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Fairlee
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Events and Things to do in Fairlee, MD

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Country in the Quarters
Sun, Aug 16, 3:00 PM
Middle River · Tarr Family Farm
Country in the Quarters
Sun, Aug 16, 3:00 PM
Middle River · Tarr Family Farm
Sales end soon
Lotus Paddle 1 - 2026 - Sultana Education Foundation
Wednesday at 9:00 AM
Kennedyville · Turner's Creek
Sales end soon
Lotus Paddle 1 - 2026 - Sultana Education Foundation
Wednesday at 9:00 AM
Kennedyville · Turner's Creek
2026 Downrigging Tall Ship Sails: SATURDAY OCT 31 (morning), 10:30am-1:00pm
Sat, Oct 31, 10:30 AM
Chestertown · Chestertown Marina
2026 Downrigging Tall Ship Sails: SATURDAY OCT 31 (morning), 10:30am-1:00pm
Sat, Oct 31, 10:30 AM
Chestertown · Chestertown Marina
Mojo Car Show 2026
Sun, Aug 2, 12:00 PM
Edgewood · Cunion Field
Mojo Car Show 2026
Sun, Aug 2, 12:00 PM
Edgewood · Cunion Field
Oysters and Indians Public Paddle - 2026 - Sultana Education Foundation
Sat, Sep 19, 10:00 AM
Chestertown · Stillpond Creek
Oysters and Indians Public Paddle - 2026 - Sultana Education Foundation
Sat, Sep 19, 10:00 AM
Chestertown · Stillpond Creek
2026 Downrigging Tall Ship Sails: FRIDAY OCT 30, 2:30pm-5:00pm
Fri, Oct 30, 2:30 PM
Chestertown · Chestertown Marina
2026 Downrigging Tall Ship Sails: FRIDAY OCT 30, 2:30pm-5:00pm
Fri, Oct 30, 2:30 PM
Chestertown · Chestertown Marina
2026 BBQ and Brews
Sat, Sep 5, 12:00 PM
Chestertown · 7281 Wilkins Ln
2026 BBQ and Brews
Sat, Sep 5, 12:00 PM
Chestertown · 7281 Wilkins Ln
2026 Downrigging Tall Ship Sails: SATURDAY OCT 31 (afternoon),2:30pm-5:00pm
Sat, Oct 31, 2:30 PM
Chestertown · Chestertown Marina
2026 Downrigging Tall Ship Sails: SATURDAY OCT 31 (afternoon),2:30pm-5:00pm
Sat, Oct 31, 2:30 PM
Chestertown · Chestertown Marina
30th & Final Chestertown Jazz Festival
Sat, Sep 12, 12:00 PM
Chestertown · Wilmer Park
30th & Final Chestertown Jazz Festival
Sat, Sep 12, 12:00 PM
Chestertown · Wilmer Park
The Cove Girls Drag Show: Sparrows Point
Sat, Aug 8, 6:00 PM
Sparrows Point · The Cove
The Cove Girls Drag Show: Sparrows Point
Sat, Aug 8, 6:00 PM
Sparrows Point · The Cove
2026 Downrigging Tall Ship Sails: SUNDAY NOV 1, 1:00pm-3:30pm
Sun, Nov 1, 1:00 PM
Chestertown · Chestertown Marina
2026 Downrigging Tall Ship Sails: SUNDAY NOV 1, 1:00pm-3:30pm
Sun, Nov 1, 1:00 PM
Chestertown · Chestertown Marina
Allmond Heritage Foundation Crabfeast Fundraiser
Sat, Aug 15, 2:00 PM
Essex · Confetti's Event Center
Allmond Heritage Foundation Crabfeast Fundraiser
Sat, Aug 15, 2:00 PM
Essex · Confetti's Event Center
Predicamos: Palabra viva, una voz en misión
Fri, Aug 21, 7:00 PM
Edgemere · 7517 North Point Rd
Predicamos: Palabra viva, una voz en misión
Fri, Aug 21, 7:00 PM
Edgemere · 7517 North Point Rd
2026 Sultana Downrigging Festival Music Village Passes
Chestertown · Chestertown Marina
2026 Sultana Downrigging Festival Music Village Passes
Chestertown · Chestertown Marina
Waterfowl and Foliage Public Paddle - 2026- Sultana Education Foundation
Sun, Oct 25, 10:00 AM
Chestertown · Rileys Mill Landing
Waterfowl and Foliage Public Paddle - 2026- Sultana Education Foundation
Sun, Oct 25, 10:00 AM
Chestertown · Rileys Mill Landing
Connections by Design :The Connections Begin
Sat, Aug 15, 1:00 PM
Edgewood · 500 Edgewood Rd suite 105
Connections by Design :The Connections Begin
Sat, Aug 15, 1:00 PM
Edgewood · 500 Edgewood Rd suite 105
Crab Feast 2026 @ Wise Ave Volunteer Fire Company
Sat, Aug 8, 6:00 PM
Dundalk · Wise Avenue Volunteer Fire Co
Crab Feast 2026 @ Wise Ave Volunteer Fire Company
Sat, Aug 8, 6:00 PM
Dundalk · Wise Avenue Volunteer Fire Co
Going fast
Schooner SULTANA Public Sails 2026-August
Fri, Aug 14, 5:00 PM
Chestertown · Chestertown Marina
Going fast
Schooner SULTANA Public Sails 2026-August
Fri, Aug 14, 5:00 PM
Chestertown · Chestertown Marina
All White & Demin Yacht Party Ft. Still Familiar
Sun, Aug 16, 1:00 PM
Essex · 1901 Old Eastern Ave
All White & Demin Yacht Party Ft. Still Familiar
Sun, Aug 16, 1:00 PM
Essex · 1901 Old Eastern Ave
Pink Femme & Verdant Chartreuse
Thu, Aug 13, 3:00 PM
Chestertown · Brittland Manor
Pink Femme & Verdant Chartreuse
Thu, Aug 13, 3:00 PM
Chestertown · Brittland Manor

1 of 500

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Trends in Fairlee

Explore more trends

1. Free back to school supply giveaway registration

Explore more trends

Frequently asked questions about Fairlee

What are the best events to attend?

According to Eventbrite, the best events are:

Country in the Quarters

2026 Downrigging Tall Ship Sails: SATURDAY OCT 31 (morning), 10:30am-1:00pm

Oysters and Indians Public Paddle - 2026 - Sultana Education Foundation

2026 Downrigging Tall Ship Sails: FRIDAY OCT 30, 2:30pm-5:00pm

Which events are currently trending in Fairlee?

The trending searches this month in Fairlee are:

free back to school supply giveaway registration

Which events are coming up?

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

Lotus Paddle 1 - 2026 - Sultana Education Foundation

Mojo Car Show 2026

The Cove Girls Drag Show: Sparrows Point

Crab Feast 2026 @ Wise Ave Volunteer Fire Company

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