Cookie Crawl

Take a delicious tour through Dock Square and Lower Village while you collect cookies and vote for your favorite. Grab your family and friends, stop at the Nonantum for your ticket and map, and make your way around town gathering treats and maybe even crossing some holiday shopping off of your checklist! This fundraiser gives...

Eat, Drink & Be Merry and Inspired

A 3-course holiday lunch with inspiring speakers on the spirit of success and celebrating family and individuality during the holidays, hosted by the Waldo Emerson Inn at The Nonantum. $40 per person, limited seating. For reservations, call the Waldo Emerson Inn at 207-985-4250. The Nonantum Resort, 95 Ocean Avenue, Kennebunkport

Holiday Cookie Decorating

Join us for some festive holiday cookie decorating! We'll provide undecorated cookies and all the fixings to create your masterpiece. Enjoy your sweet treat overlooking the water, or take it home to enjoy later!. Breakwater Inn & Spa, 131 Ocean Avenue, Kennebunkport

Blue & Quiet Christmas Meditation Space

South Congregational church will have open sanctuary space with resources for you to reflect on the year, pray and center yourself, and if needed, remember and leave prayers for those losses of friends or family or other losses that weigh on your heart. Sanctuary on the second floor, chair lift available. South Congregational Church, 2...

The Walk to Bethlehem

White Columns 8 Maine Street, Kennebunkport

Be a part of the candlelight procession that follows Mary and Joseph as they seek shelter, only to be turned away and finally shown to a manger. A short concert and carols will be sung, followed by hot chocolate and cookies. The procession begins on the side lawn of White Columns, then on to the...

Carillon Christmas Carols

The Carillons in the South Church Steeple will be chiming Christmas Carols. They can be heard from the Church to the River Green to Dock Square. The chimes will lead the way to the last stop of the Walk to Bethlehem event. South Congregational Church, 2 North Street, Kennebunkport

Christmas Organ Music & Carol Sing

On the second floor. This casual musical offering is open to all and you may come and go as you please. This is the last stop of the Walk to Bethlehem event. South Congregational Church, 2 North Street, Kennebunkport

Christmas Concert at the Town House School

Live Music with Dana Pearson, Mark Gunter, and John Kumnick. Presented by the Kennebunkport Historical Society. $15 for members, $18 for non-members. For tickets call 207-967-2751 or visit kporths.com. Town House School, 135 North Street, Kennebunkport

Holiday Sip & Script Calligraphy Class

Join us at The Burleigh at the Kennebunkport Inn for cocktails and modern calligraphy for beginners. Whether you’re a stationery nerd, DIY bride-to-be, or just a crafty individual, in this workshop you’ll be learning an introduction to modern calligraphy with a pointed dip pen and ink. Class includes 1.5 hours of instruction and demonstration, our...

Rabbit Hole Entertainment: Karaoke w/ DJ B. Aull

Make Rabbit Hole your go-to late-night spot. Located in the lower level of Kennebunk’s newest Italian osteria, enter into a whimsically unusual wonderland within a moody atmosphere. Experience lush vibes and cheeky cocktails. A fantastical time awaits. Downstairs at Via Sophia by the Sea, 27 Western Avenue, Kennebunk

Annual Sculpt Your Own Chocolate Confection

Each guest will receive a 2.5 oz block of sculpting chocolate, molding tools, and decorations to create the perfect chocolate Christmas masterpiece. When you’re finished sculpting, our awesome staff will help run it through our coating enrober - bathing it in a delicious curtain of our premium milk chocolate. Please RSVP early (time slots go...

Christmas House Tours of White Columns

White Columns is the 1853 Greek Revival home of the Perkins family. The house tours run on the hour and talk of the history of Kennebunkport, the history of the house and the Perkins family. White Columns is elaborately decorated for the Christmas season and a not to be missed look at a Victorian Christmas....

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