• Skip to primary navigation
  • Skip to secondary navigation
  • Skip to main content
  • Skip to primary sidebar

Southern Maine on the Cheap

Deals and discounts in Southern Maine

  • Free
    & Cheap
  • Frugal
    Living
  • Food
    & Drink
  • Entertainment
    & the Arts
  • Family
    & Kids
  • Museums &
    Attractions
  • Shopping
    Bargains
  • Sports
    & Recreation
  • Home
  • Welcome
  • Southern Maine Map
  • About Us
  • Advertise
  • Contact
  • More Cheap Cities

Events

If you are looking for inexpensive or free things to do in Southern Maine, you're in the right place! Here are our picks for affordable events and deals in York and Cumberland counties.

View Events: Upcoming By Day By Month

Today: Sunday, December 14, 2025

Scarborough Farmers' Market

9:00 am to 1:00 pm | Scarborough Town Hall

South Portland Winter Farmers' Market

10:00 am to 2:00 pm | South Portland City Planning and Development Offices Building

Gray Village Farmers' Market

10:00 am to 1:00 pm | The Village Green, Gray

Kittery Community Market

10:00 am to 2:00 pm | Post Office Square, Kittery

South Portland Summer Farmers' Market

10:00 am to 2:00 pm | South Portland Town Office

Creative Movement with Portland School of Ballet

11:00 am to 11:30 am | FREE | Portland Public Library, Downtown Branch

Live Music at the Front Porch

2:00 pm to 11:55 pm | The Front Porch in Ogunquit

Jazz Sundays at the Bitter End

4:00 pm to 7:00 pm | The Bitter End in Wells

Raise the Bar Trivia at Bramhall Speakeasy in Portland

7:00 pm | FREE | Bramhall Portland

Dueing Divas

8:00 pm | $25.00 | Mainestreet

Karaoke Queen

9:00 pm | Mainestreet

Tomorrow: Monday, December 15, 2025

Baby Storytime @ Riverton

9:30 am to 10:00 am | FREE | Portland Public Library, Riverton Branch

The Book Cellar @ Graves Library

9:30 am to 5:00 pm | FREE | Louis T. Graves Memorial Library, Kennebunkport

Story Time at the Kennebunk Free Library

10:00 am to 11:00 am | FREE | Kennebunk Free Library

Self-Guided Museum Tours

10:00 am to 4:30 pm | FREE | Shaker Village at Sabbathday Lake, New Gloucester

Preschool Storytime @ Riverton (Ages 2-5)

10:30 am to 11:00 am | FREE | Portland Public Library, Riverton Branch

Creative Movement with Portland School of Ballet

11:00 am to 11:30 am | FREE | Portland Public Library, Downtown Branch

South Berwick Farmers' Market

11:00 am to 2:00 pm | Central Elementary School, South Berwick

Monday Mah Jongg in Kennebunk

12:30 pm to 3:00 pm | FREE | Kennebunk Free Library

Live Music at the Front Porch

4:00 pm to 11:55 pm | The Front Porch in Ogunquit

Raise the Bar Trivia at Sebago Brewing in Kennebunk

6:00 pm | FREE | Sebago Brewing Kennebunk

Raise the Bar Trivia at Austin Street Brewing in Portland

6:00 pm | FREE | Austin Street Brewing, Portland

Raise the Bar Trivia at Outlook Tavern in South Berwick

6:00 pm to 8:00 pm | Outlook Tavern South Berwick

Best Worst Trivia at El Rayo Taqueria in Scarborough

6:00 pm to 8:00 pm | FREE | El Rayo Taqueria

Best Worst Trivia at Banded Brewing in Biddeford

6:30 pm to 8:30 pm | FREE | Banded Brewing

Best Worst Trivia at Lazzari in Portland

8:00 pm to 10:00 pm | FREE | Lazzari Portland Maine

Tuesday, December 16, 2025

Event Time Price Location
Brunswick Farmers' Market 8:00 am to 1:00 pm   Lower Mall on Maine Street
Farmyard Story Time 10:00 am to 10:30 am FREE Wolfe’s Neck Center for Agriculture & the Environment
Self-Guided Museum Tours 10:00 am to 4:30 pm FREE Shaker Village at Sabbathday Lake, New Gloucester
Preschool Storytime Downtown (Ages 2-5) 10:30 am to 11:00 am FREE Portland Public Library, Downtown Branch
Imagine That: Three Centuries of Kennebunk Commerce Tour 10:30 am to 11:30 am $5.00-10.00 Brick Store Museum
Ogunquit Book Club 10:30 am to 11:30 am FREE Ogunquit Memorial Library
Creative Movement with Portland School of Ballet 11:00 am to 11:30 am FREE Portland Public Library, Downtown Branch
In Stitches: Crafting at the Kennebunk Free Library 11:00 am to 12:00 pm FREE Kennebunk Free Library
Live Music at the Front Porch 4:00 pm to 11:55 pm   The Front Porch in Ogunquit
Tuesday Trivia at the Maine Beer Company, Freeport 6:00 pm to 12:00 am FREE Maine Beer Company
Best Worst Trivia at Another Round Maine in Portland 6:30 pm to 8:30 pm FREE Another Round Maine
Raise the Bar Trivia at Pepper's Landing 6:30 pm to 9:00 pm FREE Pepper’s Landing, Ogunquit
Raise the Bar Trivia at Pat’s Pizza in Scarborough 7:00 pm   Pat’s Pizza Scarborough
Trivia at Garden Street Bowl 7:00 pm to 9:00 pm FREE Garden Street Bowl & Crotux Restaurant, Kennebunk
Best Worst Trivia at Ri Ra Irish Pub Portland 7:00 pm to 9:00 pm FREE Ri Ra Irish Pub Portland
Best Worst Trivia at Brookside Food and Drink in Westbrook 7:00 pm to 9:00 pm FREE Brookside Food and Drink in Westbrook
Little Shop of Horrors 8:00 pm $50.00-160.00 Ogunquit Playhouse

Wednesday, December 17, 2025

Event Time Price Location
Self-Guided Museum Tours 10:00 am to 4:30 pm FREE Shaker Village at Sabbathday Lake, New Gloucester
Creative Movement with Portland School of Ballet 11:00 am to 11:30 am FREE Portland Public Library, Downtown Branch
Kids Weekly Storytime 11:00 am to 12:00 pm FREE Barnes and Noble South Portland
Kids' Wednesday Story Time at Barnes and Noble South Portland 11:00 am to 12:00 pm FREE Barnes and Noble South Portland
Wells Farmers' Market 1:30 pm to 5:00 pm   Wells Public Library
Live Music at the Front Porch 4:00 pm to 11:55 pm   The Front Porch in Ogunquit
Ice Cream Night at the Trolley Museum 5:30 pm to 7:30 pm $12.00 Seashore Trolley Museum
Wednesday Mah Jongg in Kennebunk 5:30 pm to 7:30 pm FREE Kennebunk Free Library
Raise the Bar Trivia at Bissell Brothers Brewery in Portland 6:00 pm to 8:00 pm FREE Bissell Brothers Brewery Portland
Best Worst Trivia at Salt Yard Cafe in Portland 6:00 pm to 8:00 pm FREE Salt Yard Cafe
Trivia at Brickyard Hollow Brunswick 6:00 pm to 8:00 pm FREE Brickyard Hollow Brunswick
Best Worst Trivia at Mast Landing SoPo 6:00 pm to 8:00 pm FREE Mast Landing Brewing Company
Trivia 6:30 pm to 7:30 pm FREE Kennebunk Free Library
Irish Music at Feile 6:30 pm   Feile Irish Pub in Wells
Best Worst Trivia at Wilson County Barbecue in Portland 7:00 pm to 9:00 pm FREE Wilson County Barbecue
Best Worst Trivia at Smoked Portland 7:00 pm to 9:00 pm FREE Smoked Portland
Little Shop of Horrors 8:00 pm $50.00-160.00 Ogunquit Playhouse
Dueing Divas 8:00 pm $25.00 Mainestreet

Thursday, December 18, 2025

Event Time Price Location
Self-Guided Museum Tours 10:00 am to 4:30 pm FREE Shaker Village at Sabbathday Lake, New Gloucester
Story Time at the Freeport Community Library 10:15 am to 10:30 am FREE Freeport Community Library
Creative Movement with Portland School of Ballet 11:00 am to 11:30 am FREE Portland Public Library, Downtown Branch
Crafty Kids at the Wells Public Library 3:00 pm FREE Wells Public Library
Yarmouth Farmers' Market (May-Oct) 3:00 pm to 6:00 pm   Bickford Pavillion
Summer Sunsets Live! 4:00 pm to 8:30 pm FREE Thompson’s Point
Live Music at the Front Porch 4:00 pm to 11:55 pm   The Front Porch in Ogunquit
Live Music at the Bitter End 5:00 pm to 8:00 pm   The Bitter End in Wells
Romance Book Club at Barnes and Noble 6:00 pm to 7:00 pm FREE Barnes and Noble South Portland
Best Worst Trivia at Locally Sauced in Yarmouth 6:00 pm to 8:00 pm FREE Locally Sauced in Yarmouth
Trivia at Brickyard Hollow Biddeford 6:00 pm to 8:00 pm FREE Brickyard Hollow Biddeford
Trivia at Brickyard Hollow Ogunquit 6:00 pm to 8:00 pm FREE Brickyard Hollow Ogunquit
Trivia at Brickyard Hollow Yarmouth 6:30 pm to 8:30 pm FREE Brickyard Hollow Yarmouth
Trivia at Brickyard Hollow New Gloucester 6:30 pm to 8:30 pm FREE Brickyard Hollow New Gloucester
Raise the Bar Trivia at Feile 7:00 pm to 9:00 pm FREE Feile Irish Pub in Wells
Best Worst Trivia at Tomaso's Pizza & Burger Bar in Portland 7:00 pm to 9:00 pm FREE Tomaso’s Pizza & Burger Bar
Best Worst Trivia at Arcadia Portland 7:00 pm to 9:00 pm FREE Arcadia Portland
Trivia at Brickyard Hollow Portland 7:00 pm to 9:00 pm FREE Brickyard Hollow Portland
Little Shop of Horrors 8:00 pm $50.00-160.00 Ogunquit Playhouse

View More

View Events: Upcoming By Day By Month

Primary Sidebar

Subscribe Free!

Enter your email address below to receive updates whenever Southern Maine on the Cheap shares new content.

Recent Posts

  • Maine Christmas Tree Farms December 4, 2025
  • Enjoying Kennebunkport Prelude December 3, 2025
  • Free Holiday Food Boxes in Maine November 21, 2025
  • How to See Santa at the Maine Mall Plus NH and MA Locations November 20, 2025
  • Meat Markets in Maine That Take SNAP/EBT November 18, 2025
  • Surprising Places to Use SNAP EBT Benefits: Make Sure You Reapply November 18, 2025

© 2025 Southern Maine Living on the Cheap. Living On The Cheap® and On the Cheap® are registered trademarks owned by Living On The Cheap Inc. Site design by Five J's Design.
All the stories on our site are protected by copyright and any unauthorized copying is strictly prohibited. Plus, it is just not nice.