Top 5 Local Events of the Week
Chessie’s Top 5 Picks of the Week
Here’s Chessie’s Top 5 Picks of the Week! These events and activities have been handpicked for maximum family fun on our side of the bridge
12/12 – The Avalon Foundation Presents The Sound of Music
Come see The Sound of Music! It’s a family tradition and community experience wrapped up in a holiday celebration. Packed with a score of unforgettable songs (Do-Re-Mi, My Favorite Things, Edelweiss, Climb Every Mountain, The Sound of Music, Sixteen Going on Seventeen, and so many more!) The Sound of Music promises to delight audiences of all ages!
12/13 – A Christmas Carol Presented By Church Hill Theatre
Join CHT for this holiday tradition with a modified version of the Dickens classic!
12/13 – Christmas in St. Michaels
The weekend of festivities includes crowd favorites like the Tour of Homes, Breakfast with Santa, and the Marketplace and Sweet Shoppe, along with two parades on Saturday – the Talbot Street Parade at 10:30 a.m. and the Lighted Boat Parade along St. Michaels Harbor at 6 p.m., with plenty of places to watch the boats passing by.
12/14 – Winter on the Chesapeake at Chesapeake Bay Maritime Museum
You’re invited to experience Winter on the Chesapeake at the Chesapeake Bay Maritime Museum on Saturday, Dec. 14. Held in conjunction with Christmas in St. Michaels, this festive celebration will feature live music, seasonal food and drink offerings, horse-drawn carriage rides, a Holiday Floral Arrangement Workshop, and a special presentation of the “One-Man Christmas Carol.”
Winter on the Chesapeake is included with general admission, which is always free for CBMM members. The festivities begin at noon with live music, visiting food vendors, and a bar featuring holiday cocktails on Fogg’s Landing, plus roaming carolers singing holiday favorites and hot cocoa and s’mores around our fire cauldrons.
From 1-5pm, you can enjoy a carriage ride through our 18-acre waterfront campus. Don’t miss the hands-on floral arrangement workshop with Amy Wilkins of Monteray Farms and actor Jimi Kinstle’s one-man rendition of the Charles Dickens classic “A Christmas Carol.”
After 5pm, there will free admission to view the St. Michaels Lighted Boat Parade, which begins at 6pm and passes CBMM’s campus. The exhibitions will be closed, but CBMM’s Museum Store, plus the restrooms and cocktail bar, will be open until 7:30pm. Stop by the Museum Store, located in the Welcome Center, before or after the parade to enjoy great deals and light refreshments.
Guests are encouraged to enter campus through the Welcome Center throughout the day. Please note the carriage rides, floral arrangement workshop, and all food and drinks require an additional fee.
Learn more here: https://cbmm.org/event/winter-on-the-chesapeake/
12/15 – Christmas at the Farm in Queenstown
Cookie Decorating and Hot Chocolate.
Tractor Train Ride
Farm Animals
Play Areas & Santa Claus
$15 per child.
Please make reservation: http://www.dominicsfarm.com
More Free and Paid Local Events
IMPORTANT: Event details frequently change! Please confirm details with event hosts before attending events.
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New Year’s Eve Kids Countdown
14028 Augustine Herman Highway 26101 Mead Rd, Federalsburg, MD, United StatesCelebrate New Year’s Eve with a fun, family-friendly countdown on December 31 from 5:30–7:30 PM! Admission includes a favor bag,...
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91st Annual Rescue Fire Company Train Garden
307 Gay Street 701 Meadow Ave, Cambridge, MD, United StatesThe Rescue Fire Company Train Garden returns in 2025 for its ninety-first consecutive year! Housed in the Old Firehouse on...
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New Year’s Eve Game Night at BCC
101 Bloomingdale Ave Federalsburg, MD, United StatesDo you have a game you've been wanting to play and you don't have enough players? Tonight's the night to...
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Easton’s Crab Drop
11 S Harrison St 101 Meadow Dr, Easton, MD, United StatesA New Year's Eve Celebration in the heart of Easton! The iconic crab drop returns on December 31st at 9pm...
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New Year’s Skate Night
301 Deep Shore Road 26101 Mead Rd, Federalsburg, MD, United StatesCelebrate the New Year at Camp Mardela! Come out for the first Friday night of 2026 to roll into the...
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Mix-it Up Monday
Kids Landing Playcare 115 Sallitt Drive, Suite D, Stevensville, MD, United StatesFREE WEEKLY EVENT! Kiddos mix a variety of materials for fun, creative play and explore unique textures: Reserve online in...
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Story Time
100 W Dover St Easton MD 21601For children ages birth - 5 years accompanied with an adult. Stories, songs and rhymes. No registration necessary.
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Mix-it Up Monday
Kids Landing Playcare 115 Sallitt Drive, Suite D, Stevensville, MD, United StatesFREE WEEKLY EVENT! Kiddos mix a variety of materials for fun, creative play and explore unique textures: Reserve online in...
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Afternoon Chess
100 W Dover St Easton, MD, United StatesFor ages 8-16. Learn and play chess! Snacks will be provided. Registration is required.View the event in the library's calendar.
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Mix-it Up Monday
Kids Landing Playcare 115 Sallitt Drive, Suite D, Stevensville, MD, United StatesFREE WEEKLY EVENT! Kiddos mix a variety of materials for fun, creative play and explore unique textures: Reserve online in...
Free
Note: These events are added directly from Facebook; all event information and images belong to the event creators, not Shore Kids Adventures.

