NOTE: Because of the COVID-19 situation, many events have been cancelled or postponed. Because the situation is changing frequently, please check with event organizers for the latest status.

There’s always so much to see and do in Dorchester County, Maryland!

Scroll through our events calendar below to find out more, and submit your own event for consideration!

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Events for May 2021

Calendar of Events

Calendar of Events
SundayMondayTuesdayWednesdayThursdayFridaySaturday
25

Along the Way – Main Street Gallery

Afternoon Tea at DocoVino Wine Bar & Boutique

The Agitators at Snapper’s

26

Botox & Wine Party at DocoVino

27
28

Friday in the Vines – First Responder Appreciation

29

“1984” – CSDHS Senior Class Play

“1984” – CSD High School Senior Play

30

“1984” – CSDHS Senior Class Play

Date Night @ Blue Ruin

1

“1984” – CSDHS Senior Class Play

2021 Snakehead Spring Kickoff Woolford General Store

Six Pillars Century Cycling Event

Crawfish Boil & Muskrat Stew Fest

Sailing Open House

2

“1984” – CSDHS Senior Class Play

3
4
5
6
7

Burning of the Vines

8

Flower Festival

Nathan Scavenger Challenge

2nd Saturday in Downtown Cambridge

Art Walk

9

Cambridge Crab Run

Mother’s Day Brunch @ Blue Ruin

Free Strawberry Shortcake

Mother’s Day Brunch at Water’s Edge

Mother’s Day Picnic Lunch at Layton’s Chance Vineyards

10
11
12
13
14

Friday in the Vines – Wine Release Party

15

Johnny’s Tavern 50th Anniversary Bash

Book Lecture and Book Signing at the Harriet Tubman Museum

Music On The Nanticoke

16

Maryland Freedom Swim

Harriet Tubman Museum Live Music Series

17
18
19
20

Stars of the Banner 2021 Celebration

21
22

Bike the Tubman Byway: Students 5th-12th Grades

Hoopers Island Night Photography Workshop

23

Strawberry Festival at Emily’s Produce

24
25
26
27
28

Friday in the Vines – Wine & Cheese Pairing

29

Pride of Baltimore II in Cambridge

Layton’s 11th Anniversary Birthday Bash

30

Pride of Baltimore II in Cambridge

Chesapeake Bay Lighthouse Tour

31

Pride of Baltimore II in Cambridge

1
2

Fundraiser For Patriot Point

2021 Virtual Gun Bash Hoopers Island Volunteer Fire Company

3
4

Fish, Filet, Fry and Wine Tasting

Fish, Filet, Fry and Wine Tasting

5
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