|National Hard Crab Derby and Fair in Crisfield|
Pop culture event with media and comics guests, cosplayers, costume contest, retailers, exhibitors, show exclusives, panel discussions, and more!
Maryland State Fair (Timonium)
No other event provides so much food, fun & family entertainment for so little: tame & thrilling rides; classic Fair & local farm fresh food; livestock, horse, farm, garden & home arts exhibits, live thoroughbred racing; Ntl. & local concerts.
National Hard Crab Derby and Fair (Crisfield)
Includes crab races and crab picking contests, a parade, boat docking, a carnival, arts and crafts, seafood, entertainment and fireworks.
Maryland Renaissance Festival (Annapolis)
The region’s premier outdoor event and second largest Renaissance Festival in the country is celebrating its 40th season at Revel Grove. Weekends through Oct 23.
Western Maryland Street Rod Roundup (Cumberland)
Event is sponsored by The Western Maryland Street Rod Association, Inc.
Deal Island Skipjack Races and Island Fest (Deal Island)
Parades, 5k, bike races, fair, local food, the blessing of the boats, Miss Skipjack contest & the legendary Skipjack race on Labor Day as boats & hard working crews battle to be the "fastest in the fleet."
St. Michael's Art League Labor Day Show "Under the Tent" (St. Michaels)
This two day Art Show is free to public and includes Art for Sale. Spend your Labor Day Weekend in historic downtown St. Michaels viewing art, and meeting artists and art enthusiasts. Held rain or shine.
Don McLean Concert (Chesapeake Beach)
Rock the Dock Concert Series at Chesapeake Beach Resort & Spa. Don McClean achieved superstardom after his song "American Pie" hit #1 and eventually was inducted into the Grammy Hall of Fame.
Come From Away (D.C.)
One of the most anticipated theater offerings of the year, David Hein’s and Irene Sankoff’s Broadway-bound musical makes its East Coast premiere in Washington after selling out two engagements out West. The story revolves around the terrorist attacks of Sept. 11, 2001, when planes were diverted to a small town in Canada.
Charity Boat Auction (St. Michaels)
The live auction begins at 11am where more than 100 boats—ranging in size and performance from sailing dinghies to cabin cruisers, and more.
Ellicott City Labor Day Running Classic (Ellicott City)
Family event takes place at the Shrine of St. Anthony. The 10k is a challenging, competitive run through scenic Western Ellicott City Countryside. The 5K is on roads and trails on the property. 13th Year.
Labor Day Indoor Flea Market (Westminster)
More than 200 spaces of crafts, flea market items, collectibles, and more. Food available all day.
Maugansville Pride Days (Maugansville)
Craft Vendors, Food, Baked Goods, Kids Activities. Experience Maugansville Ice Cream. Enjoy all day free entertainment and free parking. 36th Annual Event.
Defenders Day at North Point (Fort Howard)
Defenders’ Day at North Point Reenactment & Commemoration honors the Battle of North Point, part of the defense of Baltimore, when British troops invaded in 1814.
Dick Dale (Annapolis)Dick Dale invented surf music in the 1950s. Not the '60's as is commonly believed. He was given the title "King of the Surf Guitar" by his fellow surfers with whom he surfed from sun-up to sun-down.
First Sunday Arts Festival (Annapolis)
Enjoy live entertainment and peruse the work of 100 local and regional artists as you stroll along the first block of West Street and Calvert Street.
Pig Roast Benefit (Thurmont)
Pulled pork, brisket, sides. Live Music. Benefits Catoctin High School's Music and Drama Departments. $20 for 21 and older (includes food, glass of wine). $10 for 20 and under(includes food). 3rd Annual Event.