Kennebunkport Christmas Prelude

40th Anniversary | December 2-12, 2021

This year, we're celebrating not just any Kennebunkport Christmas Prelude, but the 40th Anniversary! With the 40 Trees Trail, the annual hat parade, tree lightings, Christmas caroling, and all of our community business activities, this year is going to be better than ever! Named the #2 Christmas town in America by HGTV, Kennebunkport truly goes above and beyond for its visitors during the holiday season. 

Kennebunkport is THE place to be during cold weather. With its charming hotels, restaurants, shops, and galleries open, this is a great place for a weekend winter getaway. Miles of nature trails provide the perfect place to snowshoe, x-country ski, or just enjoy the pristine beauty of a beautiful snowfall with a sleigh ride.


Celebrate the season, Christmas Prelude style. Choose from five unique experiences this year:

The Boathouse Waterfront Hotel

Cape Arundel Inn & Resort

Grand Hotel

Kennebunkport Inn

Yachtsman Hotel & Marina Club

*For the first weekend of Christmas Prelude, Kennebunkport Resort Collection guests have access to the Christmas Prelude shuttle.

Christmas Prelude Hotel Reservations

Make your visit special with a Maine dining experience you won't forget...

The Boathouse Waterfront Restaurant, "classic Maine” menu focused on fresh seafood and a sprinkling of Asian influences with a full Lobster Bar.

Earth at Hidden Pond, “farm to fork” freshness — in addition to local meats and seafood, ingredients are used from onsite organic gardens to deliver simple, innovative fare that highlights the best of each season. (For Prelude specials, expect to see roasted chestnuts, hot cocoa bar, firepits, & more!) Click here to reserve your table at Earth for Prelude.

Ocean at Cape Arundel Inn & Resort, its three-course tasting menu showcases not only Maine-caught seafood, but the best of what is grown, raised and produced locally. Expect the familiar flavors of southern France and the Mediterranean with intriguing new twists.


Fully embrace the Christmas spirit this season by experiencing the magic of the #2 Christmas Town in America's  40th Anniversary Prelude. Join in on any or all of the occasion's special events:

Prelude Opening Festival

40 Trees Trail

16th Annual Hat Parade

Tree Lightings: Dock Square Tree Lighting, Lower Village, and the Cape Porpoise Lobster Trap

Caroling at Franciscan Monastery

Santa Arrival's by Lobster Boat along the Kennebunk River

Holiday Trail of Lights

Private Dining in The Boathouse Waterfront Hotel's Gondolas

Live Music & Holiday Bar at Kennebunkport Inn


The Holiday Trail of Lights is a fun and festive way to celebrate the holiday season, while also raising funds for our community's non-profits and organizations. Homes and businesses of Kennebunk, Kennebunkport, and Arundel participate in a friendly competition to “out-decorate” each other, creating a magical winter wonderland of lights for the community. 

Cape Arundel Inn & Resort supporting Kennebunkport Parks & Rec Department

Grand Hotel supporting Community Harvest

Kennebunkport Inn supporting Kennebunkport Historical Society

The Boathouse Waterfront Hotel supporting Kennebunkport Heritage Housing Trust

Yachtsman Hotel & Marina Club supporting Kennebunkport Heritage Housing Trust


Want to help make a child's Christmas special this year? Donate toys for our Toys for Tots drive at The Boathouse Waterfront Hotel or Kennebunkport Inn between November 29-December 17.

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