Things to Do IN CHESTERTOWN

Welcome to Chestertown! Check out the latest events in town. Explore by location, trending searches, top organisers, and more. Whether you're a local, new to the area, or cruising through, there's no shortage of unique things to do.

Top activities in Chestertown and Online

Your plans, made easy. Check out the most popular things to do in Chestertown and online.

Adventurous Scavenger Hunt! - Centreville‘s Quaint Quest

Today at 8:00 AM + 135 more events

305 Chesterfield Ave • Centreville, MD

Starts at $14.99

Let's Roam Scavenger Hunt Adventures

11.6k followers

New York City Bus trip

Fri, Dec 12, 6:30 AM

3510 Woodsdale Rd • Abingdon, MD

Free

Laura Snyder Home Group

13 followers

MPB - Middle River Lighted Boat Parade-Family Friendly

Sat, Nov 29, 4:00 PM

Maryland Party Boat Charters • Essex, MD

Starts at $12.51

Maryland Party Boat

844 followers

The HdG Green Team presents: Windshipped: Sail Freight Comes to the 21st Ce

Wed, Jan 14, 7:00 PM

Cultural Center at the Opera House • Havre de Grace, MD

Free

The City of Havre de Grace

53 followers

B’MORE HILLS

Sat, Nov 15, 8:00 AM

Lake Montebello • Baltimore, MD

Free

B’More Hills

208 followers

Career Fair: Exclusive Tech Hiring Event-New Tickets Available

Fri, Dec 5, 2025 9:00 AM PST (-08:00)

Free

Tech Career Fair

63.5k followers

NASA’s X-59 First Flight

Free

NASA

126.8k followers

Research Learning Lectures

Free

NIHR Associate PI Scheme

1.5k followers

Top activities in Chestertown and Online

Your plans, made easy. Check out the most popular things to do in Chestertown and online.

Adventurous Scavenger Hunt! - Centreville‘s Quaint QuestAdventurous Scavenger Hunt! - Centreville‘s Quaint Quest

New York City Bus tripNew York City Bus trip

MPB - Middle River Lighted Boat Parade-Family FriendlyMPB - Middle River Lighted Boat Parade-Family Friendly

The HdG Green Team presents: Windshipped: Sail Freight Comes to the 21st CeThe HdG Green Team presents: Windshipped: Sail Freight Comes to the 21st Ce

B’MORE HILLSB’MORE HILLS

Career Fair: Exclusive Tech Hiring Event-New Tickets AvailableCareer Fair: Exclusive Tech Hiring Event-New Tickets Available

NASA’s X-59 First FlightNASA’s X-59 First Flight

Research Learning LecturesResearch Learning Lectures

Adventurous Scavenger Hunt! - Centreville‘s Quaint Quest

New York City Bus trip

MPB - Middle River Lighted Boat Parade-Family Friendly

The HdG Green Team presents: Windshipped: Sail Freight Comes to the 21st Ce

B’MORE HILLS

Career Fair: Exclusive Tech Hiring Event-New Tickets Available

NASA’s X-59 First Flight

Research Learning Lectures