Labor Day Weekend is a the perfect opportunity to make even more summer memories in Maryland. Here’s a list of ideas to get you inspired.
1 Maryland State Fair 2019, Timonium
August 22-September 2, 2019
No other event provides so much food, fun and family entertainment for so little: tame and thrilling rides, classic and local foods, livestock, farm, garden, home exhibits, thoroughbred racing; live national concerts. It's more than the Maryland State Fair, it's a culture.
2 Maryland Renaissance Festival, Crownsville/Annapolis
Weekends Aug. 24-Oct. 20, 2019
If you think four centuries back isn’t Ye Olde Enough for you....check out the annual Maryland Renaissance Festival in Crownsville near Annapolis.
More about Maryland Renaissance Festival
1821 Crownsville Road
Annapolis, MD 21401
3 Ocean City Hotel Week
August /September 2019
Take advantage of this extra opportunity to enjoy Ocean City, with great discounts on hotels (excludes Labor Day weekend) and more. Enjoy a little more fun in the OC sun!
More about Ocean City Hotel Week
4001 Coastal Highway
Ocean City, MD 21842
4 National Hard Crab Derby & Fair, Crisfield
August 28-September 2, 2019
The 71st Annual National Hard Crab Derby & Fair will be a crab-extravaganza with crab races, crab picking and crab cooking. In addition, there will be boat docking contests, parade, games, rides, fireworks, arts/crafts, live entertainment and of course - fabulous seafood!
More about National Hard Crab Derby
Crisfield, MD 21817
5 Western Maryland Street Rod Roundup, Cumberland
August 30- September 1, 2019
Spend Labor Day Weekend at the Allegany County Fairgrounds for The Western Maryland Street Rod Roundup. It's three days of high octane fun in Cumberland.
Allegany County Fairgrounds
More about Western Maryland Street Rod Roundup
11490 Moss Avenue
Cumberland, MD 21502
6 Monty Alexander Jazz Festival, Easton
August 30-September 1, 2019
Send off summer with the scintillating sounds of jazz at this Labor Day favorite. Ten years in and growing every summer, make the trip once, and this one is sure to become an annual tradition. You won’t want to miss this classic concert, also make sure to check out our Summer of Music page for more great music festivals and concerts.
More about Monty Alexander Jazz Festival
40 E Dover St
Easton, MD 21601
7 Deal Island Skipjack Races & Island Festival
August 31 - September 2, 2019
Deal Island is The Real Deal! The festival will include parades, a fair, local food, car show, live music, the blessing of the boats, Smith Island Skiff Race and the legendary Skipjack Race - where boats and hard working crews battle to be the "fastest in the fleet."
More about Deal Island Skipjack Races and Island Fest
Deal Island Harbor
Deal Island, MD 21821
8 Park Exploration & Get Into Nature Weekend, Big Pool
August 31- September 2, 2019
Bring your family and friends to explore the natural side of Fort Frederick State Park with self-guided and staff-led outdoor nature and recreation activities for all.
More about Park Exploration Weekend at Fort Frederick
11100 Fort Frederick Rd
Big Pool, MD 21711
9 End of Summer Family Fun
We may be in the “R” months, but you don’t have to let your summer slip away. The water is still warm, the sun is still shining, and Maryland is definitely the place to be in September; with the kids not back in school until after Labor Day, you can enjoy a longer Summer. Check out our September's Summer Sendoff page for other great family fun suggestions.
10 More Labor Day Ideas
Sounds like a lot to do, but there’s always more in Maryland! For more great Labor Day getaways, check out our Events Calendar.