The Complete Guide to Kennebunkport Christmas Prelude

It’s beginning to look a lot like…Christmas Prelude!

Every year during the first week of December, Kennebunkport kicks off the holiday season with Christmas Prelude, when the holiday spirit is high and the festivities are endless! This year, events are back ON and happening throughout town from December 2nd through the 12th, marking the 40th anniversary of Kennebunkport’s most beloved holiday tradition. With a full schedule of events, including old favorites like the Pooch Parade making its return, here are our top 5 events to guide you to the best of Christmas Prelude 2021.

Christmas Tree Lighting

Prelude Opening Festival & Tree Lightings

Friday, December 3rd, 2021, 6PM- 8PM

Join in on the town’s opening celebration of Christmas Prelude and the holiday season with a block-long festival featuring live music, street performers, fire-eating shows, fire baton performances, and more. Happening along Western Avenue and stretching from Beach Avenue in Kennebunk to Spring Street in Kennebunkport, you can expect delicious snacks from local vendors, appearances by special holiday characters, and frequent lightings (yes, more than one!) of the Dock Square Tree. Warning: Tree lightings come with an official countdown from 5, so get your vocals ready!

Bavarian Market

Multiple dates: December 3rd-6th & December 9th-13th, 2021, 10AM-6PM.

What’s the holiday season without some holiday shopping? Whether you are looking for that perfect present for that special someone or searching for an item that speaks just to you, Maine Art Hill’s indoor/outdoor Bavarian Market in downtown Kennebunkport will feature local businesses, craftspeople, and artists to help you find exactly what you seek for Christmas. Warm-up with hot beverages along the way and enjoy twinkling lights, music and merriment.Heads up! Masks are required

Prelude Wine Tasting

Prelude Block Party

Multiple dates: December 3rd-4th, 2021

Helping kick-off Prelude, Old Vines Wine Bar, a rustic-chic bistro, will be hosting their traditional Prelude block party. All-day fun inside, outside, and under the tent includes food and drink specials, and live music by King Koyote, Hello Newman, Rob Bellamy + Mike Pierce, Lisa Mills, and Pieces of Eight.

Prelude Wine Tasting

Multiple Dates: December 4th and 11th, 2021, 2 PM-5 PM

If all that holiday shopping and tree lighting festivities have you parched, stop into Maine & Vine for their wine tasting! Covering the “drink” of the old “eat, drink, and be merry” expression, $5 will get you a taste of 6 different types of wine and a souvenir Prelude tasting glass. Conveniently located in downtown Kennebunkport, in-store tasting stations will be spread throughout. No pre-purchase is needed! Masks are required in-store and while you are not tasting wine.

Pooch Parade

11th Annual Pooch Parade

Sunday, December 12th, 2021, 11AM

Don’t leave your pup out on the holiday celebrations! As a pet-friendly inn, we encourage you to bring your pup along in your travels and have then join in on the Pooch Parade happening throughout town. Dress them up wearing their favorite holiday attire and parade them along Main Street, Dock Square, and onto Ocean Avenue in Kennebunkport.

Christmas Tea

Historic Inns of Kennebunkport Progressive Prelude Christmas Tea

Multiple Dates: December 7th-9th, 2021 from 2 PM- 4PM

Saving the best for last! We invite you to join The Historic Inns of Kennebunkport, as we host a Progressive Christmas Prelude Tea. Tickets will get you three courses of proper English Tea with us at Waldo Emerson Inn, The 1802 House, and Inn at English Meadows. You will be able to start your tea at any of the inns and make your way through each inn to enjoy one course and a specialty drink. Each day the inns will rotate on of the three courses. The event is open to in-house guests, as well as, the public.

Tickets are per person and can be purchased here.

…And as if these events weren’t exciting enough, as an early gift to you we are offering our Christmas Prelude Mid-week Special! Receive 20% OFF and a complimentary bottle of wine when you book a 3-night midweek stay (Sunday- Thursday).

Valid for stays December 5th-9th, 2021. Cannot be combined with other offers or third-party gift certificates. New reservations only.

Book Now