Discover Easton
Winter Events

Bring your family and friends to Maryland's "Most Charming Small Town" during our annual
Holiday Events!

Scroll down for our events for 2024!

Holiday Events in Easton!

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Talk to Rudolph

November 24- December 24 | Talbot Town Shopping Center

Give Rudolph a call and share your holiday wish list so he can deliver it to Santa before Christmas!

Mon-Sat: 10 a.m. – 9 p.m.
Sun: 10 a.m. – 6 p.m.

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EVFD Annual Holiday Train Garden

November 24 - December 25 | EVFD Fire Station (315 Aurora Park Drive)

The holiday train will fire up its engine to the delight of Easton area families. This festive tradition brings holiday treats, entertainment, and characters including Frosty the Snowman, Rudolph, and Santa’s elves.

Monday – Friday: 6 p.m. – 8 p.m.
Saturday & Sunday: 2 p.m. – 8 p.m.
Christmas Day: 11 a.m. – 2 p.m. & 4 p.m. – 8 p.m.

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Shop Small Saturday

November 23

The unofficial start to the holiday shopping season in Easton begins with Shop Small Saturday! Support your independently-owned businesses that create jobs and help our local economy. Downtown businesses will showcase all of the latest styles and gifts for the holidays! 

The annual festival of trees includes numerous family friendly events supporting the Talbot Hospice Foundation in Easton, MD

Festival of Trees

November 23 - November 29

Friends of Hospice is pleased to present this year’s theme: “Caroling, Caroling Through the Town.” The Festival of Trees has been a Christmas tradition in Easton for 35 years! Proceeds benefit Talbot Hospice with over 3 million dollars raised since 1986. Come see beautifully decorated Christmas Trees at the Tidewater Inn and mini performances by local choral and musical groups.

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Carols by Candlelight

November 23 | 5-7 p.m.

This free event will take place on S. Harrison Street in downtown Easton. Choral groups, choirs, and bell ringers will perform. All spectators will receive a complimentary candle and songbook. Enjoy hot cocoa and holiday treats provided by our local restaurants and stores. The celebration starts with a special Christmas tree lighting by Santa!

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Santa's Five K Run

November 25 | 9-11 a.m.

The start and endpoint will be Idlewild Park. Participants will go down Rails to Trails for the 5K course. The Santa 5K Fun Run & Walk is an event for the entire family. Runners will be timed and awards will be given. Walkers are also strongly encouraged to participate

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Moonlight Madness

December 1 | 5-9 p.m.

Shop ’til you drop and get rewarded! From November 10-December 1 every purchase downtown of $25 will earn you a ticket! Spend $50, get two tickets, etc! On December 1, join the party downtown as we draw for fantastic prizes!  Drawing will be held outside at the Tidewater Inn around 9:15. 

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Holiday Art & Craft Marketplace

December 1 - December 3 | Hours Vary

Located at the Waterfowl Building in downtown Easton. The marketplace will showcase fine arts and craft from local and regional artisans. Find one-of-a-kind, handcrafted gifts that make the perfect holiday presents.

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Bluepoint Holiday Events

December 1&2, 7&8 | Hours Vary

Ebenezer Holiday Market: A curated selection of holiday essentials for gifting and entertaining, from ornaments to fine wine, in the historic Ebenezer Theater. Bring the family for photos with Santa Claus! 

Children’s Storytime – 10:30 AM – Every Saturday at Flying Cloud books, children can enjoy a holiday tale 

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Holiday Tree lighting and pictures with Santa

December 7 | 5:30 p.m., Thompson Park

Make sure to come early downtown and catch Santa as  he turns the lights on on our festive holiday tree in Thompson Park. Get a snap of the jolly man himself before he rushes downtown to host our traditional holiday parade. 

Santa Claus & Mrs. Claus Holiday Parade

Easton's Old Fashioned Holiday Parade

December 7 | 6:30 p.m.

Easton’s largest parade of the year includes some the the most creative and decked out floats – dozens of organizations compete for the judge’s choice! Enjoy classic cars, marching bands, holiday characters, Mr. & Mrs. Claus, and more.

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Frosty's Village

December 1 | 5:30PM- - 9 p.m.

Please note: Due to weather concerns:

We have moved Frosty’s Holiday Village Event to an indoor location at Anchor Church, 620 Goldsborough St, Easton MD. 

For All Seasons invites you to an evening with Frosty! Stroll through our holiday village and enjoy FREE activities, including – professional photos with Frosty, holiday crafts, complimentary cocoa cider, and donuts, and a continuous showing of “Frosty’s Winter Wonderland” on the big screen. This is an outdoor event so grab your coat and hat, and don’t forget to bring some holiday CHEER!

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Holiday Carriage Rides

Times Vary - check website for availabilty

Enjoy carriage rides during the holiday season! Don’t miss the opportunity to see downtown Easton in classic fashion during the most wonderful time of the year.

Breakfast with Santa

December 3 | Seatings at 8:30 a.m., 9:00 a.m., 10:00 a.m., & 10:30 a.m.

We just heard from the North Pole. Santa Claus will be back at the Tidewater Inn for BREAKFAST WITH SANTA on Sunday, December 3th in the Gold Ballroom at the Tidewater Inn.

Breakfast buffet with specialty “kid friendly” items + “reindeer food” for the kiddies to take home. Call (410) 822-1300 for reservations and more info. Adult options too! 

Skate with Santa

December 6 & 7 | Time varies; pre-registration required

Register now for Skate with Santa!

Santa will be taking a break from his busy schedule at the North Pole to visit the Talbot County Community Center and share holiday memories with the whole family! Kids will have an opportunity to sit on Santa’s lap to reveal their seasonal wishes and receive a special gift! Please bring your own camera to take a memorable photograph with Santa. Complimentary hot chocolate and cookies will be provided.

Pre-registration is required as Santa’s helpers need to maintain the quantity and quality of skates and gifts.

Home for the Holidays

December 7 & December 10
Easton Choral Arts Society presents its 2023 Holiday Concert, “Home for the Holidays”. Travel through the United States as this program takes the audience through a festive stylistic journey from Southern gospel to Midwestern folk to the Northeastern crooners and West Coast Hollywood flare. Even the islands from both the Atlantic and Pacific (Puerto Rico, Hawaii and more) will share their Christmas spirit. The program also features glorious works celebrating the sacred miracles of Hanukkah, the cultural principles of Kwanzaa, and the traditional sacred melodies of Christmas. The chorus will sing the world premiere of the song “Santa Lucia”. Composed  by ECAS’ Artistic Director, Alexis Renee Ward, it was influenced by the traditional “Festival of Lights” which was first observed along the banks of the Delaware River in the 1600s by settlers in New Sweden. Accompanying the chorus will be a professional guest instrumental ensemble of piano, percussion, and strings.

1st Annual Gingerbread Challenge

December 13 | 6:00PM-8PM
GINGERBREAD CHALLENGE Join us on Wednesday, December 13th, from 6:00 PM to 8:00 PM in the Crystal Room for the Gingerbread Challenge.

Gather your friends for an incredible night of festive merriment and spirited competition. The Tidewater Inn is thrilled to present our first-ever Gingerbread Challenge, where teams will battle it out to claim the coveted sweet champion title. This adult-only event offers delectable appetizers and wine.

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Elf the Musical

This modern-day holiday classic is sure to make everyone embrace their inner elf. After all, the best way to spread Christmas Cheer is singing loud for all to hear. Join us for the Avalon Foundation’s annual holiday celebration and fundraiser starring over 100 of your friends and neighbors. All ticket proceeds go toward the Foundation’s year-round mission to provide diversified arts and educational programs that improves the quality of life here on the Eastern Shore.

First Night Talbot

First Night Talbot is 30 years old! The history of this event is incredible, and there are amazing memories! This year, all events are FREE of charge to celebrate an extraordinary three decades of fun!   Stay tuned as we schedule events and performers. Some you will surely be happy to see again include: Carlos the Fire-Juggler, Mike Elzey’s Guitar Studio, Dance Academy, and more!   Giant Crab Drops will be at 9:00PM and Midnight. Children’s activities will include face-painting, arts & crafts, visits with the Phillips Wharf critters, photo booth, magic show, and more! Please plan to join us in Easton, MD on December 31, 2023!