5 Reasons to Explore Easton this Holiday Season

From charming traditions to family-friendly activities, Easton offers something for everyone, including a unique way to ring in the New Year!  Here’s our top five reasons to explore Easton in 2025:

Gather for Classic Holiday Events

Explore Easton Easton Christmas Parade

Beginning just after Thanksgiving, Easton offers a plethora of holiday events to celebrate the season.  Running from Nov. 29 – Dec. 2 the Festival of Trees returns to the historic Tidewater Inn for the 40th year, where beautifully decorated trees accompanied by performances by local artists and musicians provide the perfect kick-off to the holiday season.  The following weekend, on Dec. 6, a cherished tradition returns as Easton’s Holiday Tree Lighting and Parade brings floats, marching bands, and even a special appearance by the big man himself.  During your visit, make a quick stop by the Talbot Town Shopping Center to take part in one of Easton’s nostalgic traditions and talk to Rudolph

Enjoy the Sounds of the Season

Carols by Candlelight

Experience the magic of choral performances, bell ringers, and holiday music in a candlelit atmosphere during Carols by Candlelight on Saturday, Nov. 29. Held on North Harrison Street in downtown Easton, this free event includes a festive marketplace, hot cocoa, and holiday treats, creating a warm and welcoming start to the season​.

Find the Perfect Gift

Easton’s shopping scene will not disappoint, as there are plenty of opportunities to find that perfect gift.  The holiday shopping season unofficially kicks off with Shop Small Saturday on Nov. 29, where you can be one of the first to explore Easton’s newest offering, the Market at Dover Station.  During the month of December, stores will stay open late on Thursdays for Starlight Shopping, which brings with it festival promotions and vibrant energy as well as free carriage rides!  With unique finds on your mind, explore Bluepoint Hospitality’s Holiday Market at the Ebenezer Theater, which opens on Dec. 5th and runs through Christmas Eve. 

Ring in the New Year

First Night Talbot

As the holiday season draws to a close, First Night Talbot offers a family-friendly way to celebrate the arrival of the New Year. This alcohol-free event, held annually in Easton, brings the community together for a night of live performances, music, and festive activities.  This is a wonderful way to experience Easton’s vibrant arts scene while welcoming the new year with friends and family.

Relax During a Historic Stay

Tidewater Inn

Consider a stay at the historic Tidewater Inn while enjoying festivities in Easton, Maryland as it’s in walking distance to the town’s many holiday festivities.  There are ample accommodations throughout Talbot County, ranging from charming historic inns to familiar, family-friendly national hotels.

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Tilghman Island

Best Places to Stay on Tilghman Island

A stay on Tilghman Island takes you just off the beaten path, to the southernmost tip of Talbot County. This authentic waterman’s village, nestled between the Chesapeake Bay and the Choptank River, is truly a world apart. The serenity of this unique place will help to melt away your worries.

43°F
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Wednesday
60°F
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Thursday
78°F
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Friday
73°F
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Saturday
68°F
54°F
Sunday
78°F
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