St. Mary's County
Fall Trip Planning Guide
Fall in St. Mary's means breathtaking leaves, warm apple cider, perfectly plump pumpkins, and, of course, the iconic U.S. Oyster Festival! This guide will help you plan the perfect autumn getaway as St. Mary's turns to stunning shades of orange, red, and yellow, with crisp weather, pumpkin patches, corn mazes, warm drinks, and special memories just waiting to be made.
Autumn in the Outdoors
Explore corn mazes, pumpkin patches and fall treats throughout the county at Forrest Hall Farm, Dixon Family Farm and Lyon Family Farms or find delicious, local produce at one of the local farmers markets. Stop by Southern Maryland's largest corn maze at Bowles Farms for their 26th year on weekends from September 26th to October 31st!
St. Mary's County Fair
Enjoy four days of fun from September 24th to September 27th with rides, games, food, vendors, music, and so much more. Meet all sorts of farm animals in the barns, and browse the handiwork that's been entered into a variety of competitions including home arts, farm and garden, arts and crafts.
Leonardtown, known as "A Most Convenient Place", has plenty to do during the fall season. Check out the fall-themed First Fridays, Scarecrow Stroll and the Monster Mash Bash!
New Haunted Maze in St. Mary's County
Looking for something scary during the Halloween season? Join Barefoot Farms for Field of Screams! Get that heart racing through the haunted nature trail or grab some goodies from one of the wonderful vendors.
2nd Annual Pumpkin Festival
Join Dixon Family Farm for a festive autumn celebration filled with fun, flowers, and fall flavors on October 24th!
Getting Hungry? Taste the county's food and drink specialties from local restaurants, food trucks, caterers and craft beverage makers at the Taste of St. Mary's on September 19th!
Find your Perfect Place to Stay
If you want convenient and affordable, we’ve got it! There are extended-stay hotels, romantic weekend getaways and plenty of rooms with a view.
Taste the Craft Beverage Trail
Let your taste buds bloom in St. Mary's with handcrafted beer, wine, cider, and spirits. With artisans crafting everything from beer and wine to cider and coffee, there's no shortage of flavor on the trail! Try the trail in one place at the Thirsty Thursday at avid Hotelon September 10th!
See Maryland International Raceway's biggest and fastest race of the year at the 30th annual Haltech World Cup Finals from November 4th through 8th! Tickets are on sale now but sell out fast.
Check this page regularly to see what fall favorite events are happening soon!
