Small Business Saturday
- Holiday Craft Fair (Island Community Center)
- Narrative Food + Friends (The Hub)
- Holiday Specials at J. McVeigh's
Experience Authentic Maine
Come Home for the Holidays
Celebrate the season in Maine’s #1 port with makers, music, lights, and community joy across downtown Stonington.
Shop, Eat, Stay, Experience Stonington
Island businesses and makers are rolling out evergreen décor, cozy pop-ups, seasonal treats, and waterfront festivities all December long. Come for a day trip or stay the weekend—there’s a holiday happening almost every day.
Scroll for the full calendar, find your favorite events, and let the working waterfront welcome you home.
Holiday Highlights & Events
From Small Business Saturday through a waterfront tree lighting and a very merry concert finale, here’s everything happening in downtown Stonington.
Crafting & Making
- 4–6 pm Picture Frames (Adult Education)
- 6 pm Wreathmaking (Island Community Center)
Holiday Open Mic
- Local Artists (Stonington Opera House)
Crafting & Making
- 8–10 am Picture Frames (Adult Education)
- 3–7 pm Merry on Main - Local Makers Popup (Island Approaches)
Festival of Trees
- Fri 4–8 pm • Sat 9–4 • Sun 9–noon (Island Community Center)
Holiday Food Popup
- 10 am–1 pm Narrative Food Holiday Popup (The Hub)
Holiday Dance Show
- 3 pm Sue's School Annual Holiday Performance (Reach)
Baker Pop Up
- 3–7 pm Seasons Sweeting (Island Approaches)
Stocking Stuffer Sale
- 9 am–5 pm Island Approaches
Community Tree Lighting
- 4 pm Town Tree Extravaganza (Hagan Dock)
- Food, Santa, Stories, and Songs with MCCF
Sip and Shop
- 4–7 pm J. McVeigh Jewelry
More Making!
- 5–7 pm Clay Winter Trinkets with Jadyn LaDeau
Winter Wonderland
- 12–2 pm Kids' Craft Day (Aragosta)
Holiday Food Popup
- 10 am–4 pm Narrative Food Holiday Popup (The Hub)
Winter Wonderland
- 11 am–4 pm Artisan Market (Aragosta)
A Christmas Carol
- 2–6 pm Community Read (Stonington Opera House)
Holiday Cards & Paper Sculptures
- 5–7 pm Laser Cutter Makers Night (The Hub)
Holiday Trivia Night
- 6–8 pm Stonington Opera House
Baker Pop Up
- 3–7 pm Bake the Halls (Island Approaches)
Holiday Concert
- 6 pm A Very Merry Holiday Concert (Stonington Opera House)
Holiday Lights & Waterfront Magic
Wander downtown after dusk to see the harbor sparkle—lobster trap trees, cheerful shopfronts, and light-filled pathways guide you through town.
Thank You to Our Holiday Sponsors
These community champions make the “Home for the Holidays” celebration sparkle. Show them some love while you’re in town.
Plan Your Waterfront Weekend
Cozy inns, lobster shacks, art shops, and makers’ studios line our harbor. Bundle up, wander Main Street, and savor coastal Maine in its brightest season.
Discover More Stonington