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

Wilmer Park 23 May 2026

Schooner SULTANA Public Sails 2026-May

Chestertown Marina 2 May 2026

The United States Navy Band Country Current at Chestertown Tea Party Festival

High Street Chestertown, Md. 21620 23 May 2026

Solstice Celebration

Wilmer Park 27 Jun 2026

Saturday in the Park!

Wilmer Park 30 May 2026

Schooner SULTANA Public Sails 2026-June

Chestertown Marina 26 Jun 2026

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

The Shanty Beach Bar at Tolchester Marina 30 May 2026

Schooner SULTANA Public Sails 2026-July

Chestertown Marina 24 Jul 2026

Rt 50 live at Rolph’s Wharf Sandbar!

Rolph's Wharf Sandbar 24 May 2026

Schooner SULTANA Public Sails 2026-August

Chestertown Marina 14 Aug 2026

Grape Expectations: Brampton 1860 “Mexico Reimagined”

25227 Chestertown Rd 28 May 2026

Schooner SULTANA Public Sails 2026-September

Chestertown Marina 4 Sep 2026

Run for the Aces Poker Run 2026

Jel-leefish Joel's 9 Jul 2026

Full Moon Haze @ Rolphs Wharf

ROLPHS WHARF MARINA 30 May 2026

KCMS Title I Presents!! Community FAMILY FUN Night Out! 2026

Kent County Middle School, East Campus Avenue, Chestertown, MD, USA 5 Jun 2026

Drawing the Line: Visual Journaling — The Identity Series (4 sessions)

Artist Michael Bell Studio & Workshops 7 May 2026

Danny Paisley and the Southern Grass

Chestertown Volunteer Fire Co 27 Jun 2026

Kent County Pedals & Picnic

Chestertown, Maryland 24 May 2026

Red, White, and MOO Memorial Day Weekend Market — Running W Farm

10263 Worton Rd, Chestertown, MD 23 May 2026

Oysters and Indians Public Paddle - 2026 - Sultana Education Foundation

Stillpond Creek 19 Sep 2026