Chesapeake Bay Champagne Sunset Sail
Looking to go sailing at sunset while sipping champagne? This is the sunset champagne charter for you! Come join us for a relaxing 2 hour cruise near Annapolis. Your St […]
$115
12 events found.
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.
Looking for events near your rental? Browse vacation rentals by town.
Talbot County
Events
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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 -
St. Michaels Brewfest 2023
On June 3rd, from 12:00 pm - 4:00 pm come out to the St. Michaels Brewfest 2023! They offer Three Pouring Venues, Over A Dozen Breweries, Art, Glassware, Food, and […]
$55 – $110 -
Delmarva Pride Festival
Delmarva Pride 2023 Delmarva Pride takes place over the weekend 16th to 18th June 2023.
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35th Annual Antique & Classic Boat Festival and Coastal Artisans Fair
One of the largest classic boat shows in the Mid-Atlantic region. On Father’s Day weekend! Featuring the theme, “Your First Love,” members of the Antique & Classic Boat Society-Chesapeake Bay […]
$16 – $19 -
Delmarva Pride Presents 2nd Annual Drag Show
If you attended last year’s event, you know this show is going to be a wonderful night of entertainment fit for a queen! As part of its Annual Pride Weekend, […]
$20 – $30 -
St. Michaels Ghost Walk – Spirits of Rowdy Women
The walk begins in front of the Chesapeake Bay Maritime Museum and makes its way through around the St. Michaels harbor and around St. Michaels historic downtown. Visit an old […]
$25 -
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Special 4th of July Fireworks Cruise
Saturday July 2, 2022 8 PM to 10 PM, $150 per person plus tax and gratuity. Join us for the ultimate Independence Day celebration and Sail Selina the Ultimate St […]
$150 -
Fireworks Near You 2023
Add a little extra sparkle and excitement to your vacation with the local area's fireworks!
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Plein Air Easton
Plein Air Easton is the largest outdoor art competition in the nation and is celebrating its 19th year in 2023. Competition artists who have been juried in will descend on […]
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U.S. Navy Band Cruisers Summer Outdoor Concert Series
The Avalon Summer Outdoor Concert Series is located on Harrison Street between Dover and Goldsborough Streets, begin at 7pm. They are free and open to the public. Bring some chairs […]
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Avalon Theater Jazz Experience Aug 2nd
Make your plans now for Labor Day Weekend and the Jazz Experience at The Avalon Theatre! The Avalon Theatre invites you and your friends to enjoy the unofficial end […]
