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.
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 |
| 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, September 18, 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 | |
| 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 |
| Yarmouth Farmers' Market (May-Oct) | 3:00 pm to 6:00 pm | Bickford Pavillion | |
| Crafty Kids at the Wells Public Library | 3:00 pm | FREE | Wells Public Library |
| 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 | |
| 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 |
Friday, September 19, 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 | |
| Freeport Farmers' Market | 9:00 am to 1:00 pm | Memorial Park, Freeport | |
| Fiber Arts for Adults at The Wells Public Library | 10:00 am to 12:15 pm | FREE | Wells Public 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 |
| Free Friday | 4:00 pm to 8:00 pm | FREE | Portland Museum of Art |
| 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 | |
| Karaoke at Feile | 7:30 pm to 11:30 pm | Feile Irish Pub in Wells | |
| Dueing Divas | 8:00 pm | $25.00 | Mainestreet |
| Karaoke Queen | 9:00 pm | Mainestreet |
Saturday, September 20, 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 | |
| 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 | |
| Bridgton Farmers' Market | 8:00 am to 12:00 pm | Bridgton Community Center | |
| Kennebunk Farmer's Market | 8:00 am to 12:30 pm | Garden Street Parking Lot | |
| Windham Farmers Market | 8:30 am to 12:30 pm | Turning Leaf Drive, Windham | |
| Gorham Farmers' Market | 8:30 am to 12:30 pm | Gorham Municipal Center | |
| 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 |
| Artsy Afternoon | 1:00 pm to 3:00 pm | FREE | South Portland Library |
| 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 21, 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 | |
| South Portland Summer Farmers' Market | 10:00 am to 2:00 pm | South Portland Town Office | |
| Kittery Community Market | 10:00 am to 2:00 pm | Post Office Square, Kittery | |
| 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 |