Beautiful view of Chris Greene lake in Charlottesville with a background of fall foliage

Cities that Offer the Best Fall Foliage

Fall is quickly approaching and nothing excites Fall lovers more than beautiful scenery. The fall season is full of golden-orange colored leaves covering the ground like a blanket, mountain and hill-lined cities and cooler weather. These cozy cities offer the best of the best for an awesome autumn getaway or a new comfy home.

Charlottesville, Virginia

Charlottesville is a quaint Virginia city nestled along the Blue Ridge Mountains. Charlottesville offers a glimpse into the past with its historic Monticello mansion and University of Virginia campus. Residents and visitors alike enjoy outdoor activities including hiking, camping and apple and peach harvesting. Charlottesville is home to many apple and peach orchards, wineries, and old-fashioned-styled restaurants and pubs.

Beautiful view of Chris Greene lake in Charlottesville with a background of fall foliage

Greenville, South Carolina

Greenville offers a cozy downtown area that doesn’t disappoint and it’s no wonder it has made our list. The city’s Main Street is lined with beautiful scenery including a river walk. Surrounding this upstate city are over 30 waterfalls as well as numerous state parks and mountains. The city also holds a plethora of fall festivals including an arts and crafts parade annually.

A beautiful view of Falls Park Waterfall which flows through downtown Greenville.

Boston, Massachusetts

Boston is well-known for its mid-September fall foliage. From its gorgeous maple trees, to the breathtaking lagoon in Boston’s Public Garden and the Esplanade park, there is plenty to do in this New England town when fall rolls around. Boston also offers a number of trolley and fall foliage tours that are sure to give you a taste of the woodsy season.

Kayak on Charles River Esplanade in Boston.

Aspen, Colorado

Of course Aspen would get a spot on our list, it’s named after a tree! This world renowned city, famous for its ski destinations, is one of the best cities in the nation to explore fall foliage. The aspen trees literally turn golden-yellow mid-to-late September and early October and provide beautiful scenery for those lucky enough to visit the snowy city. Aspen residents and visitors can enjoy the Aspen Filmfest, the Golden Leaf Half Marathon and the city’s annual Mac and Cheese Festival along with long walks in its many mountains.

Fall foliage in Aspen, CO.

Oakland, Maryland

Oakland is a gorgeous city with an array of fall scenery. While in Oakland, you can enjoy the turning of the leaves at Swallow Falls State Park where the Youghiogheny River offers a lovely backdrop to hundreds of oak, aspen, pine and hickory trees. The city hosts its annual Autumn Glory Festival and a Halloween hayride along the lake every October.

Oakland, MD volunteer Fire Dept. at the city's annual Autumn Glory Parade
photo courtesy of Deep Creek/Garrett County

Saint Helens, Oregon

Saint Helens not only offers great fall foliage, it also allows 90s babies to relive their childhood! Remember that Disney movie series Halloweentown? Parts of the movies were filmed in Saint Helens, and every October the city transforms into the beloved, mystical town we all adored.

The streets of St. Helens decorated for their annual Spirit of Halloweentown celebrations.

Upper Peninsula, Michigan

Surrounded by Lake Superior, Lake Michigan and Lake Huron, Upper Peninsula is a great destination for leaf peeping. Upper Peninsula’s largest cities include Marquette, Houghton, and Escanaba. This icy region has over 300 natural waterfalls, over 20 state parks and is also known for its lighthouses along the three Great Lakes surrounding it. Visitors can also go on the Upper Peninsula Fall Colors tour that includes chair lift rides.

Scenic view of Tahquamenon Falls in Upper Peninsula, Michigan.

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Mahogany is a Content Marketing Coordinator for In her spare time, Mahogany enjoys reading, writing poetry, blogging, traveling, and loves a good southern idiom. Mahogany is also a certified Reiki practitioner and enjoys all things supernatural.

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