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.
Today: Friday, February 27, 2026
Tomorrow: Saturday, February 28, 2026
Sunday, March 1, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| Bank of America Museums on Us | FREE | Portland Museum of Art | |
| 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 |
Monday, March 2, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| Baby Storytime @ Riverton | 9:30 am to 10:00 am | FREE | Portland Public Library, Riverton Branch |
| 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 |
| 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, March 3, 2026
| 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 |
| Imagine That: Three Centuries of Kennebunk Commerce Tour | 10:30 am to 11:30 am | $5.00-10.00 | Brick Store Museum |
| 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 Talk | 5:00 pm to 7:00 pm | Ogunquit Museum of American Art | |
| Tuesday Trivia at the Maine Beer Company, Freeport | 6:00 pm to 12:00 am | FREE | Maine Beer Company |
| Silent Book Group | 6:30 pm to 7:30 pm | FREE | South Portland Library |
| 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 |