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Welcome to Oscar’s. We are a Family friendly Italian-American Restaurant. We provide Sit Down Dining in a Relaxed and Casual Atmosphere. We have Dine-In, Carryout, Curbside Pickup and Delivery available. We offer a variety of Food and Drink selections for both Lunch and Dinner. Featured menu items included Steaks, Seafood, Pasta and Daily Specials. Outdoor Dining is available on our Heated Patio. We offer a Full-service Bar with over 13 Beers on Tap. We have been a Family Owned Restaurant in Cumberland, Maryland, since 1998. Our goal is to provide Great Food and Friendly Customer Service at Reasonable Prices.
Laid-back eatery serving a diverse, Italian-leaning menu that also includes fried chicken & seafood.
Hours
| Monday | 11 AM–8 PM |
| Tuesday | 11 AM–8 PM |
| Wednesday | 11 AM–8 PM |
| Thursday | 11 AM–8 PM |
| Friday | 11 AM–9 PM |
| Saturday | 11 AM–9 PM |
| Sunday | 11 AM–7 PM |
Address and Contact Information
Address: 1103 E Oldtown Rd, Cumberland, MD 21502
Phone: (301) 724-7827
Website: http://www.oscarsrestaurantmd.net/
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Reviews
Ashley Gilles
Passing through Cumberland and wanted to stop at one of my favorite local joints, only to find they’re closed Sundays so we started looking at other options. Came across this place, saw great reviews and decided to give it a try. After one visit, it will absolutely become a regular for us. It’s not too far off the highway. Parking can be difficult at their busiest times, but there’s space in front, behind and beside the building. They offer catering, private dining, regular dining and bar area. Inside has a beautiful old bar that was filled with locals. There’s a keno machine and regular/weekly dinner specials. The beer is CHEAP and cold. The food portions are LARGE and delicious. Prices for food are fair and Staff is friendly and helpful. Zero complaints and can’t wait to go back. Absolutely check them out.
… moreCarol W
Drinks were decent
App we got was potato skins 4 small ones loaded for $16? You’d think you’d get more but hey everything is pricey
So onto entrees
Got burgers
Butter on bun wasn’t spread on the whole way as if someone was rushed but hey not an issue
Now for taste
The meat was not good quality
No seasoning
Fries were overcooked crinkle ones that come frozen
We let waitress know
Asked for them to be taken off
She said I have to talk to the manager
Manager said only half off
How can you charge $17-18 for frozen fries & an unseasoned burger that 3 bites were taken out of?
Bad business
Too bad as drinks were great
… moreApp we got was potato skins 4 small ones loaded for $16? You’d think you’d get more but hey everything is pricey
So onto entrees
Got burgers
Butter on bun wasn’t spread on the whole way as if someone was rushed but hey not an issue
Now for taste
The meat was not good quality
No seasoning
Fries were overcooked crinkle ones that come frozen
We let waitress know
Asked for them to be taken off
She said I have to talk to the manager
Manager said only half off
How can you charge $17-18 for frozen fries & an unseasoned burger that 3 bites were taken out of?
Bad business
Too bad as drinks were great
So Blessed
Everytime we go here the food is tasty. Had the wings, cajun chicken wrap with hot chips and Chicken crab dip sandwich with ranch chips. Do not pass up trying the homemade hot chips. Delicious! The staff is always pleasant. Good experience all the way around.
… moreColin Gnibus
All I can say is WOW ❗. You better bring an appetite.. So many good choices on the menu. Have something for everyone. We all got the ” SUBS ” steak and cheese, and Italian sub. They were Huge.. Very reasonable prices and had attentive staff. Highly recommend stopping here to eat. We will be back for sure .
… moreMichelle Sharp
The food was great, the server was excellent. The place was a little creepy but mostly good. I’d definitely come back.
… moreMelissa Woodard
It was our 1st time here and we will for sure be back. The staff was friendly, helpful, and made our 1st experience pleasant. I ordered the lasagna and it was delicious. The garlic bread is amazing. I got applesauce instead of a salad and it was so good.
… moreCrissy Fazenbaker
If I could give e this place 10 stars I would. I hired them to cater my daughter’s wedding on 6/14/25. The food was amazing and I received so many compliments from our guests. Not only was the food delicious it was displayed so beautifully. The staff was definitely 10/10!!! They went above and beyond what their responsibilities were. They even lit all the candles in the venue! They made multiple trips back to their Restaurant to get needed supplies to pack up all the extra food! I would highly recommend Oscar’s to everyone! We have also ate at their restaurant many many times and are always pleased!!
… morearian marante
Place: Little hole in the wall. Only noticed it thanks to Google. Decided to try it due to limited options near the laundry. Very clean and welcoming atmosphere. Parking is plentiful considering this area
Service: 10/10 From the receptionist to the waitress.
Food: I order the 32oz delmonico, wasn’t necessarily among the best stakes I have eaten, two negatives i had with it which I hope could be improved on my next visit, the seasoning was burnt which caused bitter taste, am no expert chef but from my understanding it’s caused by prolonged flaming, the other thing it’s the exterior fat was unedible, felt like cartilage. Those aside it was very juicy and cooked to the temp I wanted. (Maybe next time I’ll try it medium or medium rare) 7/10
Sides:10/10 From the salad to the baked sweet potato.
Overall the BEST food I had here, hope you guys keep in business for a long time and continue giving this great costumer service and food. 9/10
… moreService: 10/10 From the receptionist to the waitress.
Food: I order the 32oz delmonico, wasn’t necessarily among the best stakes I have eaten, two negatives i had with it which I hope could be improved on my next visit, the seasoning was burnt which caused bitter taste, am no expert chef but from my understanding it’s caused by prolonged flaming, the other thing it’s the exterior fat was unedible, felt like cartilage. Those aside it was very juicy and cooked to the temp I wanted. (Maybe next time I’ll try it medium or medium rare) 7/10
Sides:10/10 From the salad to the baked sweet potato.
Overall the BEST food I had here, hope you guys keep in business for a long time and continue giving this great costumer service and food. 9/10
Jennifer Schriner
This restaurant is excellent. The food portions are huge. You will not leave hungry for sure. If your traveling on a budget just order 1 and split it, you will still be satisfied. The steak sub was absolutely huge and delicious. However for all you rueben lovers you won’t find a better one anyyyywhere. Our waitress was stellar , great atmosphere. We will be back.
… moreKristina Hall
The most mediocre food for the highest price…a real bummer, good only for locals who do not know better.
… more