Every December, the charming coastal town of Kennebunkport transforms into a winter wonderland filled with twinkling lights, festive music, and holiday cheer. Known for its small-town charm and stunning ocean views, Kennebunkport goes all out for the season, offering visitors unforgettable experiences that capture the magic of Christmas in New England.
If you’re planning a holiday getaway, these Christmas events in Kennebunkport, Maine, are not to be missed. Neither are our Kennebunkport vacation rentals, which are the ideal home away from home this time of year.
Kennebunkport Christmas Prelude
The highlight of the holiday season is the Kennebunkport Christmas Prelude, a beloved tradition that has been drawing visitors for over 40 years. This multi-day celebration typically begins in early December and offers everything from craft fairs and live music to holiday markets and themed dinners.
Some popular events include:
- Candlelight caroling and tree lightings
- Holiday house tours
- Local artisan pop-ups and gift markets
- Wine tastings and special dinners at local restaurants
This event brings the entire community together and offers something for all ages. Be sure to check the official schedule for dates and times, as many events fill up quickly.
Dock Square Christmas Tree Lighting
The Dock Square Christmas Tree Lighting is one of the most iconic Kennebunkport events of the season. Families and visitors gather downtown as the town’s main tree comes to life with thousands of sparkling lights.
The evening usually includes carolers, hot cocoa, and the joyous sounds of local choirs performing holiday favorites. It’s a heartwarming way to kick off your holiday visit and capture the spirit of the season. Don’t forget your camera—this is one of the most photographed moments in Kennebunkport each year!

Santa’s Arrival by Lobster Boat
In true Maine fashion, Santa Claus doesn’t arrive by sleigh—he comes by lobster boat! Santa’s seaside arrival is a crowd favorite and a must-see for families. As part of the Christmas Prelude, locals line the docks to watch Santa and Mrs. Claus cruise into town, greeted by cheers and applause.
After docking, Santa typically joins the crowd for photos and meets with children. The event perfectly combines the town’s coastal heritage with festive fun, making it a highlight of the holiday lineup.
Fire + Ice Party
If you’re looking for something a little more festive for the adults, the Fire + Ice Party at the Nonantum Resort is a can’t-miss celebration. This unique event features roaring bonfires for the perfect winter Kennebunkport weather, outdoor ice bars, craft cocktails, and live entertainment.
Guests can mingle under the stars while enjoying local food and drinks in a one-of-a-kind atmosphere. It’s one of the most popular ticketed events of the season, so be sure to plan ahead. This event often sells out weeks in advance, and it’s a fantastic way to experience the energy of Kennebunkport’s winter nightlife.
Plan Your Visit
Browse our inviting selection of Kennebunkport vacation rentals and find the perfect coastal escape for your next getaway. Discover why so many travelers choose Sand Dollar Real Estate for exceptional service, local expertise, and a truly memorable Maine vacation. Book your stay today!
Final Thoughts
Kennebunkport’s holiday celebrations offer the perfect blend of coastal charm, community spirit, and festive tradition. From the Christmas Prelude and tree lighting to Santa’s lobster boat arrival and the Fire + Ice Party, there’s something for everyone.
To make the most of your visit, consider booking early and staying close to town so you can easily walk to events, shops, and restaurants. Whether you’re visiting for a weekend or an extended stay, Kennebunkport offers a holiday experience unlike any other in New England.
Book Your Kennebunkport Vacation Rental with Sand Dollar Real Estate
If you’re ready to experience these unforgettable holiday events, now’s the time to reserve your stay. Sand Dollar Real Estate offers a wide range of Kennebunkport rentals, from cozy cottages to luxury oceanfront homes. Our Kennebunkport vacation rentals provide the perfect base for enjoying the season’s best festivities while relaxing in comfort and style.
Spend your holiday by the sea and create new memories with family and friends in one of Maine’s most magical coastal towns. Browse our available rentals today and make this Christmas one to remember!
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