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 08:00 + 176 more events

305 Chesterfield Ave • Centreville, MD

Starts at $14.99

Let's Roam Scavenger Hunt Adventures

11.4k followers

New York City Bus trip

Fri, Dec 12, 06:30

3510 Woodsdale Rd • Abingdon, MD

Free

Laura Snyder Home Group

MPB - Middle River Lighted Boat Parade-Family Friendly

Sat, Nov 29, 16:00

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, 19:00

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

Free

The City of Havre de Grace

47 followers

If you Travel & Live Luxe in Baltimore, MD, You Need to Own a Travel Biz!

Tue, Nov 11, 19:30 + 3 more events

Hilton Garden Inn Baltimore/White Marsh • Baltimore, MD

Free

Alycia G, TravelGardenerAdventures.com

1.1k followers

Baltimore Tourism Association November 2025 Member Meeting

Thu, Nov 13, 08:30

The Baltimore Convention Center • Baltimore, MD

Free

Baltimore Tourism Association

190 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

Lean Global Connection 2025

Thu, Nov 13, 2025 2:00 PM UTC (+00:00)

Lean Global Network

2.7k 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

If you Travel & Live Luxe in Baltimore, MD, You Need to Own a Travel Biz!If you Travel & Live Luxe in Baltimore, MD, You Need to Own a Travel Biz!

Baltimore Tourism Association November 2025 Member MeetingBaltimore Tourism Association November 2025 Member Meeting

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

Lean Global Connection 2025Lean Global Connection 2025

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

If you Travel & Live Luxe in Baltimore, MD, You Need to Own a Travel Biz!

Baltimore Tourism Association November 2025 Member Meeting

Career Fair: Exclusive Tech Hiring Event-New Tickets Available

Lean Global Connection 2025