Looking for fun things to do in Maryland this fall? Explore upcoming festivals, family activities, seasonal attractions, and weekend outings from October 15 through Thanksgiving 2026.
Updated October 15, 2026
Fall is one of the most beautiful times of year in Maryland, and there’s still plenty to enjoy before Thanksgiving!
Whether you’re planning a family weekend, looking for something fun to do with teenagers, organizing a date night, or simply hoping to get outside, Maryland has something for everyone.
We’ve rounded up upcoming fall festivals, pumpkin patches, outdoor adventures, and community events across Howard County, Harford County, Baltimore, and the rest of Maryland.
Maryland Fall Events: October 16–18, 2026
Maryland Fall Home & Garden and Craft Show — Timonium
October 16–18 | Baltimore County
Enjoy home improvement exhibits, crafts, seasonal shopping, and family-friendly activities at the Maryland State Fairgrounds.
A great option for adults, couples, and families looking for an indoor fall outing.
Fall Festival at Summers Farm — Middletown
Through November 1 | Frederick County
Enjoy pumpkins, a corn maze, outdoor games, and seasonal farm activities at Summers Farm.
This is a fun choice for families with younger children, teenagers, or groups of friends.
Pumpkin & Fall Festivale at Clark’s Elioak Farm — Ellicott City
Through November 8 | Howard County
Clark’s Elioak Farm offers pumpkin-themed fun, farm animals, and attractions inspired by Maryland’s original Enchanted Forest.
Especially good for families with younger children.
Maryland Fall Events: October 22–25, 2026
Ocean City Sunfest — Ocean City
October 22–25 | Worcester County
Ocean City Sunfest brings arts, crafts, live music, food vendors, and family activities to the Ocean City Inlet.
Admission to the festival grounds is free, making this a wonderful option for a fall day trip or weekend getaway.
Halloween Activities and Fall Fun Through Early November
Maple Border Farm Corn Maze — White Hall
Through October 31 | Harford County
Enjoy a seasonal corn maze and an outdoor fall experience in northern Harford County.
A fun idea for families or a group of teenagers looking for something different.
Ghost Tours of Historic Frederick — Frederick
Select dates through November 28 | Frederick County
Explore historic Frederick while learning about local legends and spooky stories.
This could be a fun fall outing for older teens, college students, couples, and adults.
Pumpkin & Fall Festivale — Ellicott City
Through November 8 | Howard County
Still haven’t made it to a pumpkin patch? Clark’s Elioak Farm continues its seasonal activities into November, giving families extra time to enjoy the festivities.
Maryland Events: November 7–15, 2026
OysterFest — St. Michaels
November 7 | Talbot County
Celebrate Eastern Shore traditions with oysters, maritime activities, and waterfront scenery.
A great idea for couples, friends, and adults who enjoy exploring Maryland’s coastal towns.
Waterfowl Festival — Easton
November 13–15 | Talbot County
The annual Waterfowl Festival celebrates Eastern Shore culture with wildlife art, demonstrations, food, shopping, and activities for children.
It’s a wonderful way to explore downtown Easton while enjoying a unique Maryland tradition.
Maryland Irish Festival — Timonium
November 13–15 | Baltimore County
The Maryland Irish Festival returns to the Maryland State Fairgrounds with traditional music, dancing, food, vendors, and cultural activities.
This indoor festival is a great option for adults and families looking for something fun as the weather gets cooler.
Maryland Events: November 21–26, 2026
Union Mills Christkindlmarkt — Westminster
November 21 | Carroll County
Enjoy a German-inspired holiday market at the historic Union Mills Homestead.
This is a lovely way to transition from fall into the holiday season, with opportunities to browse handcrafted gifts and seasonal items.
More Fall Activities in Howard County, Harford County & Baltimore
Not every fall outing needs to be a scheduled festival. If you’re looking for something more flexible, these local destinations are worth visiting.
Howard County
- Centennial Park — Enjoy a scenic walk around Centennial Lake.
- Larriland Farm — Check seasonal picking opportunities and farm activities.
- Clark’s Elioak Farm — A favorite for younger children.
Harford County
- Lohr’s Orchard — Visit for seasonal produce, cider, and fall treats.
- Brad’s Farm Market — Shop for pumpkins and fresh produce.
- Rocks State Park — Explore wooded trails and beautiful autumn scenery.
Baltimore County
- Weber’s Cider Mill Farm — Enjoy seasonal farm attractions and fall treats.
- Oregon Ridge Nature Center — Take a peaceful nature walk.
- Irvine Nature Center — Explore trails and nature-based activities.
Where to Find More Maryland Fall Events
Looking for additional activities or something happening on a specific weekend?
The Maryland Office of Tourism Events Calendar is a helpful resource for finding upcoming festivals, concerts, outdoor activities, and community events throughout the state.
Please note: Event dates, admission fees, and activities can change. Visit each organizer’s website before attending.
A Little Reminder to Enjoy the Season
At Crystal Waters Counseling Centers, we believe that making time for connection, fun, and enjoyable experiences is an important part of emotional well-being.
Whether you’re visiting a pumpkin patch with your children, exploring a festival with friends, taking a walk with your teenager, or simply enjoying a quiet afternoon outdoors, these moments can help us reconnect with what matters.
You don’t have to attend every event or fill every weekend.
Sometimes, one enjoyable afternoon is enough.
From all of us at Crystal Waters Counseling Centers, we hope you find a little time to enjoy the beauty of fall in Maryland!
Crystal Waters Counseling Centers provides counseling for children and teens, college students, and adults, including support for anxiety, depression, and life transitions. We offer in-person counseling in Columbia and White Marsh, Maryland, and virtual therapy throughout the state. Meet our therapists or contact us to learn more.
