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!
Calendar of Events
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1 event,
Chesapeake Maritime Heritage Festival
The Chesapeake Maritime Heritage Festival in partnership with Downtown Cambridge will hold this debut event on June 26 and 27, 2021 at Ruark Boatworks, 103 Hayward St. in Cambridge, Maryland. This new event celebrates the area's maritime culture and history with an array of boats on display, maritime exhibits, and informative talks. Topics include the Choptank River Lighthouse - talks noon each day, the Thomas Point Lighthouse - 2pm each day, the Skipjack Nathan of Dorchester - 11am each day, and Turkey Point Light Station - 1pm each day. Live music can be enjoyed Saturday from 3 to 5pm with Fog After Midnight featuring Kevin Diaz. Come out and experience this debut Maritime Heritage Celebration in Cambridge with so much to learn and enjoy! Hours are 10am to 6pm on both Saturday and Sunday.
0 events,
0 events,
0 events,
1 event,
Cambridge Farmers Market
Cambridge Farmers Market
This waterfront farmers market features everything from fresh and local produce, seafood and meat to distillery beverages to mushrooms to olive oils to crafts. Every […]
4 events,
Fish, Filet, Fry and Wine Tasting
Fish, Filet, Fry and Wine Tasting
Join Matchcoat Sojourner for a basic, hands-on for beginners, Fish, Filet and Fry which ends with a pairing and tasting at Crow Vineyard!
All equipment provided, no experience necessary.
Rods, reels, bait, local knowledge, & a tasty, local providers' seasonal meal share a glimpse into our natural & disappearing world.
Friday in the Vines – Music from Neil & Sarah
Friday in the Vines – Music from Neil & Sarah
Gold Leaf pick-up party tonight with live music by Neil and Sarah. Members can pick-up their July shipment and safely mingle with other members and friends.
The Tasting Room will be open to the public until 8pm and no reservations are required- first come, first serve. Layton's Chance Vineyard & Winery, 4225 New Bridge Rd., Vienna, MD 21869
Farmers Market in Vienna
Farmers Market in Vienna
The Vienna’s Farmer’s Market happens Fridays from 3 to 6pm. Get those summer vegetables and farm fresh eggs and other goodies. At the Nanticoke River […]
‘Merica Party
‘Merica Party
Blue Ruin hosts a party to celebrate the birth of the country July 2 from 6 to 10pm. Burgers and hot dogs on the grill, […]
3 events,
Church Creek Vol. Fire Co. Car Show
Church Creek Vol. Fire Co. Car Show
Church Creek Vol. Fire Co. will be hosting their 2 annual car show at Governor's Hall at Sailwinds Park in Cambridge Md. Every kind of vehicle will be welcome. They will be having food, drinks, music, vendors , as well as hosting the first fire truck pull . If you think your strong enough and can get a team together let’s see what you got!!
Registration is$5.00 per car and vehicles being judged have to be registered by 11 am, others still welcome to join the fun.
*Truck pull: $50 per team (6-10 head ) *Vendor fee is $20 if they provide the table and $15 if you bring your own table. They are not accepting outside food vendors.
Contact them for information and registration here : Secretary Jeff Lewis - 443-521-4787 or email : j.lewisccvfc46@yahoo.com or 2nd Asst. Chief Cody Downs -
443-477-7413 or email: comatt89@yahoo.com
Govenor's Hall, 200 Byrn St., Cambridge, Md. 21613
Summer Saturdays at Handsell House
Summer Saturdays at Handsell House
Handsell opens the doors to its historic house every Saturday during the summer. Stop by for tours between 11am and 3pm. Located on Indiantown Road […]
Cambridge Ghost Walk
Cambridge Ghost Walk
Take a walk down Haunted High Street in Historic Cambridge – notably the most haunted street on the Eastern Shore. Hear about the ghosts who […]
3 events,
CANCELED – Firecracker Kids Triathlon
CANCELED – Firecracker Kids Triathlon
NOTE: On June 29, event organizers announced that the Firecracker Kids Triathlon was canceled for 2021. The Gerry Boyle Firecracker Kids Triathlon happens on July […]
July 4th on the Farm
July 4th on the Farm
This July 4th Emily's Produce will be hosting lots of fun activities for the whole family! Jay Jones will be performing from 12-2pm. The festivities will include: *Wine Tasting *Sack Races *Sweet Corn Husking Contest *Red, White, and Blue Kitchen Creations *Pork BBQ Platters, and all of this can be enjoyed from from 11 - 2pm. Emily's Produce is located at 2214 Church Creek Rd. in Cambridge
4th of July & Fireworks in Cambridge
4th of July & Fireworks in Cambridge
Celebrate Independence Day on the Cambridge waterfront. Fireworks are on and scheduled for July 4th at dark. Happy 4th of July everyone!
0 events,
1 event,
Classic Car & Truck Cruise In Night
Classic Car & Truck Cruise In Night
Fire up your hot rod, street car or truck and burn the rubber on your way to Johnny's Tavern for Cruise-In Night on July 6 […]
1 event,
Second Saturday Book Sale
Second Saturday Book Sale
The friends of the Library hold their Monthly Book Sale at the Cambridge location of the Dorchester County Library on the second Saturday of the […]
1 event,
Sunflower Spectacular
Emily's Produce has planted over 25 varieties of sunflowers across 4 acres of beautiful farmland in Dorchester County for the 2021 Sunflower Spectacular July 8-18! […]
7 events,
Fat Ricky’s Inaugural Golf Tournament
This golf Tournament is open to anyone wanting a good time. Guaranteed $2000+ in prizes & hole contests. All proceeds benefit our less fortunate kids […]
Fish, Filet, Fry and Wine Tasting
Fish, Filet, Fry and Wine Tasting
Join Matchcoat Sojourner for a basic, hands-on for beginners, Fish, Filet and Fry which ends with a pairing and tasting at Crow Vineyard!
All equipment provided, no experience necessary.
Rods, reels, bait, local knowledge, & a tasty, local providers' seasonal meal share a glimpse into our natural & disappearing world.
Fat Ricky’s Inaugural Cambridge Classic Golf Tournament
Fat Ricky’s Inaugural Cambridge Classic Golf Tournament
Fat Ricky's inaugural golf tournament proceeds will benefit less fortunate kids in Dorchester County. It is open to anyone wanting exercise, fresh air and a good time! There will be at least $2000+ in prizes & hole contests. The cost to play is $150 for singles & $550 for a team.
Contact Fat Ricky's for more information & to sign up. 443-382-0257 Fat Ricky's, 530 Poplar St., Cambridge, Md. 21613
Farmers Market in Vienna
Farmers Market in Vienna
The Vienna’s Farmer’s Market happens Fridays from 3 to 6pm. Get those summer vegetables and farm fresh eggs and other goodies. At the Nanticoke River […]
Friday in the Vines – Watermelon Release Party
Friday in the Vines – Watermelon Release Party
Join your friends at Layton's Chance Winery to celebrate the re-release of Alison's Wonderful Watermelon Wine with all things watermelon. Enjoy a refreshing summer evening with a slice of watermelon and watermelon slushies, and fruit salad infused with Watermelon Wine for purchase. No reservations - first come, first serve. Layton's Chance Vineyard & Winery, 4225 New Bridge Rd., Vienna, Maryland 21869
Cambridge Ghost Walk
Cambridge Ghost Walk
Take a walk down Haunted High Street in Historic Cambridge – notably the most haunted street on the Eastern Shore. Hear about the ghosts who […]
5 events,
Second Saturday Book Sale
Second Saturday Book Sale
The friends of the Library hold their Monthly Book Sale at the Cambridge location of the Dorchester County Library on the second Saturday of the […]
2nd Saturday in Downtown Cambridge
2nd Saturday in Downtown Cambridge
This monthly celebration in downtown Cambridge features an Art Walk with free art gallery receptions, as well as specials in the independently owned shops and […]
Harriet Tubman Museum Live Music Series
Harriet Tubman Museum Live Music Series
The Harriet Tubman Museum and Educational Center, along with Camp Harriet, will be offering a live music series of blues, jazz and more. Tonight enjoy music by Iva Jean Ambush and Ambuscade, from 6-8pm. Performances are free to the public but they are kindly accepting a suggested donation of $20pp. The Museum is located at 424 Race St, Cambridge, MD 21613
1 event,
2 events,
Botox and Wine Party
Botox and Wine Party
Join the Nurses of Alternative Therapy MD for a night of Botox, wine and shopping. They will be at DocoVino Wine Bar and Boutique in […]
1 event,
1 event,
2 events,
Taste of 411
Taste of 411
Four Eleven Kitchen at the Packing House presents Taste of 411, the executive edition fundraiser event on July 15 from 5:30 to 8pm. Music, food, […]
3 events,
Farmers Market in Vienna
Farmers Market in Vienna
The Vienna’s Farmer’s Market happens Fridays from 3 to 6pm. Get those summer vegetables and farm fresh eggs and other goodies. At the Nanticoke River […]
Friday in the Vines – Sundaes at Sunset
Friday in the Vines – Sundaes at Sunset
Come out and enjoy wine sundaes made with Layton's Chance wine at sunset tonight! They will be serving Vanilla Ice Cream with blackberries infused with Joe's Cool Red, topped with sauce and whipped cream, available for purchase. Come cool off on this summer evening at Layton's Chance Vineyard & Winery, 4225 New Bridge Rd. Vienna, Maryland 21869
No reservations - first come, first serve.
4 events,
Heart of the Chesapeake Bike Tour
Heart of the Chesapeake Bike Tour
Join other bikers for the Pauline F. & W. David Robbins Family YMCA's
Friday in the Vines Summer Concert with Tranzfusion
Friday in the Vines Summer Concert with Tranzfusion
Tranzfusion will be rocking at the vineyard tonight! Red Shef food truck will be offering goodies for sale and attendees may bring their own nonalcoholic beverages or food. Tickets are $10 per person and must be purchased in advance (under 21 tickets are free). Gold Leaf members get 2 free concert tickets and are available with a reservation. Layton's Chance Vineyard & Winery, 4225 New Branch Rd., Vienna, Md. 21869
No other alcohol is allowed on the property per Maryland law - coolers will be checked.
Cambridge Ghost Walk
Cambridge Ghost Walk
Take a walk down Haunted High Street in Historic Cambridge – notably the most haunted street on the Eastern Shore. Hear about the ghosts who […]
2 events,
Pickin’ in the Patch Bluegrass Festival
Pickin’ in the Patch Bluegrass Festival
Join the folks at Emily's Produce to enjoy the amazing sounds of Flatland Drive and their toe tapping Bluegrass tunes!
*Bring your own Chair
*Plenty of food and drink for purchase
*No outside food, drink, or coolers
*Goodwill donations accepted for Patriot Point
1 event,
1 event,
1 event,
1 event,
3 events,
Farmers Market in Vienna
Farmers Market in Vienna
The Vienna’s Farmer’s Market happens Fridays from 3 to 6pm. Get those summer vegetables and farm fresh eggs and other goodies. At the Nanticoke River […]
Friday in the Vines – Cigar Night
Friday in the Vines – Cigar Night
Tonight you can enjoy good wine and try a new cigar. Anup from Best Wines in Cambridge will be at Layton's Chance Winery with a sampling of his his fine cigars for purchase. Come enjoy Friday in the Vines at Layton's Chance Vineyard & Winery, 4225 New Bridge Rd., Vienna, MD 21869 No reservations - first come, first serve.
4 events,
Thunder on the Choptank
Come on out and bring the whole family July 24-25 for two days of boat racing and experience action-packed racing on the Choptank River! The […]
Casino Night: Christmas in July
Casino Night: Christmas in July
Blue Ruin hosts a fundraiser for the Dorchester Santa Toy Drive on July 24 starting at 2pm with family-friendly activities. Casino games begin at 6pm. […]
Cambridge Ghost Walk
Cambridge Ghost Walk
Take a walk down Haunted High Street in Historic Cambridge – notably the most haunted street on the Eastern Shore. Hear about the ghosts who […]
2 events,
1 event,
1 event,
1 event,
1 event,
4 events,
Farmers Market in Vienna
Farmers Market in Vienna
The Vienna’s Farmer’s Market happens Fridays from 3 to 6pm. Get those summer vegetables and farm fresh eggs and other goodies. At the Nanticoke River […]
Friday in the Vines Hawaiian Night
Friday in the Vines Hawaiian Night
Friday in the Vines at Layton's Chance Vineyard & Winery, tonight is Hawaiian Night. Wear your best Hawaiian shirt and enjoy $5 glasses of Wine of the Month - this month they are featuring Lazy Day White. Come out and enjoy friends, great wine, and nice weather! No reservations - first come, first serve.
Laytons' Chance Winery is located at 4225 New Branch Rd., Vienna, Md. 21869
Cambridge Ghost Walk
Cambridge Ghost Walk
Take a walk down Haunted High Street in Historic Cambridge – notably the most haunted street on the Eastern Shore. Hear about the ghosts who […]
2 events,
Snakehead Summer Slam
The third of four tournaments in the 2021 Snakehead Championship Series sponsored by Anglers Sport Center, the 2021 Snakehead Summer Slam will be held July […]