Friday December 5th at 7:00pm

Kennebunkport ‘s most original holiday decoration will be officially lit in Cape Porpoise Square. Join in the caroling with The Church on the Cape Choir. Refreshments will be served at Cape Porpoise Fire Station. Sponsored by KBA member Bradbury Brother’s Market.

Saturday December 6th at 2:30pm

Swing by to say hello to Mrs. Claus all the way from the North Pole! Cozy up for some fireside hot cocoa and soak up the sweet magic of Christmas in the Kennebunks at this idyllic Prelude event for children of all ages! Cost: FREE Location: Kennebunk Outfitters | 51 Western Ave, Kennebunk Sponsored by KBA member Kennebunk Outfitters.

Saturday, December 6th at 3:00pm

*RAIN OR SHINE* A parade of holiday hats for children and adults led by the Patriot Fife and Drum Duo. Show off your handmade or store-bought creations. All hat-wearers welcome! To join, gather at the town parking lot behind Alisson’s Restaurant by 2:45 p.m. Parade runs through Dock Square and over the bridge, and ends at the Washington Hose Company in Lower Village Kennebunk. FREE REGISTRATION LINK! Sponsored by KBA member Best of Everything.

Saturday, December 6th at 6:30pm

Join the Franciscans at Our Lady of Lourdes Grotto on the grounds of St. Anthony’s Monastery for the story of the birth of Jesus interspersed with Christmas songs by candlelight. Presented by St. Anthony’s Monastery and the Secular Franciscan Order. No parking on property. Franciscan Monastery, 28 Beach Ave, Kennebunk. Sponsored by KBA member White Barn Inn.

Sunday December 7th at 12:30pm

Catch a glimpse of Santa as he travels up the river to land at The Nonantum Resort. For best viewing, gather on the sidewalk of the Mathew Lanigan Bridge in Dock Square (the river side, not the basin side) or shoreside up Ocean Avenue to The Nonantum Resort.

Sunday, December 7th at 1:00pm 

We welcome Santa and Mrs. Claus to the Nonantum Resort for their arrival in Kennebunkport! They’ve taken the Polar Express straight from the North Pole and are thrilled to hop on over to the Nonantum Marina to greet us! During this family friendly event, you’ll get the opportunity to meet Mr. and Mrs. Claus, take a complimentary photo, create holiday crafts, and enjoy warm beverages (adult beverages too!). Free and open to the public. The Nonantum Resort, 95 Ocean Avenue Kennebunkport. Sponsored by KBA member The Nonantum Resort.

Thursday, December 11th at 4:00pm

Travel down a tree-lined, snowy road to a clearing, where smoke curls from the chimney of a rustic lodge. Inside, warm yourself by the fire with free cocoa from Mornings in Paris and sit with Santa as he reads you his favorite story, ‘Twas the Night Before Christmas. Downstairs, elves will help children decorate cookies to take home. There will be plenty of opportunities for holiday photos! The event is held at the Kennebunkport Conservation Trust, 57 Gravelly Brook Road, from 4-6 p.m. FREE Admission FMI: https://chamber.gokennebunks.com/events/details/storybook-cookie-event-38077 Location: Kennebunkport Conservation Trust | 57 Gravelly Brook Rd, Kennebunkport. Sponsored by KBA Members Kennebunk Savings, Kennebunk Kennebunkport Arundel Chamber, and Kennebunkport Conservation Trust.

Friday, December 12th at 4:00pm

Strolling carolers, live music from Women of Note and Sir Don, the Kennebunk High School Chamber Choir, food vendors, ice carving, and more will be featured at this family-friendly festival. Streets will be closed to traffic from Dock Square, Kennebunkport, through Lower Village, Kennebunk. Sponsored by KBA member Kennebunk Savings.

Friday, December 12th at 5:30pm

Tree Lighting Ceremony in Dock Square officially begins the season. Join in Christmas caroling with the Kennebunk High School Chamber Choir, followed by the lighting of the tree at 6 p.m. Sponsored by KBA member Alisson’s Restaurant.

Friday. December 12th at 6:15pm

Enjoy our Prelude extravaganza that will take place in the cove and can be viewed from the Mathew Lanigan Bridge and surrounding areas. Dock Square, Kennebunkport. Sponsored by KBA members Kennebunkport Resort Collection, Portside Realty, Kennebunk Outfitters, and Lark Hotels.

Friday, December 12th at 6:30

Why should the fun have to end after the fireworks? Hop on our free RideMaine shuttle on Ocean Avenue, just around the corner from Dock Square by The Boathouse, and let it take you to our second take on the Street Festival! Follow the luminaries to more fun. World-renowned performer MickeyO will be on hand to delight the family. There will be live music outside the Coveside Market, which will have s’mores and a firepit outside and inside you’ll find all sorts of food like lobster rolls and chowder, beverages, and more. Check out Frosty’s Fantasyland for fun and photo ops behind Coveside. Across the street, Dannah, Dannah for Men, and the Chris Becker Gallery will be open for holiday buying and will have a firepit, marshmallows, and other treats. The Gallery will also be doing photo shoots and have spiked drinks, for a suggested donation. Port Fish & Chop House will have their Polar Express dining/bar car on the back lawn as well as full dinner service. 128 Ocean Avenue, Kennebunkport. Sponsored by KBA member Maine Community Bank.

Saturday, December 13th at 2:30pm

Swing by to say hello to Mrs. Claus all the way from the North Pole! Cozy up for some fireside hot cocoa and soak up the sweet magic of Christmas in the Kennebunks at this idyllic Prelude event for children of all ages! Cost: FREE Location: Kennebunk Outfitters | 51 Western Ave, Kennebunk. Sponsored by KBA member Kennebunk Outfitters.

Saturday, December 13th at 5pm

Join the Kennebunk Beach Improvement Association at Mother’s Beach to light their brand-new lighthouse. Enjoy chocolate and holiday music, around the new playground structure at the dusk. Mother’s Beach, 262 Beach Ave, Kennebunk. Complimentary shuttle via RideMaine available from the Lower Village Marketplace to Mother’s Beach, 4-6pm. Sponsored by KBA member M&T Bank.

Sunday December 14th at 11:00am

Bring your pooch wearing their favorite holiday attire! The parade starts at Consolidated School (School Street, Kennebunkport), down Maine Street, through Dock Square, and onto Ocean Avenue. All decorated dogs and their humans are welcome to join in – meet at Consolidated School by 10:45 a.m.. Dogs must be leashed for the duration of the parade route. Location: Consolidated School | 25 School Street, Kennebunkport. FREE REGISTRATION LINK. Sponsored by KBA member Kennebunk Outfitters.

Sunday, December 14th at 2:00pm

Meet Santa at Cape Porpoise Kitchen, Cape Porpoise Square. Photos for children of all ages. Hot chocolate, cookies, and treats for the kids. Cape Porpoise Kitchen, 1 Mills Rd, Kennebunkport.