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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2 events,
Yoga & Acupuncture, Together
Yoga & Acupuncture, Together
Back by popular demand! Fair Winds Wellness hosts a mixed levels Vinyasa Yoga followed by a 5 point Acupuncture treatment while in Savasana on Nov. […]
Christmas Tree Festival in Hurlock
Christmas Tree Festival in Hurlock
Hurlock United Methodist Church presents the Christmas Tree Festival. On Nov. 25 between 9am and 6pm, drop off or come decorate your four-foot Christmas tree. […]
0 events,
0 events,
1 event,
Spaghetti with Santa
Spaghetti with Santa
Enjoy dinner and activities with Santa and friends on Nov. 30, 2022, 5-7pm at the Dorchester Career And Technology Center. Proceeds benefit SkillsUSA & Educators […]
2 events,
Christmas Train Garden
For 88 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
CANCELED – Santa Goes Blue Dinner
CANCELED – Santa Goes Blue Dinner
NOTE: This event has been canceled by Blue Ruin. Join Blue Ruin for a four-course dinner with cocktail or wine pairing on Dec. 1, 2022. […]
5 events,
Merry & Bright Nights at Mandala Pies
Merry & Bright Nights at Mandala Pies
Mandala Pies in Vienna, Maryland invites everyone to join with Mrs. Claus for their 2022 sessions of crafts, hot cocoa, and candy canes (and of […]
Cambridge Ghost Walk
Cambridge Ghost Walk
Take a walk down Haunted High Street in Historic Cambridge – the most haunted street in Maryland! Hear about the ghosts who haunt and strange […]
Wreath Making at Mowbray’s Garden Center
Wreath Making at Mowbray’s Garden Center
Mowbray's Garden Center hosts Holiday Wreath Making classes in December 2022. These sell out FAST! All supplies and instruction included: wreath frame, fresh greens, bow […]
Ugly Christmas Sweater Karaoke Party
Ugly Christmas Sweater Karaoke Party
Layton's Chance Winery hosts an Ugly Christmas Sweater Karaoke Party on Friday, December 2, 2022 from 6 to 9pm. Wear your ugly Christmas sweater! Prizes […]
11 events,
Christmas Train Garden
Christmas Train Garden
For 88 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
Seafood with Santa
Seafood with Santa
Join Hoopers Island Oyster Co. on Dec. 3, 2022 from 11am to 3pm for Seafood with Santa, a fun afternoon featuring photos with their own […]
Riverboat Cruise with Choptank Riverboats
Riverboat Cruise with Choptank Riverboats
Cruise on one of the most exciting attractions offered on Maryland's Eastern Shore... The Choptank Riverboat Company's The Dorothy & Megan and The Choptank River […]
Cambridge Reading Social
Cambridge Reading Social
The Reading Social is a monthly event that encourages reading for youth birth-12. They focus on improving literacy and building home libraries for children. The […]
Santa at Mowbray’s Garden Center
Santa at Mowbray’s Garden Center
Santa is coming to town for the 2022 season at Mowbray's Garden Center in Cambridge, MD. Here's the schedule – 9 to 11am each date: […]
Christmas Festival at Zion UMC
Christmas Festival at Zion UMC
Zion United Methodist Church hosts Christmas festival on Dec. 3, 2022 from 9am to 12pm. Featuring specialty vendors, kids korner, Christmas and handmade items, vintage […]
Holiday Open House – Simmons Center Market
Holiday Open House – Simmons Center Market
Simmons Center Market – family-owned and operated since 1937 – hosts its annual Holiday Open House Dec. 3, 2022 from 10am to 3pm. They'll display many […]
Holiday Open House at the Packing House
Holiday Open House at the Packing House
Join the Packing House for cookies, warm beverages, and tours of the newly transformed space – the historic factory building was once part of the […]
8 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 […]
Create a Grinch Tree – with the Grinch
Create a Grinch Tree – with the Grinch
Bring the kids to Mowbray's Garden Center's sessions to create a whimsical Grinch Tree, with the Grinch! Sunday, December 4, 2022: 9-10am Saturday, December 10, […]
Mistletoe & Mimosas at Layton’s Chance Winery
Mistletoe & Mimosas at Layton’s Chance Winery
Layton's Chance Winery hosts their popular Mistletoe & Mimosas Wreath Making Class on Dec. 4 from either 11 to 1pm or 2 to 4pm. Tickets […]
Christmas Train Garden
Christmas Train Garden
For 88 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
Christmas Concert: Duke Ellington School of the Arts Guitar Ensemble
Christmas Concert: Duke Ellington School of the Arts Guitar Ensemble
The Duke Ellington School of the Arts Guitar Ensemble presents a Christmas recital at the Harriet Tubman Underground Railroad State Park & Visitor Center in […]
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 […]
Wreath Making at Mowbray’s Garden Center
Wreath Making at Mowbray’s Garden Center
Mowbray's Garden Center hosts Holiday Wreath Making classes in December 2022. These sell out FAST! All supplies and instruction included: wreath frame, fresh greens, bow […]
1 event,
2 events,
Johnny’s Tavern Car & Truck Cruise Night
Johnny’s Tavern Car & Truck Cruise Night
Johnny's Tavern hosts Car & Truck Cruise Night the first Tuesday of each month. Half-price burger night. Address: 39 E. Main St, East New Market, […]
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 […]
1 event,
3 events,
Merry & Bright Nights at Mandala Pies
Merry & Bright Nights at Mandala Pies
Mandala Pies in Vienna, Maryland invites everyone to join with Mrs. Claus for their 2022 sessions of crafts, hot cocoa, and candy canes (and of […]
Wreath Making at Mowbray’s Garden Center
Wreath Making at Mowbray’s Garden Center
Mowbray's Garden Center hosts Holiday Wreath Making classes in December 2022. These sell out FAST! All supplies and instruction included: wreath frame, fresh greens, bow […]
19 events,
Create a Grinch Tree – with the Grinch
Create a Grinch Tree – with the Grinch
Bring the kids to Mowbray's Garden Center's sessions to create a whimsical Grinch Tree, with the Grinch! Sunday, December 4, 2022: 9-10am Saturday, December 10, […]
Art Reception: “All That Glitters: A Women’s Metalsmith Collective” at Main Street Gallery
Art Reception: “All That Glitters: A Women’s Metalsmith Collective” at Main Street Gallery
Main Street Gallery features "All That Glitters: A Women’s Metalsmith Collective,” showcasing the jewelry and artwork of seven Eastern Shore metalsmiths in November and December […]
Art Reception: Merry Market at DCA
Art Reception: Merry Market at DCA
Jumpstart the spirit of gift giving at the Dorchester Center for the Arts' new Merry Market! During the holiday shopping season, DCA will transforms entire […]
Hurlock Christmas Parade
Hurlock Christmas Parade
The Town of Hurlock holds its Christmas Parade on December 10, 2022 starting at 5pm down Main Street. Rain date December 11. Line-up begins at […]
Holiday Market at Blue Ruin
Holiday Market at Blue Ruin
Join Free Spirit Threads and Blue Ruin for a night of holiday fun December 10, 4-7pm. Address: 400 Race St., Cambridge, MD Phone: 410-995-7559
Christmas Train Garden
Christmas Train Garden
For 88 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
Community Wreath Decorating Contest
Community Wreath Decorating Contest
Cambridge Main Street is pleased to announce our inaugural Community Wreath Decorating Contest. Show off your creativity and embrace the spirit of the season. All […]
Cookies with Santa – Hurlock
Cookies with Santa – Hurlock
Hurlock Volunteer Fire Company hosts Cookies with Santa Dec. 10 from 3 to 4pm - before the Hurlock Christmas Parade at 5pm. Address: 300 Charles […]
4 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 […]
Breakfast with Santa – Church Creek Volunteer Fire Co.
Breakfast with Santa – Church Creek Volunteer Fire Co.
The Church Creek Volunteer Fire Co. presents Breakfast with Santa Dec. 11, 2022 from 8 to 11am. Each child will receive a small gift from […]
Christmas Train Garden
Christmas Train Garden
For 88 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
1 event,
2 events,
Holiday Concerts with Chorus of Dorchester
Holiday Concerts with Chorus of Dorchester
With the 2022 concert themed “It's Christmastide Again!” the all-volunteer, 60-voice Chorus of Dorchester will perform its 47th series of wonderful seasonal music this December. […]
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 […]
2 events,
Birding the Harriet Tubman Byway
Birding the Harriet Tubman Byway
Join Delmarva Birding Weekends and Harriet Tubman Tours for their final Birding the Harriet Tubman Byway tour of the year on Thursday, December 15, 2022 […]
3 events,
Merry & Bright Nights at Mandala Pies
Merry & Bright Nights at Mandala Pies
Mandala Pies in Vienna, Maryland invites everyone to join with Mrs. Claus for their 2022 sessions of crafts, hot cocoa, and candy canes (and of […]
Christmas on Pine
Christmas on Pine
The Groove City Black Heritage and Culture Group hosts Christmas on Pine Dec. 16 and 17, 2022. On Friday from 6 to 8pm, it's the […]
9 events,
Wreaths Across America – Eastern Shore Veterans Cemetery
Wreaths Across America – Eastern Shore Veterans Cemetery
On December 17, 2022, Wreaths Across America will be at Eastern Shore Veteran's Cemetery in Hurlock, Maryland to remember and honor our veterans through the […]
Christmas Train Garden
Christmas Train Garden
For 88 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
Christmas on Pine
Christmas on Pine
The Groove City Black Heritage and Culture Group hosts Christmas on Pine Dec. 16 and 17, 2022. On Friday from 6 to 8pm, it's the […]
Vienna Holidays Luminaria Event
Vienna Holidays Luminaria Event
More than 1,500 glowing luminaries will one the streets of Vienna, Maryland a 300-year-old town on the Nanticoke River on December 17, 2002 from 5 […]
Holiday Show: Ashley C. Watkins, Flutist; Pianist Maris Wicker
Holiday Show: Ashley C. Watkins, Flutist; Pianist Maris Wicker
Enjoy great holiday music with Ashley C. Watkins, flutist, with pianist Maris Wicker, upstairs in the Dorchester Center for the Arts' George B. Todd Performance […]
Breakfast with Santa at the Hyatt
Breakfast with Santa at the Hyatt
Join Santa for breakfast at the Hyatt Regency Chesapeake Bay Resort in Cambridge, Maryland on Dec. 10 and 17, 2022 from 8am to 12pm. Reserve […]
Santa at Mowbray’s Garden Center
Santa at Mowbray’s Garden Center
Santa is coming to town for the 2022 season at Mowbray's Garden Center in Cambridge, MD. Here's the schedule – 9 to 11am each date: […]
Christmas Party at Bay Country Shop
Christmas Party at Bay Country Shop
Bay Country Shop hosts lots of local vendors who make unique items for special Christmas gifts on Dec. 17 from 10am to 5pm. Address: 2709 […]
6 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 88 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
Christmas Concert with Tidewater Singers
Christmas Concert with Tidewater Singers
Christ Episcopal Church hosts the Tidewater Singers with their Christmas Concert Dec. 18, 2022 at 4pm. Reception follows the concert. $15 per person at the […]
AYCE Breakfast with Santa – Secretary
AYCE Breakfast with Santa – Secretary
Secretary Volunteer Fire Company hosts an all-you-can-eat Breakfast with Santa Dec. 18, 2022 from 7 to 10am. Pancakes, sausage, bacon, scrapple, scrambled eggs, toast, coffee, […]
Christmas Open House – Phippin’s Crafting Corner
Christmas Open House – Phippin’s Crafting Corner
Phippin's Crafting Corner hosts a Christmas Open House Dec. 18, 2022 from 11am to 3pm. Mr. & Mrs. Claus will be on hand to spread […]
1 event,
1 event,
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 […]
1 event,
1 event,
2 events,
Christmas Train Garden
Christmas Train Garden
For 88 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
1 event,
1 event,
1 event,
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 […]
1 event,
1 event,
2 events,
Christmas Train Garden
Christmas Train Garden
For 88 years, volunteers with the Cambridge Rescue Fire Company have created this spectacular train garden for the holidays. The RFC Train Garden is the […]
Hurlock Christmas Parade
Holiday Market at Blue Ruin
Vienna Holidays Luminaria Event