May
W21
- Bone Health Strategies May 21-June 25
- Author Event - Henry Corrigan
T22
F23
- Chestertown Tea Party Block Party
- Chestertown Weekend 2025 – Scenic Cycling, Music & More!
S24
- Schooner SULTANA Public Sails 2025-May
- Class of 1980 Tea Party Meet Up
- The 29th Annual Chestertown Tea Party Distance Classic Race and Run for Radcliffe (5K & 10-Mile Run)
S25
- Rt. 50 at Rolphs Wharf
- Kent County Pedals & Picnic
M26
- RiverArts at the Memorial Day Parade
- Greatest Memorial Day Yard Sale!
T27
W28
- Cousins Maine Lobster 🦞 at Chestertown - Kent Plaza
T29
F30
S31
- Oysters and Indians Public Paddle - 2025 - Sultana Education Foundation
- Saturday in the Park
- Jewelry River’s Runway Affair
- FREE YOGA WEEKEND at Slack Tide Yoga Studio
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Jun
S1
M2
T3
W4
- June in Bloom Exhibition
T5
F6
S7
- Wisdom Through Horses Kids Camp - Session 1
S8
M9
- Kids Summer Camp With Horses - Full Week Session
T10
W11
- Author Event - Chris Filstrup
T12
- Watercolor for Beginners
- DPC presents A Night in New Orleans
F13
- HEROES OF THE CHESAPEAKE - JUNETEENTH BLOCK PARTY
- June in Bloom Artist Talk
S14
- Tattoo flash event!!! 💙⚓️
- Young Horse Show
S15
M16
T17
- Washington College Field Hockey High School Summer League
W18
T19
F20
S21
- The new Vice Squad rocks Rolphs Wharf.

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Chestertown Tea Party Block Party

Wilmer Park

Fri, 23 May
Oysters and Indians Public Paddle - 2025 - Sultana Education Foundation

Stillpond Creek

Sat, 31 May
HEROES OF THE CHESAPEAKE - JUNETEENTH BLOCK PARTY

Fountain Park

Fri, 13 Jun
Saturday in the Park

Wilmer Park

Sat, 31 May
Cousins Maine Lobster 🦞 at Chestertown - Kent Plaza

711 Washington Ave, Chestertown, MD 21620

Wed, 28 May
Wisdom Through Horses Kids Camp - Session 1

7886 Airy Hill Rd, Chestertown, MD

Sat, 07 Jun

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Memorial Day Events in Chestertown

Rt. 50 at Rolphs Wharf

ROLPHS WHARF MARINA

Sun, 25 May
RiverArts at the Memorial Day Parade

High St, Chestertown, MD 21620, United States

Mon, 26 May
Chestertown Weekend 2025 – Scenic Cycling, Music & More!

Washington College

23-26 May
Greatest Memorial Day Yard Sale!

504A Morgnec Road

Mon, 26 May

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A Night With An Intuitive

Chestertown

Thu, 26 Jun
Rt. 50 at Rolphs Wharf

ROLPHS WHARF MARINA

Sun, 25 May
Ink & Indie - Book Signing Event - 2025 - Saturday | Main Signing Event

The Bank

Sat, 04 Oct
Tattoo flash event!!! 💙⚓️

516 Morgnec Road, Chestertown, MD

Sat, 14 Jun
Schooner SULTANA Public Sails 2025-May

Chestertown Marina

24-25 May
Author Event - Chris Filstrup

Lawrence Wetlands Preserve, 301 S. Mill St, Chestertown, MD

Wed, 11 Jun

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