Holiday magic awaits in Portland! Dive into our guide for all the must-see events and fun. Be you a local or a traveler, our guide will help you uncover the holiday charms of Portland.
Popular events include the enchanting Kennebunkport Christmas Prelude, where the charming coastal town transforms into a holiday wonderland filled with festive activities. The Boothbay Harbor Festival of Lights invites visitors to stroll through spectacular light displays that illuminate the scenic harbor. And the Christmas Prelude is something you definitely don't want to miss, offering a delightful blend of parades and community celebrations. See more details on these and other fun events and activities below!
Happy Holidays!
Top Events Events In and Around Portland
- Merry Madness Shopping Tour
- Portland Festival of Trees
- The Magic of Christmas
- Magic of Christmas by the Portland Symphony Orchestra
- Christmas at Victoria Mansion
- Carnaval Maine
- The Polar Express Train Ride at Maine Narrow Gauge Railroad
- Portland Holiday Market
- A Victorian Nutcracker
- Maine Celebration of Lights (Cumberland)
🎃 Explore all 10+ featured events below!
Portland Events Events
Merry Madness Shopping Tour (Portland) • 0.0 miles
Collect stickers from over 60 local businesses for prize drawings.
Portland Festival of Trees (Portland) • 0.1 miles
Over 30 decorated trees raffled for charity
The Magic of Christmas (Portland) • 0.2 miles
A cherished holiday tradition featuring orchestral music and choruses.
Magic of Christmas by the Portland Symphony Orchestra (Portland) • 0.2 miles
A beloved holiday tradition for over 40 years.
Christmas at Victoria Mansion (Portland) • 0.4 miles
Immersive holiday transformation of a historic Italianate villa
Carnaval Maine (Portland) • 0.5 miles
Winter wonderland with ice sculptures and live performances
The Polar Express Train Ride at Maine Narrow Gauge Railroad (Portland) • 0.7 miles
Magical train journey to the North Pole with Santa
Portland Holiday Market (Portland) • 0.9 miles
Festive holiday decor and a giant Christmas tree for photos.
A Victorian Nutcracker (Portland) • 1.2 miles
Maine's premier professional ballet company presents a classic holiday tale.
Maine Celebration of Lights (Cumberland) • 10.8 miles
Over 1 million LED lights in a mile-long drive-through display
Freeport Sparkle Celebration (Freeport) • 15.7 miles
Festive holiday celebration with bonfires and local artisans
Freeport Sparkles for the Holiday (Freeport) • 15.7 miles
Santa arrives to animate the famous talking Christmas Tree
Northern Lights Celebration at L.L.Bean (Freeport) • 15.9 miles
A magical winter wonderland with daily and weekly festive activities.
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Our Process
With 20 years of experience, we use AI technology to build the most comprehensive list of events events.
Our goal is complete coverage—from major festivals to small community celebrations, ensuring you never miss anything happening in your area.
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