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.
Tuesday, December 30, 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 |
| 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 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 31, 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 |
| LEGO Club | 11:00 am to 12:00 pm | FREE | Freeport Community Library |
| Kids Weekly Storytime | 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 |
| 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, January 1, 2026
| 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 | |
| Young Writers at TML | 3:30 pm to 4:30 pm | FREE | Thomas Memorial Library, Cape Elizabeth |
| 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, January 2, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| Brunswick Farmers' Market | 8:00 am to 1:00 pm | Lower Mall on Maine Street | |
| 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 |
| Library Technology Help | 1:00 pm to 3:00 pm | FREE | South Portland Library |
| 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 | |
| Art Around Town in Portsmouth, NH | 5:00 pm to 8:00 pm | Portsmouth, NH | |
| 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, January 3, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| Bank of America Museums on Us | FREE | Portland Museum of Art | |
| 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 |