About
Caddyshack Bar & Grill is the bar and grill at Oakland Golf Club, at 433 N Bradley Ln in Oakland. It serves food and drinks to golfers and non-golfers alike, with a themed special most nights and space for private parties.
Food, Drinks and Themed Nights
The grill keeps things casual, with pub fries, a giant pretzel, onion rings and fried pickles to share, a honey crisp salad, cheeseburgers and a chicken salad sandwich. Through the week it runs a rotation of themed specials:
- Wingin' It, a wing night (dine-in only)
- Whiskey & Wraps, pairing whiskeys with specialty wraps
- You Had Me at Burger, featuring specialty burgers
- Steak & Sips, built around a specialty steak
- Saltwater Social, a seafood night
- The Cheap Night Out, centered on domestic beer
A separate drink menu covers the bar.
At the Golf Club
Caddyshack Bar and Grill was approved for a county liquor license in March 2023 to operate at the Oakland Golf Club, where the club describes a full-service grill, beverage service, an outdoor patio and a dining area that can accommodate large groups. That makes it a practical choice for a round's-end bite or a team or family get-together.
Private Parties
Caddyshack books private parties, so if you're planning a celebration, reach out through the contact page, by email or by phone.
Address
433 N Bradley Ln, Oakland, MD 21550
Contact
Opening hours
- Monday 11:00 AM - 9:30 PM (Open)
- Tuesday 11:00 AM - 9:30 PM (Open)
- Wednesday 11:00 AM - 9:30 PM (Open)
- Thursday 11:00 AM - 9:30 PM (Open)
- Friday 11:00 AM - 9:30 PM (Open)
- Saturday 11:00 AM - 9:30 PM (Open)
- Sunday 11:00 AM - 7:00 PM (Open)

