Oakland, MD

Tucked away in the mountains of western Maryland, Oakland serves as the county seat of Garrett County and home to around 1,900 residents. It offers the relaxed pace of a traditional small town while sitting just minutes from the four-season recreation at Deep Creek Lake and Wisp Resort. The downtown area has a classic, welcoming feel, anchored by the iconic 1884 B&O Railroad Station, local diners, antique shops, and a couple of small museums highlighting the region's railroad history.

ATTRMiscellaneous Items in High Demand, PPOC, Library of Congress / Public domain

For newcomers looking to settle down, Oakland provides everyday conveniences and essential services without the heavier crowds found right along the lake. The town is home to the county school district headquarters alongside neighborhood schools like Broad Ford Elementary and Southern Garrett High School. Between the historic courthouse square, community traditions like the Autumn Glory Festival, and easy access to nearby state parks, Oakland makes a practical and friendly base for mountain living.