Things to Do in Oakland, MD

  • 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
  • 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
Showing 1-10 of 131
6.9 Miles
96% 462 votes
National & State Parks Oakland, MD MoreLess Info
Swallow Falls State Park is home to the Muddy Creek Falls which are the highest free falling waterfalls in the state as well as a number of centuries old Hemlock trees.
8.5 Miles
91% 218 votes
Lake Oakland, MD MoreLess Info
Deep Creek Lake is a largest mad-made body of water in the state and is home to a variety of freshwater fish as well as marine birds.
0.1 Miles
100% 24 votes
History Museums 107 S. Second St., Oakland, MD MoreLess Info
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.
0.1 Miles
100% 22 votes
History Museums 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.
8.6 Miles
94% 17 votes
Golf 139 Sandy Shores Rd, Oakland, MD MoreLess Info
Surrounded by mountains, Lodestone Golf Club features scenic views and undulating greens. Its narrow fairways and shifts in elevation provide a challenge to experienced golfers while remaining playable for novices.
8.8 Miles
100% 3 votes
Adventure Tour 21327 Garrett Hwy, Oakland, MD 21550 MoreLess Info
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.
6.0 Miles
81% 27 votes
Horseback Riding 4151 Sand Flat Road, Oakland, MD 21550 MoreLess Info
Circle R Ranch's owners will match you up with their horses based on your riding experience. They also offer horseback trail rides, horse drawn sleigh rides, barn tours, and more.
3.9 Miles
100% 3 votes
National & State Parks 222 Herrington Ln, Oakland, MD 21550 MoreLess Info
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.
3.6 Miles
100% 2 votes
Sleigh Ride 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.
0.0 Miles
100% 1 votes
Forests Oakland, MD 21550 MoreLess Info
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.
Showing 1-10 of 131
HAVE SUGGESTIONS FOR COOL AND INTERESTING THINGS TO DO IN THE Oakland AREA?
ADD A NEW ATTRACTION TO TRIPBUZZ!