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Eastern Shore Fun

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Oyster Roasts Delmarva Eastern Shore 2022 Featured Photo
Delmarva Oyster Roasts: Fall and Winter 2026/’27 Good Times & Fun Events

Delmarva Oyster Roasts: Fall and Winter 2026/’27

In other parts of the world, the first chilly nights of autumn bring an end to outdoor festival season. But when cold winds start blowing here on Delmarva, it’s time to break out an extra layer or two and head out to slurp down bivalves and beer. There are dozens of oyster festivals between October and March--some outdoors, some indoors. Here are a few of…
August 24, 2026
Labor Day Events on the Delmarva Peninsula
The Labor Day Classics, 2026 Good Times & Fun Events

The Labor Day Classics, 2026

Labor Day weekend means classic Delmarva events. Think skipjack festival, crab derby, jazz funeral, and kazoo parade. If you subscribe to the Fundays newsletter, you already got this info in your email inbox. If you don’t subscribe, here ya’ go: The 79th (!) annual edition of the Hard Crab Derby in Crisfield, Md. runs Thu-Sun Sept 3-6. The Deal Island (Md). Skipjack Festival and Races…
August 22, 2026
Photo of Ocean City Boardwalk for Labor Day Riot Featured Photo
In 1960, the ‘Labor Day Riot’ Had a Mob of 2,500 Angry Teens Marching the Streets of Ocean City, Md. Way Back Machine

In 1960, the ‘Labor Day Riot’ Had a Mob of 2,500 Angry Teens Marching the Streets of Ocean City, Md.

This is one of the 44 “Strange and Wondrous Delmarva Tales” in my book titled You Wouldn’t Believe! More info on the book here. The incident that set off the Labor Day Riot in Ocean City, Md. began as a trifling affair. On the Saturday evening of Sept. 4, 1960, the owner of a boardwalk arcade got into a little spat with a young man…
August 4, 2026
Fox Trot Smith Island Featured Photo
News Flash, 1930s: The Fox Trot Sails into Controversy on Smith Island Way Back Machine

News Flash, 1930s: The Fox Trot Sails into Controversy on Smith Island

In April 1938, concerned citizens of Smith Island, Maryland sent a delegation to the mainland. The cause was urgent, a civic emergency that needed to be put before the Somerset County Council. Below is how a local newspaper told the story ...HEADLINE: Smith Island Holds Dance Craze is a Social Menace STORY: "Declaring a current 'dance craze' to be a social menace to their young…
July 15, 2026
Peach Festivals Delmarva Featured Photo
The 2026 Delmarva Peach Festival Season Is Here … Good Times & Fun Events

The 2026 Delmarva Peach Festival Season Is Here …

This is the link where you can go straight to info on seven different Delmarva peach festivals coming up in late July and August of 2026. But wait ... why peach festivals? Here is how I answer that question in my book, Shore Fun! The Delmarva Wanderer's Guide. It has easy-as-pie, snapshot info on 150+ annual events and 125+ fun destination on the Eastern Shore…
June 28, 2026