- Our list of the best things to do in Oakland, Maryland, features the top 30 nearby activities — including 16 great attractions with user approval ratings of 90% or more!
- Oakland, MD has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Entertainment & Shows, Sights & Landmarks, and Amusement.
- The results below include the top 16 things to do within the city of Oakland, MD , followed by 14 popular activities in nearby cities, including Davis, Grantsville, Cumberland and Medley
At the Garrett County Historical Museum, visitors can learn about the history of the area through a variety of exhibits. Visitors who are interested in railroad history may enjoy learning about the impact of the B&O Railroad on the local area.
100% 22 votes
107 S. Second St., Oakland, MD 21550 MoreLess Info
Historians and automotive buffs enjoy visiting Maryland's Garrett County Museum of Transportation. The museum features two floors of exhibit space that includes buggies, carriages, sleighs, automobiles and fire vehicles, as well as artifacts.
Affiliated with the retailer, High Mountain Sports Day Tours offers chartered pontoon boat tours of nearby Deep Creek Lake. The captain offers optional information and commentary on local culture and history.
Herrington Manor State Park provides patrons with a rage of recreational and seasonal activities including swimming, fishing, boating and hiking. Guests may also rent cabins in the park or go skiing in the winter months.
100% 2 votes
1689 Pleasant Valley Road, Oakland, MD 21550 MoreLess Info
Pleasant Valley Dream Rides offers sleigh rides, carriage farm tours and travelling horse drawn wedding carriages. Patrons will ride back in time in a sleigh while touring the farm in winter in the day or under the moon light.
Situated on nearly 7,000 acres, Garrett State Forest is composed of valleys, streams and a variety of trees including oak, hickory, maple and pine. The forest is suitable for hiking, horseback riding, cross-country skiing, camping, fishing and hunting.