

Front Street Pub

Delvinos Grill & Pasta House

Delvinos Grill & Pasta House

chicken tender basket

37 Front St

207.338.8900

Wednesday

1Lb Hand breaded chicken tender basket with hand cut fries  $10

@frontstreetpub

check them out

Rollie's Bar and Grill

Delvinos Grill & Pasta House

Rollie's Bar and Grill

Save 10% at Rollie’s in Maine on Wednesdays with the Winter Weekdays special.

37 Main St

207.338.4502

Wednesday

Mention Winter Wednesday for 10% off your bill.

@rolliesmaine

Check them out

BRUNSWICK

Noble Kitchen + Bar

4 Noble St

207.837.6565

Wednesday

Wine Wednesday: $2 off glasses of wine and half-price bottles.

@noblekitchenbar

CHECK THEM OUT

Pepper's Landing

147 Bath Rd

207.844.8847

Monday • Tuesday • Wednesday • Thursday

Monday: 10% off Fisherman’s Choice Platter
Tuesday: 2 for Tuesday — $60 (1 appetizer, 2 entrées, 1 dessert)
Wednesday: $1 oysters, 5–8 PM
Thursday: Kids eat free
Friday: $1 wings & $5 Pepper’s Champ drafts (all day)
Sunday: Sunday Supper — $22 (entrée & dessert)

Happy Hour: Monday–Friday, 3–5 PM • Sunday, 1 PM–close
@peppers_landing

check them out

FREEPORT

  

Maine Beer Company

Maine Beer Co in Freeport weekday deals.

525 US Route 1

207.221.5711

Tuesday • Wednesday

Tuesday: King Trivia with Dave Janco, 6–8 PM
Wednesday (from Jan 14): Five-course rotating menu each Wednesday evening.

@mainebeerco

Check them out

  

MONSON

The Lakeshore House

Enjoy $2 off drinks at The Lakeshore House in Maine on Tuesdays & Wednesdays with a meal purchase.

9 Tenney Hill Rd

207.997.7069

Tuesday • Wednesday

$2 off all beverages (ID required for alcohol) on Tues & Wed with an appetizer or entrée. Per person, not per party.

@thelakeshorehouse

Check them out

OLD TOWN

Pepper's Landing - Old Town

Pepper's Landing - Old Town

Pepper's Landing - Old Town

Pepper's Landing - Old Town

Pepper's Landing - Old Town

170 Main St

207.817.0280

Monday • Tuesday • Wednesday • Thursday

Monday: 10% off Fisherman’s Choice Platter
Tuesday: 2 for Tuesday — $60 (1 appetizer, 2 entrées, 1 dessert)
Wednesday: $1 oysters, 5–8 PM
Thursday: Kids eat free
Friday: $1 wings & $5 Pepper’s Champ drafts (all day)
Sunday: Sunday Supper — $22 (entrée & dessert)

Happy Hour: Monday–Friday, 3–5 PM • Sunday, 1 PM–close

@peppers_landing

check them out

Pepper's Landing - Old Town

POLAND

Mel's Hilltop Restaurant at Poland Spring Resort

Mel's Hilltop Restaurant at Poland Spring Resort

37 Robbins Rd

207.998.6024

Thursday

Thursday Prime Rib at Mel's Hilltop: 4–8 PM
12oz Prime Rib with baked potato & side for $29. Full menu also available.

@MelsHilltop

check them out

Nonesuch River Brewing Poland

Mel's Hilltop Restaurant at Poland Spring Resort

Maine restaurant offering winter weekday deals and discounted menu specials.

723 Maine St

207.998.5008

Monday • Tuesday • Wednesday

Monday & Tuesday – Industry Nights:
$5 pints, $8 cocktails, $15 rotating menu, 20% off full menu.

Live Music Wednesday, 6–8 PM.

@nonesuchriverbrewing_poland

Check them out

ROCKPORT

  

Oak Room

20 Central St

207.230.7211

Tuesday • Wednesday • Thursday

Taco Tuesday: $6 tacos
Wine Down Wednesday: $10 off select bottles of wine
Burger Thursday: $18 burger & fries

@OakRoomRockport

Check them out

  

WESTBROOK

Big Fin Poké

Big Fin Poke winter weekdays meal deal.

95 Rock Row

207.321.1768

Tuesday

Enjoy a Poké Pairing—warm miso soup and a Japanese potato croquette—with the purchase of any poké bowl on a selected Winter Weekday. Dine-in only; one pairing per bowl.

@bigfinpoke

Check them out

WISCASSET

Back River Bistro

Wednesday at Allagash Tasting Room: Happy Hour 3–5 PM with $1 off drinks and $5 food specials.

65 Gardiner Rd

207.687.8244

Wednesday • Thursday

Wednesday: ½ price wine bottles & $2 oysters
@backriverbistro

Check them out

YARMOUTH

Gather

Gather Winter weekday 3-course tasting menus, $50 per person, with optional wine pairings.

189 Main St

207.847.3250

Wednesday • Thursday

Explore the world through food with Gather this winter. Winter weekday evenings will feature a rotating three-course tasting menu highlighting a specific region of the world, $50 per person. Optional wine pairings available.
@gathermaine

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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