A Dickens of a Christmas Weekend
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Artistic rendering โ€“ Event may differ

A Dickens of a Christmas Weekend

Step back in time to experience a Victorian holiday extravaganza in historic Chestertown, Maryland. This two-day event transports visitors to 1840s London with a festive atmosphere, complete with entertainment, home tours, artisan markets, and delicious food. Don't miss the chance to visit Santa, enjoy carriage rides, and perhaps even participate in the 'Run Like the Dickens' 5K.

What to Expect

Victorian holiday festival inspired by Charles Dickens

Know Before You Go

  • Tickets: $$$ โ€“ Get tickets
  • Pets: No pets allowed (service animals welcome)

Other Christmas Events Near Chestertown

Local Insight & Ratings

Family Friendly

๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ (5/5)

Best For

Families, history enthusiasts, shoppers

Vibe

Festive, historic, charming, community-oriented

Energy Level

Moderate

Budget

$$$

Photo Friendly

๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท (4/5)

Weather Sensitivity

Moderate

Special Events & Promotions

  • Dress like the Dickens
  • Run Like the Dickens 5K
  • Victorian Tea
  • Holiday House Tour
  • Creepy Little Christmas presentation

Tags

Victorian Christmasholiday marketfamily friendlySanta visitstheaterfood trucksstreet foodtrain rideshorse drawn carriagescommunity celebration

Location

Downtown Chestertown
211 High Street
Chestertown, MD
21620

Event Details

Duration

Two days

Ages

All ages

Neighborhood

Downtown Chestertown

Timed Entry

No

Featured Performers

  • KCHS Band
  • Garnet Elementary Chorus
  • Chester River Chorale
  • The Devils Brigade
  • Oโ€™McPub Band
  • Baltimore Pipe Band
  • Jimi Kinstle
  • Ashton

Organizer

Main Street Chestertown

Food & Drink

Food vendors, beer, wine, hot cider, mulled wine, and non-alcoholic beverages available.

Quick Actions

Tips & Advice

  • Consider purchasing tickets for the Holiday House Tour and Victorian Tea in advance, as they are popular and may sell out.
  • Dress in layers and wear comfortable walking shoes, as you'll be exploring historic homes and outdoor areas throughout the event.
  • Arrive early on Saturday to participate in the 'Run Like the Dickens' 5K or the Kids Dash before the main festivities begin.
  • Bring cash for artisan vendors and food trucks, as not all may accept credit cards.
  • Embrace the theme by dressing in Victorian attire for a more immersive and fun experience.

Frequently Asked Questions

What are the dates and times for A Dickens of a Christmas?

The event takes place on Friday, December 5th, 2025, from 5 PM to 9 PM, and Saturday, December 6th, 2025, from 7 AM to 5 PM.

Is there an admission fee for the event?

While many activities are free, some attractions like the Holiday House Tour and Victorian Tea require separate ticket purchases.

Where is the event located?

The event is held throughout Downtown Chestertown, Maryland, with specific activities centered around High Street and Fountain Park.

What kind of food and drink will be available?

Attendees can enjoy a variety of food vendors, including oysters, and a beverage tent serving beer, wine, hot cider, and mulled wine.

Can I bring my pet to the event?

No pets are allowed, but service animals are welcome.

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.

Contributors & Updates

Last Updated: Nov 2, 2025
Original Submitter: Sep 17, 2025 The Christmas Events Near Me editorial team

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