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.
Saturday, September 13, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| Portland Farmers' Market | 7:00 am to 1:00 pm | Deering Oaks Park | |
| Bridgton Farmers' Market | 8:00 am to 12:00 pm | Bridgton Community Center | |
| Saco Farmers' Market | 8:00 am to 12:00 pm | Saco Valley Shopping Center | |
| Sanford Farmers' Market | 8:00 am to 12:00 pm | Central Park, Sanford | |
| Kennebunk Farmer's Market | 8:00 am to 12:30 pm | Garden Street Parking Lot | |
| Gorham Farmers' Market | 8:30 am to 12:30 pm | Gorham Municipal Center | |
| Windham Farmers Market | 8:30 am to 12:30 pm | Turning Leaf Drive, Windham | |
| York Gateway Farmers' Market | 9:00 am to 1:00 pm | York Region Chamber of Commerce Visitor Center | |
| Steep Falls Farmers' Market | 9:00 am to 2:00 pm | Steep Falls Village Park Gazebo | |
| Cumberland Farmers' Market | 10:00 am to 1:00 pm | Cumberland Town Hall | |
| 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 |
| Live Music at the Front Porch | 2:00 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 | |
| Raise the Bar Trivia at Shipyard Brewpub in Eliot | 7:00 pm | FREE | Shipyard Brewpub Eliot |
| Live Music at Feile | 7:30 pm to 11:30 pm | Feile Irish Pub in Wells | |
| Little Shop of Horrors | 8:00 pm | $50.00-160.00 | Ogunquit Playhouse |
| Dueing Divas | 8:00 pm | $25.00 | Mainestreet |
| Brunswick-Topsham Land Trust Farmers’ Market | 8:30 pm to 12:30 pm | Crystal Spring Farm | |
| Dueling Divias | 9:30 pm | $25.00 | Mainestreet |
Sunday, September 14, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| Scarborough Farmers' Market | 9:00 am to 1:00 pm | Scarborough Town Hall | |
| 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, September 15, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| 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 |
| 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, September 16, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| 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, September 17, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| Portland Farmers' Market | 7:00 am to 1:00 pm | Deering Oaks Park | |
| 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 |
| Rug Hooking at the Freeport Community Library | 1:00 pm to 4:00 pm | FREE | Freeport Community Library |
| 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 |
| 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 |