Gleason's - Peekskill

#14 - Pizza - Peekskill, #16 - Seafood - Peekskill, Italian

Gleason's

★ 4.3 / 5 (2042 reviews)

Gleason's in Peekskill, NY, is a beloved Italian restaurant that boasts an impressive average rating of 4.3 stars. Whether you're enjoying an intimate dinner for two or celebrating a special occasion with friends and family, don't forget to call ahead to reserve your table at (914) 402-1950. Satisfy your cravings by ordering your favorite dishes from Gleason's through OpenTable. The menu features a delightful variety of meals, including options for vegetarian diners. With its cozy atmosphere, Gleason's is the perfect spot for any gathering. If you're interested in exploring similar dining options, be sure to check out Fusion Food Hall and The Peekskill Coffee House. Have you dined with us before? We would love to hear your thoughts—leave us a review!.

Last update: 17.01.2026 from: Rob

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★ 4.3 / 5 from 2042 reviews

Nestled in Peekskill, this restaurant draws both praise and criticism. While the food, especially the pizzas and pastas, receives compliments for being delicious and innovative, the service has sparked concerns among some patrons. Experiences vary widely, with tales of rudeness and inattentiveness overshadowing the culinary offerings at times. The inviting atmosphere and friendly bartenders promise a lively dining experience, particularly with live music. Though some recommend this spot for special occasions, others caution potential visitors about service inconsistency. For those willing to navigate these ups and downs, there is delicious gourmet fare waiting to be savored.

Duka

17.06.2023

★ ★ ★ ★ ★

Cute and cozy outpost from the owners of Birdsall house. We enjoyed flavorful and strong cocktails, a fresh and tasty salad and a few appetizers, all great. I look forward to trying the pizza and entrees next time.

Annabell

29.01.2023

★ ★ ★ ★ ★

Great place for dinner before the shows at Paramount Theater. Bar like atmosphere but food was amazing. We’ve been here numerous times and will continue to come back. Our favorites are the skirt steak and the short ribs.

Hollis

19.04.2023

★ ★ ★ ★ ★

A surprise for us, very loud, because very popular, live music at night, so much fun. Drinks are great and fun. The food is delicious. Wait Personaltag Teaming to always check for you. We'll be back. An unexpected date night.

Rob

24.03.2025

★ ★ ★ ★ ★

Friendly bartenders, excellent eggplant park wedge, love the welcoming decor, and a creative seasonal cocktail list. Not sure what to get? Always good recommendations from the staff.

The

24.03.2025

★ ★ ★ ★ ★

A surprise for us, very loud, because very popular, live music that night, so much fun. Drinks are awesome and fun. Food is delicious. Wait staff tag teaming, always checking in on you. We will be back. An unexpected date night.

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