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find holiday events for everyone on your list.

Travel & outdoor events in Chester, MD

Search for something you love or check out popular events in your area.

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Awesome Scavenger Hunt! - Kent Narrows Watery Scene
Today at 8:00 AM + 165 more
Grasonville · 3116 Main St
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Awesome Scavenger Hunt! - Kent Narrows Watery Scene
Today at 8:00 AM + 165 more
Grasonville · 3116 Main St
Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt
Today at 8:00 AM + 87 more
Saint Michaels · 200 Cherry St
Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt
Today at 8:00 AM + 87 more
Saint Michaels · 200 Cherry St
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Naval Academy Audio Tour: Legends, Landmarks & Legacy in Anne Arundel
Annapolis · Jeannette Monument
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Naval Academy Audio Tour: Legends, Landmarks & Legacy in Anne Arundel
Annapolis · Jeannette Monument
New Years Eve Cruise 2026
Wed, Dec 31, 10:00 PM
Annapolis · 680 Americana Dr
New Years Eve Cruise 2026
Wed, Dec 31, 10:00 PM
Annapolis · 680 Americana Dr
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An Epic Scavenger Hunt! - Easton‘s Exciting Expedition
Today at 8:00 AM + 96 more
Easton · 36 W Dover St
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An Epic Scavenger Hunt! - Easton‘s Exciting Expedition
Today at 8:00 AM + 96 more
Easton · 36 W Dover St
Annapolis Signet Snatch: A Ken Clever Mystery Game
Today at 11:00 AM + 89 more
Annapolis · 186 Prince George St
Annapolis Signet Snatch: A Ken Clever Mystery Game
Today at 11:00 AM + 89 more
Annapolis · 186 Prince George St
⁠Mindful Wellness Walk in Annapolis
Today at 11:00 AM + 341 more
Annapolis · Brown Mustache Coffee, LLC
⁠Mindful Wellness Walk in Annapolis
Today at 11:00 AM + 341 more
Annapolis · Brown Mustache Coffee, LLC
Amazing Annapolis Amazing Race & Tour
Today at 11:00 AM + 41 more
Annapolis · Brown Mustache Coffee, LLC
Amazing Annapolis Amazing Race & Tour
Today at 11:00 AM + 41 more
Annapolis · Brown Mustache Coffee, LLC
Amazing Annapolis Scavenger Hunt
Today at 11:00 AM + 341 more
Annapolis · Brown Mustache Coffee, LLC
Amazing Annapolis Scavenger Hunt
Today at 11:00 AM + 341 more
Annapolis · Brown Mustache Coffee, LLC
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Naval Academy Audio Tour: Legends & Landmarks of Anne Arundel Unveiled
Annapolis · Worden Field
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Naval Academy Audio Tour: Legends & Landmarks of Anne Arundel Unveiled
Annapolis · Worden Field
Annapolis Scavenger Hunt: Let’s Roam Red Bricks & Blue Views!
Today at 8:00 AM + 71 more
Annapolis ·
Annapolis Scavenger Hunt: Let’s Roam Red Bricks & Blue Views!
Today at 8:00 AM + 71 more
Annapolis ·
Annapolis epic fun-filled scavenger hunt! - Red Bricks & Blue Views!
Today at 8:00 AM + 87 more
Annapolis · 100 State Cir
Annapolis epic fun-filled scavenger hunt! - Red Bricks & Blue Views!
Today at 8:00 AM + 87 more
Annapolis · 100 State Cir
Annapolis Murder Mystery: Catch the Killer!
Today at 10:00 AM + 308 more
Annapolis · 101 State Cir
Annapolis Murder Mystery: Catch the Killer!
Today at 10:00 AM + 308 more
Annapolis · 101 State Cir
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Puzzling Adventures Scavenger Hunt - Annapolis
Today at 2:00 PM + 149 more
Annapolis · Recommended Parking to Begin Adventure
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Puzzling Adventures Scavenger Hunt - Annapolis
Today at 2:00 PM + 149 more
Annapolis · Recommended Parking to Begin Adventure
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Adventurous Scavenger Hunt! - Centreville‘s Quaint Quest
Today at 8:00 AM + 131 more
Centreville · 305 Chesterfield Ave
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Adventurous Scavenger Hunt! - Centreville‘s Quaint Quest
Today at 8:00 AM + 131 more
Centreville · 305 Chesterfield Ave
St. Michaels, Maryland Amazing Race & Tour
Today at 11:00 AM + 41 more
Saint Michaels · Skipjack's St. Michaels
St. Michaels, Maryland Amazing Race & Tour
Today at 11:00 AM + 41 more
Saint Michaels · Skipjack's St. Michaels
St. Michaels, Maryland Scavenger Hunt
Today at 11:00 AM + 341 more
Saint Michaels · Skipjack's St. Michaels
St. Michaels, Maryland Scavenger Hunt
Today at 11:00 AM + 341 more
Saint Michaels · Skipjack's St. Michaels
Amazing Scavenger Hunt! - Dundalk Dazzling Dash
Today at 8:00 AM + 127 more
Dundalk · North Point State Battlefield
Amazing Scavenger Hunt! - Dundalk Dazzling Dash
Today at 8:00 AM + 127 more
Dundalk · North Point State Battlefield
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Adventurous Scavenger Hunt! - Chesapeake Charm & Coastal Quest
Today at 8:00 AM + 123 more
Chesapeake Beach · 4155 Mears Ave
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Adventurous Scavenger Hunt! - Chesapeake Charm & Coastal Quest
Today at 8:00 AM + 123 more
Chesapeake Beach · 4155 Mears Ave
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MPB - Middle River Lighted Boat Parade-Family Friendly
Saturday at 4:00 PM
Essex · Maryland Party Boat Charters
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MPB - Middle River Lighted Boat Parade-Family Friendly
Saturday at 4:00 PM
Essex · Maryland Party Boat Charters

Trends in Chester

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Frequently asked questions about Chester

What are the best events to attend?

According to Eventbrite, the best events are:

Naval Academy Audio Tour: Legends, Landmarks & Legacy in Anne Arundel

New Years Eve Cruise 2026

Annapolis Signet Snatch: A Ken Clever Mystery Game

⁠Mindful Wellness Walk in Annapolis

Which events are currently trending in Chester?

The trending searches this month in Chester are:

craft fairs near chester maryland

cheese the day charcuterie workshop

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Awesome Scavenger Hunt! - Kent Narrows Watery Scene

Amazing Scavenger Hunt! - St. Michaels‘ Maritime Mischief Hunt

An Epic Scavenger Hunt! - Easton‘s Exciting Expedition

Annapolis Scavenger Hunt: Let’s Roam Red Bricks & Blue Views!