Restaurants in Oakland
The Best Restaurants

Heidi's Bakery & Cafe
2249 Blue Ribbon Rd, Oakland, MD 21550Love this place! I live away from the area but try to stop and grab a bite each time I return home. It has become a bit pricey for their remote location, not...
- Take-Out
- Superb129 Reviews4.8

Casselman Bakery and Café
19595 Garrett Hwy, Oakland, MD 21550Great bakery. Huge cinnamon rolls. Frye pies, biscuits and gravy. Homemade bread. Everything was amazing. Got a little busy on Saturday Morning. Breakfast...
- Take-Out
- Delivery
- Superb145 Reviews4.7

Brenda's Pizzeria
21311 Garrett Hwy #2, Oakland, MD 21550Got to Deep Creek for the first time ever later on in the evening. A lot of places closing and nothing delivered. We called this place and ordered dinner for...
- Take-Out
- Delivery
- Superb346 Reviews4.5

Dutch's At Silver Tree Restaurant
567 Glendale Rd, Oakland, MD 21550First time visiting this restaurant. My husband did not disappoint me by saying I would love it. Chris was our waiter, he did an excellent job. Chris gave us a...
- Take-Out
- Delivery
- Superb306 Reviews4.5

3rd Street Diner
208 N 3rd St, Oakland, MD 21550Food was delicious. Service was very friendly. Atmosphere was family oriented. A favorite place to eat for sure.Kid-friendliness: Home town atmosphere....
- Superb129 Reviews4.6

Don Patron Oakland
13107 Garrett Hwy, Oakland, MD 21550Great Mexican restaurant in a small town. The food is really good and specifically the flan is amazing. Don't forget to ask for their hot salsa if you...
- Take-Out
- Superb100 Reviews4.6

Sugar and Spice Bakery & Cheese
8672 Garrett Hwy, Oakland, MD 21550Every time we have been in the area, we make a point of stopping here. We have never stopped by without purchasing several items from these lovely folk. And...
- Take-Out
- Superb46 Reviews4.8

Backbone Tavern
4676 George Washington Hwy #5806, Oakland, MD 21550Love the atmosphere, and place was very clean. Service was a little spotty especially with not having a full house when we were there. Their philly nachos were...
- Take-Out
- Superb75 Reviews4.6

The Vagabond Taproom
215 E Alder St, Oakland, MD 21550Awesome drinks on tap. Great specials! Menu is small but provides variety. Definitely an awesome place to enjoy a drink while perusing the neighboring shops...
- Delivery
- Superb101 Reviews4.5

Dairy Queen Grill & Chill
12740 Garrett Hwy, Oakland, MD 21550I needed a pick me up on my road trip. I ordered the chicken fingers platter and enjoyed it. Great service and friendly staff. Clean restaurant and bathroom....
- Take-Out
- Drive-Through
- Superb100 Reviews4.5

Englanders
205 E Alder St, Oakland, MD 21550I stopped in recently after many years of passing by it on trips to the mountains or ski resorts. I can't believe I didn't stop sooner. Smh! What a...
- Take-Out
- Superb148 Reviews4.4

Sweitzers BBQ
111 N 3rd St, Oakland, MD 21550Got the pulled pork sandwich and macaroni and cheese. Both were delicious. The macaroni had a good, sharp flavor and wasn't dry. The pork was tender,...
- Superb52 Reviews4.6

Rolling Racks BBQ
111 N 3rd St, Oakland, MD 21550Best BBQ in town and run by Dave and Tracey - two of the best people you will ever meet. The chicken is slow grilled right in front of the store and has been a...
- Superb26 Reviews4.9

JG’s Pub Inc
18553 Garrett Hwy, Oakland, MD 21550Has gotten a little prepie but food is great and seems more like a resturant than a good ole bar. But was very good food , good service , and the beer is still...
- Take-Out
- Superb135 Reviews4.4

Pawn Run Bar + Kitchen
485 Boy Scout Rd, Oakland, MD 21550Great food and drinks. Staff was great. Entertainment was amazing too. Had a wonderful time there with friends. It’s a cozy and comfy atmosphere and we all...
- Delivery
- Superb22 Reviews5
American Restaurants
American in Oakland
Heidi's Bakery & Cafe
2249 Blue Ribbon Rd, Oakland, MD 21550Love this place! I live away from the area but try to stop and grab a bite each time I return home. It has become a bit pricey for their remote location, not...
- Take-Out
- Superb129 Reviews4.8

Casselman Bakery and Café
19595 Garrett Hwy, Oakland, MD 21550Great bakery. Huge cinnamon rolls. Frye pies, biscuits and gravy. Homemade bread. Everything was amazing. Got a little busy on Saturday Morning. Breakfast...
- Take-Out
- Delivery
- Superb145 Reviews4.7

Englanders
205 E Alder St, Oakland, MD 21550I stopped in recently after many years of passing by it on trips to the mountains or ski resorts. I can't believe I didn't stop sooner. Smh! What a...
- Take-Out
- Superb148 Reviews4.4
Pizza Restaurants
Pizza in Oakland
Brenda's Pizzeria
21311 Garrett Hwy #2, Oakland, MD 21550Got to Deep Creek for the first time ever later on in the evening. A lot of places closing and nothing delivered. We called this place and ordered dinner for...
- Take-Out
- Delivery
- Superb346 Reviews4.5

Backbone Mt Pizza
4651 George Washington Hwy, Oakland, MD 21550Great family owned small business. Wish more people knew about them! I’ve been getting their pizza since I was a kid and nothing has changed. Amazing...
- Superb22 Reviews4.8

Ari's Pizza
446 Weber Rd, Oakland, MD 21550I got two cheesesteak subs and two orders of french fries with crab dip !! All the food was very good !! Customer service was good and the people were very...
- Take-Out
- Delivery
- Good91 Reviews4
Fast Food Restaurants
Fast Food in Oakland
Dairy Queen Grill & Chill
12740 Garrett Hwy, Oakland, MD 21550I needed a pick me up on my road trip. I ordered the chicken fingers platter and enjoyed it. Great service and friendly staff. Clean restaurant and bathroom....
- Take-Out
- Drive-Through
- Superb100 Reviews4.5
Bars
Barrs in Oakland
The Vagabond Taproom
215 E Alder St, Oakland, MD 21550Awesome drinks on tap. Great specials! Menu is small but provides variety. Definitely an awesome place to enjoy a drink while perusing the neighboring shops...
- Delivery
- Superb101 Reviews4.5

Pawn Run Bar + Kitchen
485 Boy Scout Rd, Oakland, MD 21550Great food and drinks. Staff was great. Entertainment was amazing too. Had a wonderful time there with friends. It’s a cozy and comfy atmosphere and we all...
- Delivery
- Superb22 Reviews5

Deer Park Sportsmen's Club
3890 MD-135, Oakland, MD 21550- Superb21 Reviews4.6