Oscar's - Dover Plains

American, Food, Burgers
Menu
Full menu with pictures, prices and categories.

Oscar's

Oscar's
4.8 / 5 (14 reviews)

Description

Located in a cozy setting, this restaurant is praised for its attentive staff and delicious cuisine, including standout prime rib and creative seafood dishes. The ambiance is lively, often accompanied by live music, making it welcoming for families and a great choice for both casual diners and those looking for a hidden gem. While there are children-friendly options, the temperature can be a bit chilly at times. Overall, the restaurant offers an enjoyable dining experience with consistent quality and great customer service.

Last update: 17.01.2026 from: terri

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★ 4.8 / 5 from 14 reviews
tory-maxwell
29.02.2024

We had a blast there with my whole family (12 adults 5 kids). The musician was awesome, and totally made our night. It's family friendly, and the staff is phenomenalKid-friendliness: They have high chairs, no kids menu, but there are kids friendly options, and you don't feel like you are out of place with a child.

kat-bolt
29.02.2024

I had no intentions of eating here this eve '. When the waitress came to my table I did mention I ate here before BUT I thought the place was closed. I, also, mentioned I don 't know what the fuss is about Oscar...before I could say more, she blurted, Oscar 's an excellent cook, etc., etc., he cooked in Manhattan. I asked, Where?? Inwood...?? LOL...I cooked in Manhattan, too, in my kitchen.I had the calamari w/creamed sriracha app. I actually liked it. Never thought about adding sriracha to cream/vice versa. Interesting.Had the grouper w/crab stuffing; was made in another cream-based sauce still trying to figure the spice which was kinda strong . Sauce was too heavy/rich for the grouper. I scraped this crab stuffing sauce off the grouper mixed it into the rice. Was it grouper...??? Rarely do I see grouper in northern restaurants; $18.00/lb at H-Mart...!!! Red Grouper; $36/lb. Black grouper ??? The mixed veggies were kinda hard; had to use a knife to cut them...they were good, though...fresh.Dessert: Usually, I do not do dessert. Just my espresso with a side of Sambuca don 't forget my 3 coffee beans...!!!! Waitress convinced me to try the Key Lime pie; stating her BF makes it. Told her, I 've been to Key West lots of times NEVER had the Key Lime pie...LOL OK...I ordered it they did NOT have it...WTH...!!! So much for dessert...UGH...Espresso served with 3 coffee beans on the saucer??? NO, when Sambuca is ordered the 3 beans go in the Sambuca...!!! ALSO, Sambuca is served in a snifter short-stemmed glass whose vessel has a wide bottom and a relatively narrow top . NOT a shot glass...!!! BTW, 3 beans are served when Sambuca is ordered but NOT with anisette; just a little restaurant fyi.The 3 beans are sorta superstitious; they mean health, wealth love. A lot of restaurant people have NOT a clue....SMH.WHY do I have to pull my SNOB out...in all seriousness, I 've eaten at 4 Seasons, Giambelli 's 50th, Lutece, Lafayette 's, The Leopard several other 4 star Manhattan restaurants back in the day; mid 1960s to early 1970s.The staff were cordial BUT off their game; seemed unorganized.Sometimes subtle spicing is a lot better than over spicing... I LOVE spice.

marianna-tompkins-1
29.02.2024

Our waitress Taylor is the best! We always make sure she is working when we go! Food is always fresh and delicious.

terri-jacopino
29.02.2024

Always great food from Oscar. Irish music was awesome for St Patty's day

kim-murray-vine003
29.02.2024

Food very good, reasonable. It always seems to be a little bit chilly in there. They need to turn up the heat a notch. I don't want to feel like I have to leave my coat on while eating.

Menu

  • Starters

    Fried Calamari - Two Ways
    Fried Calamari - Two Ways
    $14.0
  • Extra Mods

    Frizzled Onion
    Frizzled Onion
    $1.2
  • Flatbreads

    Ten Mile
    Ten Mile
    $14.0
  • Cheeses

    Appalachian
    Appalachian
    $14.0
  • Soups

    Caesar Side
    Caesar Side
    $4.1
  • Pizza

    Loaded Mashed Potato
    Loaded Mashed Potato
    $2.3

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