Holiday Season Events

2022 Holiday Season Events

Shop Small Saturday

Saturday, November 26th


Skip the mall and shop small! Whether you’re looking for a salon glow-up, a great find at one of the local boutiques, or a special gift for that special someone, downtown Easton's got you covered. Enjoy live music while you support your local merchants.

From Nov 26th to Dec 2nd every purchase earns you double tickets towards the big holiday raffle event Dec 2nd!


Second Annual Outdoor Candy Land Adventure Fundraiser

Saturday, November 26th & Sunday, November 27th

The classic board game, Candy Land, will be brought to life in downtown Easton offering all ages a chance to navigate thru a life-size, fun-filled journey playing games in magical areas such as the lollypop woods, peppermint forest, and gumdrop mountain.
Travel past the gingerbread house and meet Queen Frostine. Participants gather winning tickets to turn in for special prizes. The fun continues inside the Women’s Club with holiday crafts for kids, raffles, historic holiday tours, and more.

Carols By Candlelight

Saturday, November 26th

This magical free holiday event for all families in Talbot County will take place on Saturday, Nov 26th, 2022 in front of the Waterfowl Building on Harrison Street
from 4-7 p.m.
The celebration kicks off with a visit from Santa and a festival “Holiday Marketplace” with local vendors and food trucks from 4-5 p.m. Choral groups and musicians will perform all of your holiday favorites from 5-7 p.m. All spectators will receive a complimentary candle and holiday treats to help celebrate the beginning of the Christmas season in our picturesque town of Easton, a small town with a big holiday heart.

Festival of Trees

Saturday, November 26th until Wednesday, November 30th

A magnificent display of decorated Christmas trees with the theme "A Winter Wonderland" will be displayed in historic downtown Easton's Tidewater Inn (101 East Dover St.). These are available for sale over Thanksgiving Weekend from November 26th-30th and benefit Talbot Hospice.

Chesapeake Music's Free Children's Concert

Friday, December 2nd & Monday, December 5th

The concert program is directed towards elementary school children and their parents or caregivers, but will offer enjoyment to music lovers of all ages. The Kaleidoscope String Quartet will explore, in an interactive format, how composers reconcile multiple cultures, identities and experiences within themselves and communicate that through their music.
holiday landing page (1)

Moonlight Madness

Friday, December 2nd

Celebrate the Holidays at the Moonlight Madness Shopping Event in Downtown Easton! Our downtown shops and restaurants will be open until 10 p.m. with refreshments, snacks, and holiday gifts to buy. Enjoy live music and entertainment throughout the town as we ring in the holiday season!
From Nov 26th to Dec 2nd every purchase earns you double tickets towards the big holiday raffle event Dec 2nd!

Holiday Parade & Tree Lighting

Saturday, December 3rd

Tree lighting will start at 6 p.m. and the parade will follow at 6:30 p.m.

Hope you’re ready for some holiday cheer! With a myriad of vehicles, novelties, and floats this parade is sure to showcase the very best of Easton during the Christmas season. Join in the festivities!

Christmas Around the World December 2022

Thursday, December 8th & Sunday, December 11th

ECAS will bring you the magic of Christmas in its concert this December. Included are long time favorites like “We Need a Little Christmas,” “The Most Wonderful Time of the Year,” and a choral telling of “The Night Before Christmas” poem by Clement Moore, complete with illustrations.

A portion of the concert will remind you that Christmas is celebrated in many places and in many languages around the world.

Home for the Holidays Winter Festival

December 9th, December 10th, December 16th, and December 17th 

Each day goes from 5 8 p.m.

Help our neighbors come Home for the Holidays! Join in the fun at the Hummingbird Inn in Easton (14 N Aurora Street) for Talbot Interfaith Shelter's 3rd Annual Home for the Holidays Winter Festival.
This year, They've got even more in store: An expansive holiday light display, Santa visits, Holiday craft corner, A fun photobooth experience, Sweet treats and drinks, Live local music, A Santa store for the kiddos, Holiday shopping vendors, Carriage rides on Friday, December 9 and Friday, December 16 (Spaces are limited - pre-reserve your spot!!) ... AND MORE!!!

The Avalon Presents: Roald Dahl's Willy Wonka

December 8th, 9th, 10th, 11th, 15th, 16th, 17th & 18th

The Avalon will present a world of pure imagination this December for their production of Willy Wonka! Stay tuned for more details.

First Night Talbot

Saturday, December 31st

A family friendly, alcohol and drug free New Year’s Eve Celebration of the Arts, and the only First Night celebration in the State of Maryland! This event will be celebrated virtually. Tune in and watch the new year roll in!