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Ollie Grey’s - Authentic, Heartfelt Eats & Unique Flavors in Callicoon, NY

Ollie Grey’s, nestled in Callicoon, NY, stands out as a beloved Catskills gem offering fresh, heartfelt cuisine year-round. Known for their exceptional veggie burgers, soulful soups—especially the memorable peanut soup—and generous portions, this family-owned spot radiates warmth and authenticity. The attentive service and inviting atmosphere foster meaningful connections, making every visit feel personal. While prices reflect quality ingredients and care, the honest, down-to-earth vibe keeps locals and visitors coming back. Highlights like their pistachio ice cream and rich chili showcase creativity and comfort. Ollie Grey’s is more than food—it’s a genuine experience crafted with love and community spirit.

Ollie Grey’s at a glance

  • Address Callicoon, NY 12723, United States
  • Phone +1 845-887-4480
  • Restaurant type Restaurant .
  • Popular for Lunch , Dinner , Solo dining .

Photos & Gallery

Ollie Grey’s: Reviews & Ratings

Afterhours Fabrication
4

Ice cream was ok but didnt get much for the price. I'm used to 2 scoops being quite a bit more than I got here.

T Dalton
5

Excellent food, especially the soup! Peanut soup was delicious!

Faith Kelly
5

One of the best places to eat in the Catskills. Especially for locals! Open all year! The veggie burgers are great, the soup is amazing. Incredible Ingredients and the family who owns it is awesome. You're a fool not to stop here! The best hidden gem in the Catskills! You may wait for a few minutes but for a good fresh, made with love cause! Love yall! - Veggie burger with hummus and all the fixin's girl and chocolate peanut butter malted boy Ps. Yall can check out our food review by searching Ollie Grey's Couple of Wanderers on Youtube

Smack “Dab in The” Middle
5

I’m not one for posting or reviews… I LOVE this place! If you’re looking for meaningful conversations and real people, this is the place! No bullshit or fillers. Down to earth folk with real expectations. So, the owners and their staff have to change some of their prices on the menu blackboard, the same energy you spend on line figuring out what you want, just ask for clarification on prices. (We did!) It wasn’t that big a deal and they were happy to . You would be a FOOL to think prices would be the same from 10 years ago or even a year ago. (It’s the cost of doing business) You don’t have to buy anything… that’s your choice, but don’t you dare disparage b/c you think you can. Kudos to this family for keeping this place open all year. Thank you for maintaining some consistency. You all are very much appreciated and loved. ( Real Talk) By the way, that sign about yes, these are our only flavors gets me every time Please stop coming after a busy weekend when this business has been cleared out of almost everything, asking if these are the only flavors they have… you’re not special and there aren’t hidden flavors in the basement. They keep their place more stocked than a lot of others. Continue to lead with positivity, openness and honesty. Wishing you all nothing but success and wonderful vibes You will always have our support. “Dabora” Stillwell

David
5

I liked this place. Good chili and their pistachio ice cream was very nice. Portions are very big, we ended up getting the kiddy size in the end. Service was kind from our 3 trips to this place.

Location

  • Ollie Grey’s
    Ollie Grey’s
    Callicoon, NY 12723, United States Hotline: +1 845-887-4480

Nestled in the heart of Callicoon, New York, Ollie Grey’s stands as a genuine gem in the Catskills culinary scene. This family-owned eatery invites locals and visitors alike to experience hearty, homemade dishes crafted with care and quality ingredients. Walking through its doors, you’re met with a warm, unpretentious atmosphere where meaningful conversation and genuine connections are as much a part of the experience as the food itself.

The menu here offers comforting, thoughtfully prepared options that truly showcase the spirit of the region. Their soups are a standout, with the peanut soup earning high praise for its rich, unique flavor—comforting and memorable in every spoonful. The veggie burger, generously dressed with hummus and fresh fixings, exemplifies the care put into each meal, balancing robust textures and flavors that satisfy even the most discerning palates.

Portion sizes are generous, as many guests note, yet the quality overshadows quantity. For example, the pistachio ice cream and chili delight visitors with fresh, bold flavors despite some remarks about pricing versus portion size. This speaks to Ollie Grey’s commitment to both quality and locally sourced ingredients, reinforcing that you’re not just paying for food—you’re investing in a wholesome, crafted meal made with love.

One can’t help but admire the dedication of the owners and staff to keeping Ollie Grey’s open year-round in a small town. Their transparent and friendly approach makes ordering a pleasant experience, encouraging guests to ask questions and engage directly about the menu and pricing. This openness, paired with a strong community vibe, creates a space that feels honest and inviting—a true hallmark of small-town charm.

In short, Ollie Grey’s is more than a restaurant; it’s a celebration of local flavor, family values, and culinary heart. Whether you’re stopping by for a warming bowl of soup, a satisfying veggie burger, or a unique ice cream treat, you’ll leave feeling nourished in body and spirit. It’s a must-visit spot for anyone seeking genuine Catskills hospitality and food made with passion.

Business Information

  • Accessibility
    • Wheelchair-accessible car park
    • Wheelchair-accessible seating
  • Service options
    • Outdoor seating
    • Takeaway
    • Dine-in
    • Delivery