December 1 -2, 2023
Proceeds benefit Main Street Chestertown
Experience Historic Chestertown’s
Victorian Holiday Extravaganza
Step back into 1840’s London and experience the holiday season as Charles Dickens imagined it.
This two day event includes carriage rides, entertainment, home tour,
food, book talks, merchandise, and more.
And don’t forget to come dressed like the dickens!
Join us in the charm of the holiday season!
Main Street Chestertown welcomes thousands of residents and visitors
for its 6th annual Dickens of a Christmas during this two-day celebration of the season.
“Christmas, and the end of the year, is definitely a time when people try their hardest to begin afresh, a good time; a kind, forgiving, charitable, pleasant time; when men and women seem by one consent to open their shut-up hearts freely.”
– Charles Dickens
Friday, December 1st
5 – 8pm, downtown Chestertown
Enjoy an evening filled with oysters, food vendors, beer, wine, and bonfires! We will have our opening ceremony and listen to KCHS Jazz Band, Garnet Elementary Chorus, and end the night with a jam session from Dell Foxx Company!
Enjoy vituals from the following vendors:
Chester River Spicerie
Occasions Catering
Fish Whistle at the Granary
Happy Chicken Bakery
Oysters by Jim Thiess
Don’t forget to visit Santa!
On Saturday from 10AM to 1PM,
Santa will be waiting for children
to visit him with their Christmas wishes
in his house in Fountain Park!
Saturday, December 2nd
Combo Tickets
Join us in for a festive and enchanting holiday experience at the Dickens of a Christmas event. Immerse yourself in the magical atmosphere as the town transforms into a Victorian wonderland. With our combo ticket, you’ll have access to both the Holiday House Tour and the Second Seating of the Victorian Tea. Explore the charming streets adorned with twinkling lights, indulge in delicious seasonal treats, and enjoy Chestertown’s unique Victorian architecture. Don’t miss out on this unforgettable event that will transport you back in time to a Christmas of yesteryear. Get your combo ticket now and make memories that will warm your heart for years to come!
Holiday House Tour 10am-1:30pm (Ticket pick up at The Bank)
Victorian Tea 1:30pm-3:00pm (Watershed Alley)
Tickets available for purchase starting 10/15/23.
Small Stage Schedule
10:30 O’McPub Band
11:30 Jimi Kinstle: One Man Christmas Carol
12:45 O’McPub Band
1:30-2:45 Comedy by Robert Mac
7AM – 9AM
Run Like the Dickens!
Start and finish near The Kitchen at the Imperial.
8AM – 12PM
Chestertown Farmers’ Market
Enjoy the award winning Chestertown Farmers’ Market on the 300 block of High Street!
12PM – 5:30PM
Beverage Tent Opens!
Serving beer, wine, hot cider, mulled wine, and non-alcoholic beverages!
10AM – 1PM
Children’s Activities at Stepne Station
Santa’s House Open in Fountain Park
10AM – 2PM
Holiday House Tour
Explore beautifully adorned homes, each exuding its unique festive charm. Immerse yourself in the warm ambiance and enchanting decor that captures the spirit of the holidays in downtown Chestertown.
Tickets available for purchase starting 10/15/23.
10AM – 2:45PM
Dickens Performers
Enjoy acts such as O’ McPub Band, Jimmy Kinstle One-Man Show, and more!
10AM – 4PM
Heritage Village in The Bank
Come visit the Silhouette Artist, Flower Pressing, and much more!
10:30AM, 1:30PM
Victorian Holiday Tea at The Watershed
Enjoy a proper English tea from Victorian servers.
Tickets available for purchase starting 10/15/23.
11AM, 2PM
Book Talks organized by The Bookplate at the Raimond Cultural Center
11AM – 5PM
Food vendors open
Enjoy vituals from Chester River Spicerie, Occasions Catering, Fish Whistle at the Granary, Happy Chicken Bakery, and Oysters by Jim Thiess
1PM – 4PM
Carriage Rides
Boarding on Memorial Row!
Tickets available for purchase starting 10/15/23.
The Epic Finale You’ve Been Waiting For
Enjoy our headling acts that’ll have you dancing, cheering, and begging for an encore.
2:45PM – 3:30PM
The Baltimore Pipe Band
3:30PM – 3:45PM
The Baltimore Pipe Band & The American Rogues
3:45PM – 5:30PM
The American Rogues
Looking to Volunteer?
Send us a message to get involved!
How to dress like the Dickens
Join us in your very best
Victorian attire!
Don’t have an outfit? Check out our costume shop! Located at the Carriage House
(behind The Kitchen)
Docents, Hosts & Musicians
Docents, Hosts & Musicians
Open to all VIP’s (volunteers, performers, etc)
Open to the public
Open to the public
Looking to Sponsor?
Send us a message to get involved!
2023 CORPORATE SPONSORS
Chestertown, Maryland was founded in 1706. It was established as a port town and played a significant role in the colonial era, serving as a bustling trade hub along the Chester River. Today, Chestertown retains much of its historic charm and is known for its well-preserved 18th-century architecture and vibrant cultural scene. Thanks for checking us out!
office@mainstreetchestertown.org
PHONE
(410) 778-2991
OFFICE
Chestertown Town Hall
118 N. Cross Street
Chestertown MD 21620
MAILING ADDRESS
PO Box 427
Chestertown MD 21620
Main Street Chestertown would not be possible without the support of our partners:
