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Holiday events in Charlestown, MD

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The Party of the Year: GATSBY
Friday at 8:30 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
The Party of the Year: GATSBY
Friday at 8:30 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
Chris Pinnella: Christmas Hits & All-Time Classics
Fri, Nov 28, 8:00 PM
Havre de Grace · The STAR Centre
Chris Pinnella: Christmas Hits & All-Time Classics
Fri, Nov 28, 8:00 PM
Havre de Grace · The STAR Centre
Holiday Sip & Shop "Between The Vines"
Sun, Dec 14, 12:00 PM
Chesapeake City · 237 Bohemia Manor Farm Ln
Holiday Sip & Shop "Between The Vines"
Sun, Dec 14, 12:00 PM
Chesapeake City · 237 Bohemia Manor Farm Ln
Just added!
The Havre De Grace Christmas Spectacular Presented by the STAR Centre
Fri, Dec 12, 8:00 PM
Havre de Grace · The STAR Centre
Just added!
The Havre De Grace Christmas Spectacular Presented by the STAR Centre
Fri, Dec 12, 8:00 PM
Havre de Grace · The STAR Centre
The STAR Centre presents: Santa’s Circus
Sat, Dec 20, 8:00 PM
Havre de Grace · The STAR Centre
The STAR Centre presents: Santa’s Circus
Sat, Dec 20, 8:00 PM
Havre de Grace · The STAR Centre
Chesapeake Inn Santa Dinner with Friends • Dec 21
Sun, Dec 21, 5:00 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
Chesapeake Inn Santa Dinner with Friends • Dec 21
Sun, Dec 21, 5:00 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
Selling quickly
Ceramic Christmas Tree Paint & Sip
Today at 1:00 PM
Aberdeen · Route 22 Hatchet House
Selling quickly
Ceramic Christmas Tree Paint & Sip
Today at 1:00 PM
Aberdeen · Route 22 Hatchet House
NYE Ballroom Bash 2026 at Chesapeake Inn!
Wed, Dec 31, 8:00 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
NYE Ballroom Bash 2026 at Chesapeake Inn!
Wed, Dec 31, 8:00 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
New Years Eve Deck Party 2026 at Chesapeake Inn!
Wed, Dec 31, 8:00 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
New Years Eve Deck Party 2026 at Chesapeake Inn!
Wed, Dec 31, 8:00 PM
Chesapeake City · Chesapeake Inn Restaurant & Marina
Selling quickly
Brunch With The Grinch & Bumble!
Sun, Dec 14, 10:30 AM
Newark · Timothy's of Newark, Creek View Road, Newark, DE, USA
Selling quickly
Brunch With The Grinch & Bumble!
Sun, Dec 14, 10:30 AM
Newark · Timothy's of Newark, Creek View Road, Newark, DE, USA
Sunday Brunch With Santa & Mrs. Claus
Sun, Dec 21, 10:00 AM
Chesapeake City · 237 Bohemia Manor Farm Ln
Sunday Brunch With Santa & Mrs. Claus
Sun, Dec 21, 10:00 AM
Chesapeake City · 237 Bohemia Manor Farm Ln
Pretty in Pink | Women-Owned Business Holiday Market
Sat, Dec 6, 11:00 AM
Middletown · St. Anne's Golf Links
Pretty in Pink | Women-Owned Business Holiday Market
Sat, Dec 6, 11:00 AM
Middletown · St. Anne's Golf Links
6th Annual Holiday Makers Market & Photo Op with Santa - FREE ADMISSION
Sat, Nov 22, 9:00 AM
Oxford · Redmans Hall
6th Annual Holiday Makers Market & Photo Op with Santa - FREE ADMISSION
Sat, Nov 22, 9:00 AM
Oxford · Redmans Hall
Thanksgiving In The Tank Room
Thu, Nov 27, 10:00 AM + 1 more
Chesapeake City · 237 Bohemia Manor Farm Ln
Thanksgiving In The Tank Room
Thu, Nov 27, 10:00 AM + 1 more
Chesapeake City · 237 Bohemia Manor Farm Ln
Holiday Paint and Sip - Choose Your Design
Sun, Dec 7, 2:00 PM
Landenberg · Paradocx Vineyard
Holiday Paint and Sip - Choose Your Design
Sun, Dec 7, 2:00 PM
Landenberg · Paradocx Vineyard
Just added!
Franklin Street Holiday Market @ La Banque de Fleuve
Sat, Dec 13, 11:00 AM
Havre de Grace · La Banque de Fleuve-Wedding Reception Venue
Just added!
Franklin Street Holiday Market @ La Banque de Fleuve
Sat, Dec 13, 11:00 AM
Havre de Grace · La Banque de Fleuve-Wedding Reception Venue
Santa Brunch with Friends • DEC 6, 13, & 20
Sat, Dec 6, 10:00 AM + 5 more
Chesapeake City · Chesapeake Inn Restaurant & Marina
Santa Brunch with Friends • DEC 6, 13, & 20
Sat, Dec 6, 10:00 AM + 5 more
Chesapeake City · Chesapeake Inn Restaurant & Marina
Holiday Cookie Decorating at In Jest Events
Sun, Dec 7, 3:00 PM
Newark · 212 Murray Rd
Holiday Cookie Decorating at In Jest Events
Sun, Dec 7, 3:00 PM
Newark · 212 Murray Rd
A Content Holiday Party
Sun, Dec 7, 3:00 PM
Newark · The Fifth Media
A Content Holiday Party
Sun, Dec 7, 3:00 PM
Newark · The Fifth Media
Bubbles & Pearls New Year's Eve Party
Wed, Dec 31, 9:00 PM
Chesapeake City · 237 Bohemia Manor Farm Ln
Bubbles & Pearls New Year's Eve Party
Wed, Dec 31, 9:00 PM
Chesapeake City · 237 Bohemia Manor Farm Ln

Trends in Charlestown

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Frequently asked questions about Charlestown

What are the best events to attend?

According to Eventbrite, the best events are:

Chris Pinnella: Christmas Hits & All-Time Classics

Holiday Sip & Shop "Between The Vines"

The Havre De Grace Christmas Spectacular Presented by the STAR Centre

The STAR Centre presents: Santa’s Circus

Which events are currently trending in Charlestown?

The trending searches this month in Charlestown are:

events happening near me

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Ceramic Christmas Tree Paint & Sip

The Party of the Year: GATSBY

6th Annual Holiday Makers Market & Photo Op with Santa - FREE ADMISSION

Thanksgiving In The Tank Room