Maryland is full of charming small towns. While many of them are along the coast, others are hiding among the mountains, just waiting to be explored. Check out this western Maryland town that’s at its best during autumn. With great local restaurants, antiques, and scenery, you may never want to leave this beautiful area.

Oakland is just about as west as you can go in Maryland.

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This historic mountain town was formally incorporated in 1862. Here’s a look at the area in 1895.

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Today, Oakland is home to a charming downtown area that’s full of great local businesses.

Jon Dawson / Flickr

If you’re a lover of antiquing, you’ll want to head to the antique shops. Be sure to also check out the restaurants, many of which offer classic comfort food that’ll make you feel right at home.

Belinda H / TripAdvisor

Along with the downtown area, Oakland is also known for its nearby outdoor areas. Check out Swallow Falls State Park, which is home to a whole lot of scenic beauty, including the tallest free-falling waterfall in the state.

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And don’t miss out on Deep Creek Lake or any of the other scenic lakes all around. Fall foliage takes these stunning spots to a whole other level!

Surya Sundari P / TripAdvisor

Lastly, Oakland is also full of railroad history. If you know a history buff, bring them here and enjoy learning about the past.

Flickr / David Brossard

For more information about the town of Oakland, Maryland click on the website below. Enjoy your adventures in this mountain town!

Flickr / Jimmy Emerson, DVM

For more information about Oakland, Maryland, visit the town website.

Google Maps

Wikimedia Commons

Jon Dawson / Flickr

Belinda H / TripAdvisor

BackyardProduction / Getty Images

Surya Sundari P / TripAdvisor

Flickr / David Brossard

Flickr / Jimmy Emerson, DVM

For help planning your autumn adventures, click on: The Best Times And Places To View Fall Foliage In Maryland!

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Address: Oakland, MD 21550, USA