Garrett County Government - Department of Business Development

Oakland Gears Up For Winter Fest

Last Updated on Feb 8, 2022 at 9:13am | Tourism & Recreation

Town of Oakland
Nicole McCullough
RELEASE DATE:  Tuesday, February 08, 2022
Oakland, MD — The town of Oakland is gearing up for its annual Winter Fest, slated for February 19, 2022 from 10 a.m. to 4 p.m. This year’s event will feature live music and performances, kids’ activities, and the return of the highly successful Winter Fest Wine Walk.
The Wine Walk will begin at 11 a.m., and tickets will be sold at the gazebo in Oakland on the day of the event. They can also be bought online in advance by going to  The $15 ticket will provide the holder to taste 14 different wines, which will be available at a number of locations throughout the town. Maps will be provided.

Although, this year’s event will not feature the popular ice sculptures, the events teams is working on numerous family activities to keep everyone entertained, including the new Toboggan Tunnel. The Toboggan Tunnel combines speed, adrenaline and mystery into one amazing attraction. Additionally, there will be featured local artists, kids crafts, a face painting station,  and a s’more station provided by a local boy scout troop.

The Oakland Historical Society Museum will be open from 10 a.m. to 3 p.m. on the day of the event, offering festival-goers a unique look at Oakland’s history with information and tour opportunities.

Be sure to visit the 1884 Oakland B&O Museum where the Garrett County 150th Anniversary Committee will be set up with a display sharing information about the county’s sesquicentennial and representatives will be on site to give out Oakland’s commemorative coin (while supplies last).
“This is a fantastic family fun, free event,” said Oakland Business Coordinator Nicole McCullough. “There will be plenty to do for adults and children. We have several new shops and restaurants in downtown Oakland,” McCullough said, “as well as several museums and events specific to Winter Fest. Come on out for a great day in our great small town!”

The day’s events are being presented by the Greater Oakland Business Association and the Town of Oakland. Organizations supporting Winter Fest include all participating businesses, the Garrett County Arts Council, the A&E District of Oakland, the Oakland-Mtn. Lake Park Lions Club, and more.

For further information, persons may call GOBA/Main Street at 301-334-2691 or visit