Join Cambridge Main Street for their second annual Mistletoe on Main holiday festivities on Sunday, December 7.

Breakfast with Santa
Doors open at 9 a.m., breakfast at 9:30 a.m.
Bull Provisions & Smokehouse, 520 Race Street
Tickets include a full breakfast (with special reindeer pancakes); professional photographs of your child with Santa & Mrs. Claus, taken by the talented Shannon Chambers Photography; and a gift straight from Santa’s magical sack.
Seating is limited. Purchase tickets here.

Christmas Cocktail Crawl
During normal business hours
Multiple participating locations
Enjoy special holiday cocktails. Crawl is self-paced.

Pet Pics with Santa & Mrs. Claus
11-12:30 p.m.
Poplar Street

Christmas Shoppe on Poplar
12-4 p.m.
Local Vendors and Artisans on Poplar Street
A great opportunity to finish up that holiday gift list.

Kids Corner
12-4 p.m.
Poplar Street
This is where your little one can write and mail his or her letter to Santa. Holiday crafts will be available, as well as some other fun children’s activities.

For additional information, email [email protected]

If you and your family have been thinking about adding a four-legged family member this holiday season, consider adopting one during Rescue Fire Company’s second annual pet adoption event at the RFC Train Garden. It’s taking place over two days, December 14 and December 20, from 1 to 3 p.m.

Baywater Animal Rescue will bring good dogs (and possibly cats) looking for a loving and safe home. So, come out, view the Train Garden, have a bag of popcorn, and meet the wonderful animals that can brighten lives not just during the holiday, but all year long. You may head home with a brand new friend.

The Rescue Fire Company Train Garden is located at 307 Gay Street (the old City Hall) in Cambridge.

Join Eastern Shore Dance Academy in Cambridge on Saturday, November 15 at 9 a.m. for a Story Time and Nutcracker craft with author Amy Insley. The event is open to all.

Meet the ESDA Nutcracker characters, learn a dance with ESDA, and enjoy snacks to complete the festive experience.

The $20 ticket includes story time, craft, a meeting with the Nutcracker characters, dance time, and snack. The $30 ticket includes all of that PLUS a signed paperback book. Sign up by paying at the ESDA front desk or by texting 443-521-2602.

ESDA is located at 3123 Aireys Spur Rd in Cambridge.

Would you like to show your love of maritime history with others? The Richardson Maritime Museum (103 Hayward St., Cambridge) is looking for docents to spend a few hours a week, or even a month, to allow visitors to explore its many maritime artifacts.

Come to the Coffee & Doughnuts Meetup on Saturday, November 8 at 9am. To RSVP, email [email protected] or call 410-221-1871.

New floor design at the Harriet Tubman Museum downtown.

The Harriet Tubman Museum and Educational Center is inviting the public to a free open house offering a sneak peek at the progress being made on their renovations and new murals.

On Tuesday, October 21, contractors, artist Michael Rosato, and architectural designer Erika Carson-Harris will be onsite to talk about the vision for the “new” museum. The event runs from 10:30 a.m. to 12:30 p.m.

The museum welcomes donations toward lighting and sound that will help create an immersive experience.

Join Dorchester County Historical Society on October 25 from 10 a.m. to 5:30 p.m. to celebrate the arrival of harvest season with colonial-era heritage traditions surrounding the War for American Independence.

There will be hands-on learning, historic games, chocolate-making demonstrations, and house tours. $10 for adults, $5 for children.

More info at www.dorchesterhistory.com or 410-228-7953. The Dorchester County Historical Society is located at 1003 Greenway Drive in Cambridge.

Author Eric Cheezum and his book.

Celebrate the spooky season with the Dorchester County Historical Society and hear the origin story of Chessie the sea monster. Eric Cheezum, author of the 2024 book Chessie: A Cultural History of the Chesapeake Bay Sea Monster, will give a talk at the DCHS campus on October 25 from 4 p.m. to 5:30 p.m. A signing will follow.

The book explores the legend of the sea serpent, arguing it became a symbol for the region’s cultural and environmental changes in the late 20th century. It connects the creature’s rise in popularity to the bay’s transition from a labor-based economy to a recreational one. Cheezum examines how the “monster” was a metaphor for the community’s hopes, fears, and evolving identity.

The Dorchester County Historical Society is located at 1003 Greenway Drive in Cambridge.

Spocott Windmill will operate on October 18.

The Spocott Windmill & Village Fall Celebration is Saturday, October 18 from 10 a.m. to 3 p.m. All parts of the property, a re-creation of a 19th century village, will be open to the public with tours and exhibits.

See an actual post windmill in operation. Attend school in one of Dorchester County’s historic one-room schoolhouses. Tour the home of the legendary Adaline Wheatley. Visit Lloyd’s Country Store and Museum, once the store and post office for the community. Included is the office of US Senator George L. Radcliffe, close friend of Presidents Roosevelt and Truman.

The reproduction mill operates twice a year, and this is one of those times. Don’t miss it!