What are the top free Events happening in Chestertown?

Here are the top free Events in Chestertown:: - Aunt Sarah’s Playground 3rd Annual Community Easter Egg Hunt is happening on Sat 04 Apr 2026 from 1:00 PM onwards at Wilmer Park, South Cross Street, Chestertown, MD, USA - Book Talk - Wil Haywood is happening on Sun 22 Mar 2026 from 2:00 PM onwards at Sultana's Holt Center, Chestertown - Mindfulness In nature is happening on Sat 04 Apr 2026 from 9:30 AM onwards at Lawrence Wetlands Preserve, Chestertown - A Birdwatcher’s Journey; How Birds Have Changed My Life and My Garden is happening on Sat 28 Mar 2026 from 2:00 PM onwards at Lawrence Wetlands Preserve, Chestertown - KCMS Title 1 Presents FAMILY Reading Paint Night & Party is happening on Thu 23 Apr 2026 from 5:30 PM onwards at Kent County Middle School, East Campus Avenue, Chestertown, MD, USA

What are the Events happening in Chestertown This Weekend March 20-22 2026?

Here are the Events happening this weekend March 20-22 2026 in Chestertown:: - Spring Fling is happening on Fri 20 Mar 2026 from 7:00 PM onwards at Garfield Center for the Arts, Chestertown - Free Concert With Pam Ortiz & Karen Sommerville is happening on Fri 20 Mar 2026 from 7:00 PM onwards at 207 S Cross St, Chestertown, MD 21620-1512, United States - Book Talk - Wil Haywood is happening on Sun 22 Mar 2026 from 2:00 PM onwards at Sultana's Holt Center, Chestertown - Author Event - Wil Haygood is happening on Sun 22 Mar 2026 from 2:00 PM onwards at Sultana Education Foundation, Chestertown - Hannah Montana 20th Anniversary Music Class - Adults Only is happening on Sat 21 Mar 2026 from 1:00 PM onwards at 115 S Lynchburg St, Suite D, Chestertown, MD, United States, Maryland 21620

What are the top Events happening in Chestertown?

Here are the top Events in Chestertown:: - The 30th Annual Chestertown Tea Party Distance Classic Race and Run for Radcliffe (5K & 10-Mile Run) is happening on Sat 23 May 2026 from 8:00 AM onwards at Wilmer Park, Chestertown - The Spongebob Musical is happening on Fri 17 Apr 2026 from 7:00 PM onwards at Garfield Center for the Arts at the Prince Theatre, Chestertown - Saturday in the Park! is happening on Sat 30 May 2026 from 12:00 PM onwards at Wilmer Park, Chestertown - Sultana's Annual Gala, May 9, 2026 is happening on Sat 09 May 2026 from 6:00 PM onwards at Clovelly Farm, Chestertown - Schooner SULTANA Public Sails 2026-May is happening on Sat 02 May 2026 from 11:00 AM onwards at Chestertown Marina - Rt 50 live at Rolph’s Wharf Sandbar! is happening on Sun 24 May 2026 from 2:00 PM onwards at Rolph's Wharf Sandbar, Chestertown - Schooner SULTANA Public Sails 2026-September is happening on Fri 04 Sep 2026 from 5:00 PM onwards at Chestertown Marina - Schooner SULTANA Public Sails 2026-July is happening on Fri 24 Jul 2026 from 5:00 PM onwards at Chestertown Marina - Schooner SULTANA Public Sails 2026-June is happening on Fri 26 Jun 2026 from 5:00 PM onwards at Chestertown Marina - Schooner SULTANA Public Sails 2026-August is happening on Fri 14 Aug 2026 from 5:00 PM onwards at Chestertown Marina

What are the Events happening in Chestertown this March 2026?

Here are the Events happening in Chestertown in March 2026 :: - Toddler Time - Fridays on the Farm is happening on Fri 20 Mar 2026 from 10:00 AM onwards at Sultana Education Foundation - Holt Center, Chestertown - Grape Expectations: Brampton 1860 “A Taste of the Emerald Isle” is happening on Thu 26 Mar 2026 from 6:00 PM onwards at 25227 Chestertown Rd - Spring Fling is happening on Fri 20 Mar 2026 from 7:00 PM onwards at Garfield Center for the Arts, Chestertown - Free Concert With Pam Ortiz & Karen Sommerville is happening on Fri 20 Mar 2026 from 7:00 PM onwards at 207 S Cross St, Chestertown, MD 21620-1512, United States - Book Talk - Wil Haywood is happening on Sun 22 Mar 2026 from 2:00 PM onwards at Sultana's Holt Center, Chestertown

All Events in Chestertown, MD, Today and Upcoming Events in Chestertown, MD

AllEvents · 2026-03-18T01:58:17+00:00

Discussions and comments about this category

Events in Chestertown

Sat, 23 May, 2026 - 08:00 AM

The 30th Annual Chestertown Tea Party Distance Classic Race and Run for Radcliffe (5K & 10-Mile Run)

Wilmer Park

42+ Interested
Fri, 17 Apr, 2026 - 07:00 PM

The Spongebob Musical

Garfield Center for the Arts at the Prince Theatre

USD 18
Sat, 30 May, 2026 - 12:00 PM

Saturday in the Park!

Wilmer Park
Sat, 09 May, 2026 - 06:00 PM

Sultana's Annual Gala, May 9, 2026

Clovelly Farm

USD 200
Sat, 02 May, 2026 - 11:00 AM

Schooner SULTANA Public Sails 2026-May

Chestertown Marina

USD 23
Sun, 24 May, 2026 - 02:00 PM

Rt 50 live at Rolph’s Wharf Sandbar!

Rolph's Wharf Sandbar

206+ Interested
Fri, 04 Sep, 2026 - 05:00 PM

Schooner SULTANA Public Sails 2026-September

Chestertown Marina

USD 23
Fri, 14 Aug, 2026 - 05:00 PM

Schooner SULTANA Public Sails 2026-August

Chestertown Marina

USD 23
Fri, 26 Jun, 2026 - 05:00 PM

Schooner SULTANA Public Sails 2026-June

Chestertown Marina

USD 23
Fri, 24 Jul, 2026 - 05:00 PM

Schooner SULTANA Public Sails 2026-July

Chestertown Marina

USD 23
Fri, 20 Mar, 2026 - 10:00 AM

Toddler Time - Fridays on the Farm

Sultana Education Foundation - Holt Center

51+ Interested
Thu, 09 Jul, 2026 - 04:00 PM

Run for the Aces Poker Run 2026

Jel-leefish Joel's

342+ Interested
Thu, 26 Mar, 2026 - 06:00 PM

Grape Expectations: Brampton 1860 “A Taste of the Emerald Isle”

25227 Chestertown Rd

USD 98
Sat, 19 Sep, 2026 - 10:00 AM

Oysters and Indians Public Paddle - 2026 - Sultana Education Foundation

Stillpond Creek

USD 12
Sat, 04 Apr, 2026 - 01:00 PM

Aunt Sarah’s Playground 3rd Annual Community Easter Egg Hunt

Wilmer Park, South Cross Street, Chestertown, MD, USA

Free
Fri, 20 Mar, 2026 - 07:00 PM

Spring Fling

Garfield Center for the Arts

30+ Interested
Fri, 20 Mar, 2026 - 07:00 PM

Free Concert With Pam Ortiz & Karen Sommerville

207 S Cross St, Chestertown, MD 21620-1512, United States
Sun, 05 Apr, 2026 - 02:00 PM

Easter Elegant Afternoon Tea at Brampton 1860

25227 Chestertown Rd

USD 29
Sun, 22 Mar, 2026 - 02:00 PM

Book Talk - Wil Haywood

Sultana's Holt Center

Free
Sun, 24 May, 2026 - 02:00 PM

Justin Taylor | Chestertown MD

Jel-leefish Joel's

10+ Interested
Sun, 12 Apr, 2026 - 10:00 AM

Washington College Field Hockey Spring Prospect Day

Washington College

USD 98
Sun, 25 Oct, 2026 - 10:00 AM

Waterfowl and Foliage Public Paddle - 2026- Sultana Education Foundation

Rileys Mill Landing

USD 12
Sun, 14 Jun, 2026 - 01:00 PM

RSD’s Debut on the SAND!

Jel-leefish Joel's
Sun, 22 Mar, 2026 - 02:00 PM

Author Event - Wil Haygood

Sultana Education Foundation

19+ Interested
Sun, 31 May, 2026 - 01:00 PM

Whisky Train at JelLEEfish Joel's

Jel-leefish Joel's
Sat, 04 Apr, 2026 - 09:30 AM

Mindfulness In nature

Lawrence Wetlands Preserve

Free
Sun, 10 May, 2026 - 02:00 PM

Mother's Day Elegant Afternoon Tea at Brampton 1860

25227 Chestertown Rd

USD 29
Sat, 21 Mar, 2026 - 01:00 PM

Hannah Montana 20th Anniversary Music Class - Adults Only

115 S Lynchburg St, Suite D, Chestertown, MD, United States, Maryland 21620
Sat, 28 Mar, 2026 - 02:00 PM

A Birdwatcher’s Journey; How Birds Have Changed My Life and My Garden

Lawrence Wetlands Preserve

Free
Sun, 26 Apr, 2026 - 02:00 PM

Sundae Sunday Fundraiser

Stam’s Luncheonette

73+ Interested
Thu, 23 Apr, 2026 - 05:30 PM

KCMS Title 1 Presents FAMILY Reading Paint Night & Party

Kent County Middle School, East Campus Avenue, Chestertown, MD, USA

Free
Fri, 20 Mar, 2026 - 05:00 PM

Bloom into Spring: Yoga + Flower Bar Pop-Up

932 Washington Avenue, Chestertown, MD, United States, Maryland 21620

29+ Interested
Sat, 18 Apr, 2026 - 09:00 AM

Kent Ag Center Spring Auction & Family Fun Day

21349 Tolchester Beach Rd, Chestertown, MD

149+ Interested
Fri, 15 May, 2026 - 07:00 PM

Experience the Bay with Chesapeake Scenes

Lawrence Wetlands Preserve

Free
Fri, 02 Oct, 2026 - 06:00 PM

Ink & Indie 2026 - Author Signing Event

The Bank

26+ Interested
Thu, 19 Mar, 2026 - 10:30 AM

Wilmer Park Homeschool Recess

Wilmer Park
Fri, 03 Apr, 2026 - 05:00 PM

Campbell and Furneisen Law Anniversary Celebration!

210 S. Cross St, Chestertown, MD, United States, Maryland 21620

73+ Interested
Sat, 15 Aug, 2026 - 05:00 PM

Kicking off HOT AUGUST NIGHTS at FairLEE’s!!

FairLee’s Restaurant & Bar

6+ Interested
Sat, 03 Oct, 2026 - 10:00 AM

Ink & Indie 2026 - Author Signing Event

211 High St

USD 61

All Upcoming events

in Chestertown, MD

Events in Chestertown

Events in Chestertown

The 30th Annual Chestertown Tea Party Distance Classic Race and Run for Radcliffe (5K & 10-Mile Run)

The Spongebob Musical

Saturday in the Park!

Sultana's Annual Gala, May 9, 2026

Schooner SULTANA Public Sails 2026-May

Rt 50 live at Rolph’s Wharf Sandbar!

Schooner SULTANA Public Sails 2026-September

Schooner SULTANA Public Sails 2026-August

Schooner SULTANA Public Sails 2026-June

Schooner SULTANA Public Sails 2026-July

Toddler Time - Fridays on the Farm

Run for the Aces Poker Run 2026

Grape Expectations: Brampton 1860 “A Taste of the Emerald Isle”

Oysters and Indians Public Paddle - 2026 - Sultana Education Foundation

Aunt Sarah’s Playground 3rd Annual Community Easter Egg Hunt

Spring Fling

Free Concert With Pam Ortiz & Karen Sommerville

Easter Elegant Afternoon Tea at Brampton 1860

Book Talk - Wil Haywood

Justin Taylor | Chestertown MD

Washington College Field Hockey Spring Prospect Day

Waterfowl and Foliage Public Paddle - 2026- Sultana Education Foundation

RSD’s Debut on the SAND!

Author Event - Wil Haygood

Whisky Train at JelLEEfish Joel's

Mindfulness In nature

Mother's Day Elegant Afternoon Tea at Brampton 1860

Hannah Montana 20th Anniversary Music Class - Adults Only

A Birdwatcher’s Journey; How Birds Have Changed My Life and My Garden

Sundae Sunday Fundraiser

KCMS Title 1 Presents FAMILY Reading Paint Night & Party

Bloom into Spring: Yoga + Flower Bar Pop-Up

Kent Ag Center Spring Auction & Family Fun Day

Experience the Bay with Chesapeake Scenes

Ink & Indie 2026 - Author Signing Event

Wilmer Park Homeschool Recess

Campbell and Furneisen Law Anniversary Celebration!

Kicking off HOT AUGUST NIGHTS at FairLEE’s!!

Ink & Indie 2026 - Author Signing Event

Trending Events in Chestertown-MD

Events from nearby cities

Trending events from nearby cities

FAQs

Here are the top free Events in Chestertown:

Here are the Events happening this weekend March 20-22 2026 in Chestertown:

Here are the top Events in Chestertown:

Here are the Events happening in Chestertown in March 2026 :

Explore more in Chestertown

Explore Events in Nearby Cities