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.
Looking for events near your rental? Browse vacation rentals by town.
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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 ON US at Tiger Lily! Riding and Driving lessons can be booked by clicking BOOK NOW. Please email [email protected] or text 540-460-2455 for private rentals and driving lessons. […] 
Hosted by: Classic Motor Museum St Michaels Where: 102 E. Marengo Street, St. Michaels Maryland. When: Every Saturday Morning 9 am to 11 am. From now through the end of March we have a "Coffee in the Barn" event every Saturday. This happens directly in the museum barn. It is free for members and $5 for non-members. It […] 
Join us every Saturday and Sunday at The Fool's Lantern for brunch and our Build-Your-Own Bloody Mary/Maria Bar! Choose from a variety of vodka or tequila, add our house made mix, and then choose from over 20 toppings to create your unique drink. Pair it with items from our brunch menu to start your weekends […] 
top by Simpatico's Courtyard or in the Shop at 104-106 Railroad Ave, just off Talbot Street, every weekend for free tastings of our hand-picked Italian wines! Peruse the shop and chat with our enthusiastic staff - We Love All Things Italian! We also offer free tastings all week long. Salute! 
Save the date! The Avalon Foundation’s Annual Multicultural Festival returns to Easton’s Idlewild Park with a fun day of diverse musical traditions, arts, and food on Saturday, May 4, 2024, from 10 a.m. to 2 p.m. A springtime favorite for 24 years on the Mid-Shore, the event celebrates the various cultures contributing to the rich […] 
Immerse yourself in the enchanting flavors and cultural richness of Greece at our monthly Greek food experience! Discover an enticing assortment of cheeses, ranging from creamy feta and Manouri, to aged Graviera and Kefalotyri, complemented by an exquisite selection of Mediterranean olives, traditional Greek spreads. Sip and savor the complexity of Greek wines, each bottle […] 
VIP WineFest 2024 We are pleased to announce WineFest 2024! We are bringing back WineFest 2024. Wine will be tasted from many countries around the world! Wine will be poured, memories will be made and you may just leave with a new favorite! This VIP event will be held at the Old Brick Inn in […]
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Come join us at the farm for the unicorn festival. Take a picture with Dominic’s very own unicorn, visit with the farm animals, take a barrel ride and enjoy the play area, come dressed in your favorite unicorn outfit. Pre registration preferred. $10 a child Message Kelly for more information 443-496-1710 Event by Kelly […] |
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• Bring in any indoor/outdoor plants, seeds, plant/garden books, tools and take something fun and new home! • Please make sure that all items are clean and pest free. • Label all plants with names and as much important information as possible. • All plants should be in soil or rooted in water. Lunch is […] |
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Join Megan from Sprinkle It Sweet at Ten Eyck Brewing Company in Queenstown, Maryland. In this 2 hour class, you'll learn how to decorate five pre-baked cookies with royal icing and pre-made sugar embellishments! No experience is necessary, everything you'll need is provided at class including boxes to transport your yummy creations home to enjoy! […] |
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Join us in downtown Easton, MD for a spring celebration! Easton will be decked out in flowers, bows, and bouquets for a lovely spring celebration. Merchants will be competing for the "Best Dressed." Dazzling floral arrangements, an outdoor movie night, horse carriage rides, retail specials, free & ticketed live music, and more! Full details can […]
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Sip cocktails and enjoy the sounds of JG and the Initials aboard PATRIOT while floating on the gentle waters of the Miles River on a 90-minute cruise. In the early 1990s, jazz cruises were a PATRIOT tradition, and we are excited to bring it back. Space is limited for this event. It will sell out […] |
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Food, Corn-hole, and much more start at 3 the fabulous Kick Back Band will start playing around 6 Tickets are available for Purchase at the VFW 410-827-8194 Venue: Grasonville Memorial Vfw Event: Event by Dana Keller and Kent Island Happenings
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Join us on Saturday, May 4th for JCT 33 on the patio! 6-9pm Live & Local! Let’s kick off our Music Season the proper way! Come JOIN us for some Great tunes Great food and Great Cocktails! Event by Corah's Corner Venu: Corah's Corner |
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Calling all strawberry lovers!!! Join us for a day of berries and booze! Fresh strawberries, strawberry treats and baked goods! Strawberry slushies!! The best!!! Over 40 local boutiques and vendors! Kristina’s Kitchen! Live music! And, of course, the best wine around!!! Cheers!! NO TICKETS NEEDED. FREE TO THE PUBLIC!! Venue: Salted Vines Vineyard & Winery […]
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Oh-la-la! Our spring concert is a whimsical treat for your ears. Go to our website at www.capitalringers.org for info on all dates and venues. A free will offering will be taken at St. Mark's. Event by Capital Ringers Venue: St. Mark's United Methodist Church |
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Celebrate Cinco de Mayo with us at The Jetty Dock Bar! We’ll be serving up all your favorite rock and dance hits from the 90’s and 2000’s! Event by JJ Billings Band Venue: The Jetty Dock Bar |
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Easton, MD welcomes you on May 11, 2024! Calling all weekend riders, biking commuters, and cycling enthusiasts alike! Form a team with friends, family, or coworkers To help raise funds and awareness for Marylanders living at the intersection of food insecurity and chronic illness. Don’t forget your padded shorts! Learn more at https://www.mfeast.org/rideforthefeast/.
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Queen Anne’s County Master Gardeners are busy getting ready for their 9th Annual Plant Sale slated for Saturday, May 11th at the University of Maryland Extension-Queen Anne’s County Office (505 Railroad Ave, Centreville, MD 21617) from 8:30-11:30, rain or shine. In addition to mingling with a group of passionate and knowledgeable gardeners, you can buy […]
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Come and shop all things! Free beverage and mini bouquet for all registered guests. Register here: https://www.surveymonkey.com/r/H7N3BXC Vendors: Lemon and Sage Boutique Get on Board A&M Heirloom Rentals Fruitful Clay River Ridge Candle Co Eastern Shore Creations Boss Babez Customs Sassy’s Boutique Red Aspen Nails & More Event by Shelby Andrews and Lemon and Sage […] |
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We are excited to say that we are returning for our traditional Sunday (Mother's Day) event!!! The Crab Run consists of a half marathon (13.1 miles) immediately followed by a 5k (3.1 miles) run, all from the grounds of Great Marsh Park, located at 0 Somerset Avenue, Cambridge. THE HALF MARATHON COURSE IS NORMALLY AN […]
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Celebrate Mom in Style at The Galley Restaurant! Treat Mom to an unforgettable Mother's Day experience at our 4th Annual Mimosas for Mommy Celebration! Indulge in a relaxing brunch that will make her feel truly appreciated, and every mom will receive a complimentary glass of champagne to add a touch of sparkle to her special […]
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Looking to spend some quality time with Mom this Mother's Day? Well, look no further. Far Eastern Shore Winery will be hosting our 3rd Annual Mother's Day Sip & Paint on Sunday, May 12th. Enjoy a rousing afternoon of wine or slushies, unforgettable memories with Mom, and, of course, painting! Get $5 Off with promo […] |
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Racing since 1911, the oldest active powerboat race in the country happens right here in Dorchester County, Maryland. This year's race will be held on May 18-19, 2024 on the Choptank River. About 70 boats are expected to be on hand to create an exciting two days of racing. Admission is FREE with a $5 […] 
Event by Prodigal Creations Of Princess Anne Venue: 1000 goodwill ave Cambridge Md Tickets: https://l.facebook.com/l.php?u=https%3A%2F%2Fsquare.link%2Fu%2FfErOwYqZ%3Ffbclid%3DIwZXh0bgNhZW0CMTAAAR0KbCjOiy2Aa42_hIhL3dOfi4Ph4WHnAT8hWN2BpgDUHAyVbeinGzFyLxA_aem_AdUE1ZDJadUPgWXmDf4nZ8-3qPkAa3jAx5yj79L_4jq5VB9meuy0eCDjqzdxWb_Jv888iL_eklZln32zm3Qi4Wqq&h=AT0rSgshAHtpyMe4RIfBDkY0VNO8Cmu7sUSTXQdUSY-XFPtnEOLWDsopCCjSiCy7I3CPcWaSELMhkj0OzUySVKM0XZX2Zx9oGQu_ZesJC6F7SkF2IjjNra_AHD8OjuQ15gALFEC8OfsTNzf78FSvkQiWMWE |
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Music, food, Strawberry Shortcake, Entertainment, Children's activities, Parade, Craft vendors, Strawberry Chase, Informational booths, Model Train Display and so much more! Event by Brenda Walls Martin Sutton Memorial Park 232 W 4th St, Ridgely, MD 21660, United States |
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The St. Michaels Community Center is pleased to announce our 2024 schedule for our Concerts in the Park series, kicking off on Thursday, May 30, 2024 and continuing every Thursday through August 29 (except July 4) beginning at 6 p.m. at the waterfront Muskrat Park in St. Michaels. Concerts feature fabulous local talent on the […] |
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Venue: West St, Annapolis, MD 21401, United States Event by SoulJourners Only for June 1st starts at 6pm Stay up to date this is first of several DUTS shows with Souljourners for 2024! |
