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

Wilmer Park 23 May 2026

2026 Chestertown Pride Festival!

413 S Cross Street, 21620 2 May 2026

Schooner SULTANA Public Sails 2026-May

Chestertown Marina 2 May 2026

The Spongebob Musical

Garfield Center for the Arts at the Prince Theatre 17 Apr 2026

Saturday in the Park!

Wilmer Park 30 May 2026

LHM debuts @ The Shanty Beach Bar at Tolchester Marina! (Chestertown, MD)

The Shanty Beach Bar at Tolchester Marina 30 May 2026

GCA Presents "The Spongebob Musical" NEW DATES

Garfield Center for the Arts at the Prince Theatre 1 May 2026

Sultana's Annual Gala, May 9, 2026

Clovelly Farm 9 May 2026

Rt 50 live at Rolph’s Wharf Sandbar!

Rolph's Wharf Sandbar 24 May 2026

Schooner SULTANA Public Sails 2026-June

Chestertown Marina 26 Jun 2026

Schooner SULTANA Public Sails 2026-August

Chestertown Marina 14 Aug 2026

Schooner SULTANA Public Sails 2026-July

Chestertown Marina 24 Jul 2026

Schooner SULTANA Public Sails 2026-September

Chestertown Marina 4 Sep 2026

Loveboat Yacht Rock at the Shanty Bar at Tolchester Marina

The Shanty Beach Bar at Tolchester Marina 4 Sep 2026

Kent County Pedals & Picnic

Chestertown, Maryland 24 May 2026

Drawing the Line: Visual Journaling — The Identity Series

Artist Michael Bell Studio & Workshops 7 May 2026

Movie & Arts Night: Drop-Off Studio Experience for Kids in Chestertown

Artist Michael Bell Studio & Workshops 15 May 2026

Grape Expectations: Brampton 1860 “Mexico Reimagined”

25227 Chestertown Rd 28 May 2026

JJBB at the Shanty Beach Bar at Tolchester Marina

The Shanty Beach Bar at Tolchester Marina 15 May 2026

Saints, Sinners & Surface — A 5-Hour Abstract Collaboration Art Experience

Artist Michael Bell Studio & Workshops 16 May 2026