Wintertime doesn’t have to mean the end of adventuring. In fact, wintertime is the most magical time to travel, especially when it comes to the snowiest town in Maryland. The following spot offers holiday events as well as other winter events, natural wonders, and much more. Read on, grab your winter travel essentials, and enjoy this winter wonderland right here in the Old Line State.

Oakland is the westernmost town in the state of Maryland.

Google Maps

This town is known for its railroad history, annual Autumn Glory Festival, and of course… its weather. This mountain town receives an average of 106.1 inches of snow per year!

Town of Oakland, Maryland / Facebook

But, don’t let the snowy weather chase you away. This small town is full of charm during wintertime, especially when it comes to the holiday season. The downtown area is decked out with a tree and the local businesses are adorned with greenery, twinkling lights, and more.

Deep Creek Times / Facebook

Don’t miss this enchanting little pavilion, which makes for magical photo ops…

Town of Oakland, Maryland / Facebook

…and keep your eyes peeled for the North Pole mailbox, too.

Town of Oakland, Maryland / Facebook

Even after the holiday season, Oakland is full of magic. Winter Fest takes place each February and it includes horse-drawn carriage rides…

Town of Oakland, Maryland / Facebook

…and intricate ice carvings all over town.

Town of Oakland, Maryland / Facebook

Oakland is also known for its natural beauty, which is on a whole other level when frozen over. You must head to Swallow Falls State Park…

Scott F. Smith / Getty Images

…which looks like it’s straight of a postcard. Bring your camera and enjoy the views!

JZHunt / Getty Images

If the roads aren’t too icy, be sure to just enjoy a drive around the Oakland area during wintertime. The rural beauty sets this area apart in the best of ways.

karmablue / Flickr

Learn more about Oakland by visiting the town website (and social media page) below. This hidden gem is a must-see at least once during wintertime.

Town of Oakland, Maryland / Facebook

Learn more about Oakland, and consider visiting the snowiest town in Maryland to see all of the beauty for yourself. You can also follow the town’s Facebook page to stay up to date on events and more.

Google Maps

Town of Oakland, Maryland / Facebook

Deep Creek Times / Facebook

Scott F. Smith / Getty Images

JZHunt / Getty Images

karmablue / Flickr

For more great places to get away during wintertime, check out these hot tub cabins in Maryland. They’re surrounded by natural beauty and look oh-so cozy.

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Address: Oakland, MD 21550, USA