Downtown Oakland

Head to Downtown Oakland for the Autumn Glory Festival Car Show hosted by the Mountain Top Cruisers from 9:00 AM - 2:00 PM. As the biggest car show in Garrett County, the event features antique cars, street rods, classics, trucks, motorcycles, and tractors. Spectator admission is free, while vehicle registration is $20 and includes a T-shirt and dash plaque for the first 300 entrants. Stop by to check out the rides, grab food, enter raffles, and visit local Oakland businesses. For more information, call 301-334-4303 or 301-616-1358.

The Town of Oakland and the Greater Oakland Business Association are proud to present the 59th Annual Autumn Glory Grand Feature Parade on Saturday, October 10, 2026, at 1:00 PM. Be part of the celebration of the fall foliage season at one of Garrett County’s most beloved traditions—the Autumn Glory Festival Grand Feature Parade, held in downtown Oakland. This signature event brings together vibrant marching bands, creative floats, community organizations, and spectators from across the region for an unforgettable afternoon filled with music, color, and hometown pride. We are proud to recognize First United Bank & Trust as the title sponsor of the 59th Annual Autumn Glory Grand Feature Parade, whose continued support helps make this cherished community celebration possible. If you have never participated, we warmly invite you to join us for this spectacular county event—we are anticipating record-breaking participation and attendance! If you have joined us in the past, you already know the energy and excitement of the Grand Feature Parade, and we would love to welcome you back again this year. For questions regarding the 2026 Autumn Glory Grand Feature Parade, please contact: tpark@oaklandmd.gov. Register for Grand Feature Parade Parade Rules