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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5 events,
Corn Maze Adventure at Emily’s Produce
Corn Maze Adventure at Emily’s Produce
Wind your way through five acres of twists and turns in the Corn Maze at Emily's Produce and hopefully you will not get lost in […]
Pumpkin Palooza & Halloween Costume Parade
Pumpkin Palooza & Halloween Costume Parade
It's a day made for festive family fun at Emily's Produce! On Oct. 31 from 12 to 3pm, children are invited to the farm for […]
Trunk or Treat on Taylors Island
Trunk or Treat on Taylors Island
Palm Beach Willie's and Slaughter Creek Marina team up to host their second annual Trunk or Treat on Oct. 31 starting at 4pm. There will be trunks lined up for you to come by and get your Halloween candy! Jump on the hay ride and enjoy a ride through Taylor’s Island.
Trick-or-Treating at Old Trinity Church
Trick-or-Treating at Old Trinity Church
Calling all ghosts, goblins and other creatures of the night. You are invited to a night of Trick-or-Treating at Old Trinity Church! Sunday, October 31 […]
Haunted Car Wash
Haunted Car Wash
Here's something a little different... a haunted car wash! Go Wash Car Wash is hosting their first ever event for all ages. Get scared without […]
0 events,
1 event,
Car & Truck Cruise Night
Car & Truck Cruise Night
Head to Johnny's Tavern as they host Car & Truck Cruise Night with $5 burgers, the first Tuesday of every month starting at 6pm.
2 events,
South Dorchester Folk Museum Annual Meeting
South Dorchester Folk Museum Annual Meeting
The South Dorchester Folk Museum invites all to its Annual Dinner Meeting with a multimedia presentation by Dr. Harry Heckathorn, Vice President of the Friends […]
Paint Your Pet’s Portrait
Paint Your Pet’s Portrait
Johnny's Tavern hosts T.C. Studios for a paint your pet's portrait workshop Nov. 3 at 6:30pm. Pre-payment required.
Sip & eat while you paint your very own pet portrait painting at Johnny’s Tavern in East New Market, MD! No artistic ability or experience required - anyone can do it. Each canvas/portrait will be pre-sketched for your convenience. Pre-registration is required.
All materials & step-by-step instruction are included! Food/drinks are not included in ticket price. Food & drinks can be purchased from the venue.
** Registration will be open through Oct. 27 while tickets are available. Photos must be submitted via email no later than Oct. 27 before midnight to tcstudios11@aol.com. Registration will close sooner if the event sells out before 10/27.
Get tickets at this link https://www.tcstudios.org/events/johnnystavern113?fbclid=IwAR1uVWpXf_SGQVQB6c9lArpOOF_ywZkKwlZe5kZdMEGTWcCh_aaG5Zw6Ti4 or contact T.C. Studios at 443-248-4273
0 events,
2 events,
Toast & Toasted at Layton’s Chance Winery
Toast & Toasted at Layton’s Chance Winery
Layton's Chance Winery celebrates fall with s’mores and wine pairing with live music from Neil & Sarah on Nov. 5 from 6 to 9pm. Roast marshmallows over the fire pits. Bring a chair and a blanket if it's chilly.
$15/person, 21+ only
Gold Leaf Members receive 15% off
Event tickets are non-refundable.
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,
Race Through Historic Vienna
Race Through Historic Vienna
Mandala's Pies, a small artisan pie bakery, hosts a 5K race through historic Vienna, Maryland on Nov. 6. This will be a fun and relaxed 3.1 miles throughout the beautiful historic waterfront town of Vienna. Situated directly on the Nanticoke River, Vienna is located half-way between Salisbury and Cambridge, right off of Route 50.
Runners and walkers are welcome. Must finish the 3.1 miles within two hours. The course is leashed-dog friendly, wheelchair and stroller accessible. Start at Mandala Pies bakery (115 Old Ocean Gateway, Vienna, MD) with parking on site or close by. Emergency services on site and volunteers will offer water throughout the course and snacks after completion. This day is all about building community by getting your body moving in the fresh air. All participants get a race day t-shirt, slice of pie and water after completion of the race. Plan to stay after for more fun – including vendor booths of businesses and nonprofits, music, lunch options, and more.
Growing Community Flavors – Tasting/Demo with Vintage 414
Growing Community Flavors – Tasting/Demo with Vintage 414
Emily's Produce hosts a "Growing Community Flavors" session with Vintage 414. This program connects the community with local flavors and provides an opportunity to get […]
Halloween Glow Party
Halloween Glow Party
Johnny's Tavern keeps the Halloween spirit glowing with a combination glow party and Halloween party on Nov. 6 starting at 9:30pm and going until 2am! […]
3 events,
Guided Birding Tour at Blackwater
Guided Birding Tour at Blackwater
Join a guided birding tour with a veteran birder at Blackwater National Wildlife Refuge. The tours are usually led by either Harry Armistead or Terry […]
Tiki Closing Party at Suicide Bridge Restaurant
Tiki Closing Party at Suicide Bridge Restaurant
Shake, Rattle & Roll with Suicide Bridge Restaurant as they host a party to close out the season on Nov. 7 from 2 to 6pm. […]
Book Reading and Signing with Dana Simson
Book Reading and Signing with Dana Simson
Artist and Author Dana Simson presents her new children’s book “Janey Monarch Seed” from 3 to 5pm on Sunday, Nov. 7 at the Dorchester Center […]
0 events,
0 events,
1 event,
Hoopers Island Virtual Gun Bash
Hoopers Island Virtual Gun Bash
In lieu of the in-person fall Gun Bash held annually by Hoopers Island Volunteer Fire Company, they are hosting a virtual gun bash. There will […]
1 event,
Veterans Day Service
Veterans Day Service
The Eastern Shore Veterans Cemetery holds its annual Veterans Day service, Thursday November 11 at 12:45pm. The public is welcome. Address: 6827 East New Market […]
0 events,
9 events,
Arts in the Community Day with African American Quilt Guild
The National African American Quilt Guild presents an Arts in the Community Day at the Dorchester Center for the Arts on Nov. 13. Organized in […]
Toys for the Kids Cruise
Fat Ricky's hosts classic cars, hot rods, muscle cars, and motorcycles as part of their Toys of the Kids Cruise, kicking off at 9am on […]
Christmas Craft Show
Christmas Craft Show
Elks Lodge 1272 hosts a Christmas Craft Show Nov. 13 from 8am to 1pm. Vendors can call Patricia Knox at 443-521-7139; $15 a table. Address: […]
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 […]
Waterfowl Festivities at Bay Country Shop
Waterfowl Festivities at Bay Country Shop
Bay Country Shop will be open Waterfowl Festival weekend, Saturday, 10am-5pm, with local art-made items, sea glass jewelry, and handmade oyster shell ornaments. NeNe by […]
Comic Book Cover Release Party
Comic Book Cover Release Party
Kraven's Comic Books & Collectibles throws an Exclusive Comic Book Cover Release Party on Nov. 13 starting at 12pm. Open to all. The day includes: […]
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 Live Music Series
Harriet Tubman Live Music Series
The Harriet Tubman Museum & Educational Center continues its live music series with the Terry Koger Quartet from 7 to 9pm on Nov. 13 at the Dorchester Center for the Arts. Performances are free to the public but they welcome a suggested donation of $20. Proceeds benefit the Harriet Tubman Museum & Educational Center.
2 events,
Crafting for Kids at Emily’s Produce
Crafting for Kids at Emily’s Produce
Bring the kids to Emily’s Produce this November for some interactive fun. Jenna will be leading Kid’s Crafting sessions every Sunday from 12-3pm. Each Sunday […]
The Blissmas Expo
The Blissmas Expo
Shop, sip, and enjoy Nov. 14 from 1-6pm at the Blissmas Expo. Music, food, drinks, shopping, giveaways. Hosted by Shakilah Ricks and Kiera Roberts. Interested […]
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0 events,
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1 event,
Wild & Scenic Virtual Film Festival
Wild & Scenic Virtual Film Festival
ShoreRivers' 12th annual film festival goes virtual at 7pm on November 19. The film fest debuts a special selection of award-winning films that will excite […]
7 events,
Craft Fair at Governor’s Hall
On Saturday, November 20, Governor's Hall at Sailwinds Park will be hosting a vendor craft fair with vendors and crafters of all kinds.
If you're interested in being a vendor, 10 foot spots are available to rent for $20 a spot (you must bring your own tables). Please contact Jennifer Justice to reserve your spot. Text is best 443-521-5942. Please provide your name, and what you sell.
Great Chesapeake Wellness Race
Great Chesapeake Wellness Race
Join in for the 18th Annual Great Chesapeake Bay Wellness Race - now a LIVE Race with a Virtual Component, Thanksgiving Week event, organized by […]
Immanuel Church of Christ Holiday Bazaar
Immanuel Church of Christ Holiday Bazaar
Immanuel UCC hosts its Holiday Bazaar Nov 20 starting at 8am. There will be food, baked goods, and crafts. Address: 5401 Whitehall Rd., Cambridge, MD
Showdown on the Choptank Golf Tournament
Showdown on the Choptank Golf Tournament
Join in the fun at the Showdown on the Choptank Golf Tournament at River Marsh Golf Club (at the Hyatt Chesapeake). 10am shotgun start. Captain’s Choice scramble. Longest derive and closest to pin contests. $65 per player inclusive of golf, car, lunch, and prizes. To reserve a team, call 410-901-6397.
Address: 100 Heron Blvd., Cambridge, MD
Old Fashioned Christmas Market
Old Fashioned Christmas Market
Layton's Chance Vineyard & Winery hosts their annual Christmas Market Nov. 21 from 12 to 5pm. 20+ Vendors, "Stock Up for the Holidays" Wine Sale & Food Truck.
Their biggest wine sale of the year is November 20 and 21. 40% off select wines in store or online. Additional quantity discounts for all wines.
Food available from That Kitchen. No fee, no reservation.
Annual Benefit Auction
Annual Benefit Auction
First United Church of Secretary will host the Annual Benefit Auction @ the Pavilion at Suicide Bridge Restaurant on Nov 20. Funds from this auction will support Coastal Hospice and Patriot Point (respite for injured military at Taylor's Island)
Preview items at 3pm, auction starts at 4pm. Make sure to see the beautiful creations, gorgeous gift baskets, holiday decorations, a week vacation at Myrtle Beach and much more. Baked goods available for purchase as well as food from the restaurant if you wish. Bring your camera to capture a photo in front of the Red Truck decor!
*Free to attend*
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 […]
4 events,
Guided Birding Tour at Blackwater
Guided Birding Tour at Blackwater
Join a guided birding tour with a veteran birder at Blackwater National Wildlife Refuge. The tours are usually led by either Harry Armistead or Terry […]
Crafting for Kids at Emily’s Produce
Crafting for Kids at Emily’s Produce
Bring the kids to Emily’s Produce this November for some interactive fun. Jenna will be leading Kid’s Crafting sessions every Sunday from 12-3pm. Each Sunday […]
Old Fashioned Christmas Market
Old Fashioned Christmas Market
Layton's Chance Vineyard & Winery hosts their annual Christmas Market Nov. 21 from 12 to 5pm. 20+ Vendors, "Stock Up for the Holidays" Wine Sale & Food Truck.
Their biggest wine sale of the year is November 20 and 21. 40% off select wines in store or online. Additional quantity discounts for all wines.
Food available from That Kitchen. No fee, no reservation.
Book Reading & Signing with Barbara Lockhart
Book Reading & Signing with Barbara Lockhart
The Dorchester Center for the Arts hosts a book reading and signing with Barbara Lockhart from 3 to 4pm on Nov. 21. An award-winning author […]
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0 events,
1 event,
Festival of Trees in Hurlock
Hurlock United Methodist Church presents, "Joy to the World," its Festival of Trees, Nov. 26-27. All trees will be donated to senior citizens in Dorchester […]
3 events,
Vienna Christmas Parade & More
Vienna Christmas Parade & More
Vienna hosts a Christmas Parade and holiday festivities on November 27. The fun begins with tree lighting and more from 4:30 to 6:30pm with hot […]
Small Business Saturday Festivities at Bay Country Shop
Small Business Saturday Festivities at Bay Country Shop
Bay Country Shop will host local handmade exhibits on Saturday, November 27 from 10am to 5pm, including the Shabby Mermaid, Seas the Day, Nene by […]
1 event,
Holiday Cheer & Wreath Making
Holiday Cheer & Wreath Making
Join Mowbray's Garden Center for Holiday Cheer and Wreath making! All supplies and instruction included. $45 per person. Buy tickets. Nov. 28, 4-6pm Dec. 3, […]
0 events,
1 event,
Open House at Boys & Girls Club
Open House at Boys & Girls Club
The Boys and Girls Club at Leonards Lane in Cambridge is hosting a Unity Teen Night and Open House on Nov. 30 from 6o to […]
2 events,
Nativity Scenes From Around the World
Nativity Scenes From Around the World
Cambridge House Bed and Breakfast hosts a display of Nativity scenes (also known as creches) from around the world. Open for viewing between 2 and […]
Christmas Train Garden
Christmas Train Garden
For 87 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
2 events,
Holiday Concert with Chorus of Dorchester
Holiday Concert with Chorus of Dorchester
The all-volunteer, 60-voice Chorus of Dorchester will be performing three free holiday concerts with the music of Bach, Handel, Dvorak, Mozart and more. December 2, […]
Christmas Train Garden
Christmas Train Garden
For 87 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
3 events,
Holiday Cheer & Wreath Making
Holiday Cheer & Wreath Making
Join Mowbray's Garden Center for Holiday Cheer and Wreath making! All supplies and instruction included. $45 per person. Buy tickets. Nov. 28, 4-6pm Dec. 3, […]
Ugly Christmas Sweater Party
Ugly Christmas Sweater Party
Dig out your most heinous Christmas Sweater for Layton's Chance Winery's Ugly Christmas Sweater Party, Dec. 3 from 6 to 9pm. There will be seven […]
Christmas Train Garden
Christmas Train Garden
For 87 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
9 events,
Christmas Open House at Simmons Center Market
Christmas Open House at Simmons Center Market
The family-owned Simmons Center Market, in business since 1937, hosts its annual Christmas Open House on Dec. 4 from 9am to 3pm. Stop by for […]
Santa at Mowbray’s Garden Center
Santa at Mowbray’s Garden Center
Santa joins Mowbray's Garden Center for another holiday season! No sign ups, Santa visits will be like they were pre-Covid. Saturday, December 4: 10am-12pm Saturday, […]
Christmas Train Garden
Christmas Train Garden
For 87 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
Hoopers Island Oyster Co. Open House
Hoopers Island Oyster Co. Open House
Join Hoopers Island Oyster Co. in Cambridge Dec. 4 from 1 to 4 pm to see their new showroom and learn what's in store in […]
Hot Chocolate with Santa
Hot Chocolate with Santa
Celebrate the holiday season with Go! Wash Car Wash in Cambridge on December 4 from 1 to 4pm. They will have a hot chocolate bar […]
Cambridge – Dorchester Christmas Parade
Cambridge – Dorchester Christmas Parade
Be dazzled by light, sound and sights of one of Maryland’s largest nighttime parades starting at 5pm on Saturday, Dec. 4. Celebrate the theme of "Fishing You a Merry Christmas" as marching bands, floats, classic cars, horses and Santa fill Downtown Cambridge’s streets for this beloved holiday happening!
Harriet’s Jazzy Classy Holiday Concert
Harriet’s Jazzy Classy Holiday Concert
Enjoy the sounds of the season at Harriet's Jazzy Classy Holiday Concert Dec. 4 from 7 to 9pm. Doors open for a 6pm cocktail hour. […]
Christmas Train Garden
Christmas Train Garden
For 87 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]