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Events on Maryland’s Eastern Shore

Find upcoming events on Maryland’s Eastern Shore, including festivals, live music, arts and culture, food and drink events, and seasonal celebrations. This local events calendar highlights what’s happening in Easton, St. Michaels, Oxford, Chestertown, and nearby Eastern Shore towns, making it easy for visitors and residents to plan their time in the area.

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  • Old Courthouse Distillery

    Once the oldest working courthouse in Maryland now currently the Old Courthouse Distilling was established in 2019! Distillery Hours Wednesday - 3:00pm to 9:00pm Thursday - 3:00pm to 9:00pm Friday […]

    $10

  • Easton Farmers Market

    From local produce growers to watermen, from bakers to crafters and local artisans, the Easton Farmers Market provides an entire meal, home décor and unique gift items in a friendly […]

    Free

  • Easton Music Bingo at Doc’s Downtown Grille

    MUSIC BINGO - Free to play, Prizes to win! No ticket required, first-come, first-served. Possession of a ticket does not guarantee a seat at the gameshow. Contact the venue to discuss best […]

  • Artisans on the Choptank

    Artisans on the Choptank

    Artisan Market featuring local artisans! We will have a DIY craft, flower bar, craft beer, food and music! No cost to attend! Rain or shine- we will set up outside […]

  • Cambridge Ice & Oyster Fest 2024

    Winter, Wildlife & Water Ways Welcome winter with the Eastern Shore's Ice & Oyster Fest. The event features dozens of dazzling ice sculptures, interactive games for children of all ages, carving demonstrations, an outdoor oyster bar, fire pits, s'more stations, live entertainment, and much more. There is no admission fee, so come take a stroll […]

  • Christmas in St. Michaels at the The St. Michaels Museum

    St.Michaels Museum 201 East Chestnut Street Saint Michaels 21663, St.Michael, MD, United States

    The museum will be open free of charge during Christmas in St Michaels Weekend, December 8-10, 2023. The museum hours are Friday 1-4PM, Saturday 10AM-4PM, and Sunday 1-4PM. We are excited to share a special display of miniature rooms created by Jo Storey, our Docent Coordinator. The display of miniature rooms shows what a home […]

  • Jingle Bells & Cocktails Ladies Night

    Aurora Vines 342 N Aurora St Easton, Easton, MD, United States

    About the eventJingle Bells & Cocktails Ladies Night! Grab the girls and join us for a fun evening! Themed Cocktails! 1/2 Priced Bottles of Wine Live Music with Anna Burgess!   Also check out other Music Events in Easton, Entertainment Events in Easton.

    $20

  • Elf the Musical

    Avalon Theaters 40 E Dover St Ste 200, Easton, MD, United States

    Performance Schedule: Thursday, December 7 – Doors: 6:30pm; Show: 7:00pm – GREEN CAST Friday, December 8 – Doors: 6:30pm; Show: 7:00pm – RED CAST Saturday, December 9 – Doors: 6:30pm; Show: 7:00pm – GREEN CAST Sunday, December 10, Matinee – Doors: 1:30pm; Show: 2:00pm – RED CAST Thursday, December 14 – Doors: 6:30pm; Show: 7:00pm […]

    $30

  • 37th Annual Christmas In St. Michaels

    Christmas in St. Michaels ∴ A Weekend Celebrating Joy! ∴ Christmas in St. Michaels will be held December 8-10, 2023.  We look forward to welcoming you all to our festive events throughout the weekend.  Click the Events tab above to see all that we have planned.   Look forward to purchasing your favorite ornament – […]

  • Talbot Street Parade

    Town of St. Michaels 101 N Harbor Rd, St.Michaels, MD, United States

    Date: December 9, 2023 Time: 10:30 AM - 12:00 PM EST Website:https://christmasinstmichaels.org/product/talbot-street-parade/ Event Description: Who doesn’t love a traditional Christmas parade complete with marching bands, antique cars and boats, fire engines, horses, kazoo bands and llamas?! Perhaps you may even see a penny farthing.  Santa and Mrs. Claus will arrive to close out the parade. […]

  • Berlin New Years Eve Celebrations

    Celebrate New Years eve in Berlin with two ball drops. One for the kids at 6pm and the other at midnight. Laser shows, dancing and more. Free to attend and park.

  • Easton Carriage Tours

    VALENTINE'S DAY 2024 NOW OPEN FOR BOOKINGNew this year: We are partnering with Tiger Lily for the ultimate Valentine's experience! Have a romantic carriage ride around Easton followed by dinner […]