7 Small Towns In Maryland That Come Alive In The Fall- World Atlas
Oakland
As a small town with an idyllic setting, Oakland is tucked between mountains in Southern Garrett County near the Deep Creek Lake. There are many reasons to believe this town is the perfect fall destination in Maryland; from scenic mountain parks and wildlife adapting to fall leaves, like the Swallow Falls State Park and Bradford Park, to a vibrant art scene in the Oakland arts & entertainment district. Engage in park activities at Deep Creek Lake State Park overlooking the Deep Creek Lake and flanked by fall trees.
Take a walk or bike on the Oakland Heritage Trail or 88 Bridge walking/biking trail to observe the wonders of the changing season, red leaves, and refreshing air. While here, travel through time at the Garrett County Museum of Transportation and Oakland B&O Railroad Museum. Take part in the town’s annual Autumn Glory Festival, celebrating fall foliage with several musical performances and art for visitors.
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Thurmont is a small town, 10 miles from the Pennsylvania border, with a picture-perfect view at Catoctin Mountain Park, with space for everyone to explore. You can hike or cycle through the Catoctin Mountains or learn about wildlife, observing about 600 wildlife animals at the Catoctin Wildlife Preserve and Zoo.
Cunningham Falls State Park, which has the largest cascading waterfalls in Maryland, spans nearly 43 acres and is known for its picturesque landscape that shines even better in fall. The lake provides recreational activities, including fishing, hiking, hunting, and camping. Visit one of Thurmont’s orchards, like the Pryors Orchard or the Catoctin Mountain Orchard, which allows visitors to pick fruits while soaking in the classic fall foliage in the small town.
Chesapeake City
This enchanting small town is registered on the National Register of Historic Places for its notable landmarks like the C&D Canal Museum, excellent 19th-century architecture, and historic sites like the Chesapeake City Historic District. The town also rests at the northern end of the Chesapeake Bay, the largest estuary in the United States. It has a working commercial canal and is laden with abundant natural paths that change with the season.
Chesapeake City offers visitors a relaxing walk or drive through the Ben Cardin Recreational Trail or Chesapeake Wine Trails — a taste of fun and wine. You can spend all day wowing about fall foliage or discover arts, antiques, trendy wear, and ornaments in these high-spirited downtown shops like Belle on Bohemia and Old Gray Mare and Chick’s.
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