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Restaurants in Oakland

The Best Restaurants

Heidi's Bakery & Cafe 2249 Blue Ribbon Rd, Oakland
Heidi's Bakery & Cafe
American • $

Heidi's Bakery & Cafe

2249 Blue Ribbon Rd, Oakland, MD 21550

Love 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
Casselman Bakery and Café
American

Casselman Bakery and Café

19595 Garrett Hwy, Oakland, MD 21550

Great 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
Brenda's Pizzeria
Pizza • $$

Brenda's Pizzeria

21311 Garrett Hwy #2, Oakland, MD 21550

Got 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
Dutch's At Silver Tree Restaurant
Fine Dining • $$$

Dutch's At Silver Tree Restaurant

567 Glendale Rd, Oakland, MD 21550

First 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
3rd Street Diner
Diner

3rd Street Diner

208 N 3rd St, Oakland, MD 21550

Food 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
Don Patron Oakland
Mexican

Don Patron Oakland

13107 Garrett Hwy, Oakland, MD 21550

Great 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
Sugar and Spice Bakery & Cheese
Cheese Shops • $$

Sugar and Spice Bakery & Cheese

8672 Garrett Hwy, Oakland, MD 21550

Every 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
Backbone Tavern
Bar & Grill

Backbone Tavern

4676 George Washington Hwy #5806, Oakland, MD 21550

Love 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
The Vagabond Taproom
Bar

The Vagabond Taproom

215 E Alder St, Oakland, MD 21550

Awesome 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
Dairy Queen Grill & Chill
Fast Food • $

Dairy Queen Grill & Chill

12740 Garrett Hwy, Oakland, MD 21550

I 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
Englanders
American • $

Englanders

205 E Alder St, Oakland, MD 21550

I 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
Sweitzers BBQ
Barbecue

Sweitzers BBQ

111 N 3rd St, Oakland, MD 21550

Got 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
Rolling Racks BBQ
Barbecue

Rolling Racks BBQ

111 N 3rd St, Oakland, MD 21550

Best 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
JG’s Pub Inc
Pubs • $$

JG’s Pub Inc

18553 Garrett Hwy, Oakland, MD 21550

Has 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
Pawn Run Bar + Kitchen
Bar

Pawn Run Bar + Kitchen

485 Boy Scout Rd, Oakland, MD 21550

Great 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
Heidi's Bakery & Cafe
American • $

Heidi's Bakery & Cafe

2249 Blue Ribbon Rd, Oakland, MD 21550

Love 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
Casselman Bakery and Café
American

Casselman Bakery and Café

19595 Garrett Hwy, Oakland, MD 21550

Great 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
Englanders
American • $

Englanders

205 E Alder St, Oakland, MD 21550

I 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
Brenda's Pizzeria
Pizza • $$

Brenda's Pizzeria

21311 Garrett Hwy #2, Oakland, MD 21550

Got 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
Backbone Mt Pizza
Pizza

Backbone Mt Pizza

4651 George Washington Hwy, Oakland, MD 21550

Great 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
Ari's Pizza
Pizza

Ari's Pizza

446 Weber Rd, Oakland, MD 21550

I 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
Dairy Queen Grill & Chill
Fast Food • $

Dairy Queen Grill & Chill

12740 Garrett Hwy, Oakland, MD 21550

I 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
Arby's 376 Weber Rd, Oakland
Arby's
Fast Food • $

Arby's

376 Weber Rd, Oakland, MD 21550

The lady who took our order and checked us out was so pleasant. I eat at this Arby's all the time when I'm around the area and have never had a bad...

  • Take-Out
  • Drive-Through
  • Good96 Reviews3.8
Taco Bell 13010 Garrett Hwy, Oakland
Taco Bell
Fast Food • $

Taco Bell

13010 Garrett Hwy, Oakland, MD 21550

The staff is always so kind and understanding when I have complicated orders (making substitutes to menu items to make them vegan). The food always tastes...

  • Drive-Through
  • Delivery
  • Good99 Reviews3.5
The Vagabond Taproom 215 E Alder St, Oakland
The Vagabond Taproom
Bar

The Vagabond Taproom

215 E Alder St, Oakland, MD 21550

Awesome 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
Pawn Run Bar + Kitchen
Bar

Pawn Run Bar + Kitchen

485 Boy Scout Rd, Oakland, MD 21550

Great 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
Deer Park Sportsmen's Club
Bar

Deer Park Sportsmen's Club

3890 MD-135, Oakland, MD 21550

  • Superb21 Reviews4.6