Gleason's

4.0

183 Reviews

$30 and under

Italian

Make a booking

2 people

27 Feb 2025

20:00

Booked 3 times today

Neighbourhood gem
Lively
Good for groups

Gleason's uses fresh and local ingredients in a casual fun atmosphere. A full service restaurant that aims to cultivate the perfect night out. Specializing in artisan pizza and hand-crafted cocktails, Gleason's has a wide range of choices to satisfy all. Gluten free options are available.
Gleason's has a stage for weeknight entertainment. We host a variety of events including live music, comedy, and interactive theater.

Order delivery or takeout

Private dining

Book your next event with us

View details

Additional information

Dining style
Casual Dining
Price
$30 and under
Cuisines
Italian, Pizza Bar, Cocktail Bar
Hours of Operation
Lunch Sat 12:00 pm–4:00 pm Dinner Tue–Sat 4:00 pm–9:00 pm Sun 3:00 pm–8:00 pm
Phone number
(914) 402-1950
Website
https://www.gleasonspeekskill.com/
Payment Options
AMEX, Discover, Mastercard, Visa
Dress code
Casual Dress
Executive Chef
Sturgess Spanos
Catering
Gleason's offers several off-premise catering options. Please email us at pizza@gleasonspeekskill.com for more information.
Private party facilities
Gleason's hosts many kinds of Private and Semi-Private events. If interested in more information please email us at pizza@gleasonspeekskill.com

Location
23 South Division Street, Peekskill, NY 10566
Area
Peekskill
Cross Street
On S. Division Street; between South Street and Brown Street
Parking details
Ample Parking on Street. Three Public Parking areas throughout Downtown Peekskill
Additional
Gluten-free Options, Patio/Outdoor Dining

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Caesar SaladUS$8.00
Baby Romaine, creamy caesar dressing, croutons, Parmesan
Mixed Green SaladUS$6.00
Baby heirloom cherry tomatoes, pickled carrots, balsamic dressing
Beet & Arugula SaladUS$13.00
Roasted beets, arugula, goat cheese, fennel, pumpkin seeds, lemon vinaigrette
Summer SaladUS$13.00
Romaine, kale, sugar snap peas, corn, cherry tomatoes, garbanzo beans, fennel. scallions, ricotta salata, lemon vinaigrette
Gleason's MeatballsUS$12.00
Beef, veal and pork with marinara, melted mozzarella and fontina
Mac & CheeseUS$10.00
Creamy cheddar and fontina sauce, toasted bread crumbs
Crispy Chicken WingsUS$14.00
Choice of Sweet Chili or Buffalo, pickled carrots, blue cheese dressing
Cheesy BreadUS$8.00
Basil garlic pesto, Parmesan, mozzarella, marinara sauce
Soup of the DayUS$5.00

Signature Pizzas

MargheritaUS$15.00
Roasted tomatoes, basil pesto, fresh mozzarella
For Cheese!US$16.00
Parmigiano-Reggiano, fontina, ricotta, mozzarella and fresh herbs
SanctuaryUS$17.00
Basil pesto, topped with a spinach salad of olives, roasted red peppers, pickled red onion & ricotta salata
SummerUS$17.00
Olive oil base, pepperoni, artichoke hearts, black olives, fresh mozzarella, arugula
Sausage and RabeUS$18.00
Pork sausage, broccoli rabe, Parmesan
FlammkuchenUS$18.00
Creme fraiche base, bacon, Parmesan, red onions
CaliforniaUS$18.00
Olive oil base, artichoke hearts, crumbled goat cheese, red pepper, shredded mozzarella
Hot-Cha-ChaUS$17.00
Red base, crispy chicken, cherry peppers, caramelized onions, shredded mozzarella

Build Your Own Pizza

Red, White or Olive Oil Base Plus One CheeseUS$13.00
Fresh Mozzarella, Shredded Mozzarella, Fontina, Parmesan, Goat Cheese, or Cheddar

Toppings

choose your toppings:

Topping #1US$2.00
Basil Pesto, Pickled Jalapeno, Baby Arugula, Caramelized Onion, Roasted Peppers, Baby Spinach, Pickled Red Onion, Roasted Tomato, Olives
Topping #2US$3.00
Artichokes, Mushrooms, Breaded Eggplant, Crispy Chicken, Cherry Peppers, Pepperoni, Roasted Garlic
Topping #3US$4.00
Gleason's Meatballs, Proscuitto, Broccoli Rabe, Sausage

Mains

Eggplant ParmUS$19.00
Breaded eggplant, marinara, mozzarella, spaghetti
- WedgeUS$18.00
Pasta & MeatballsUS$19.00
Marinara, mozzarella, Parmesan, spaghetti
- WedgeUS$18.00
Chicken ParmUS$20.00
Chicken cutlet, marinara, mozzarella, Parmesan, spaghetti
- WedgeUS$18.00
Pasta of the DayUS$12.00
Penne with Crispy Chicken: Choice of Vodka or Alfredo Sauce

Sides

Crispy Potato WedgesUS$6.00
Parmesan, Herbs, Extra Virgin Olive Oil
Seasonal VegetableUS$5.00
Broccoli RabeUS$8.00
SoupUS$5.00

Kids

Kids PizzaUS$10.00
Marinara and shredded mozzarella
Kids PastaUS$8.00
Gemelli pasta with choice of marinara, butter, or cheese sauce
Kids ChickenUS$10.00
Breaded chicken cutlet or grilled chicken, side vegetable of the day
Kids Meatball SandwichUS$10.00
Side of crispy potato wedges

What 183 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.0

4 based on recent ratings

3.8Food
4.2Service
3.9Ambience
3.8Value

Noise • Moderate

Diners' Choice Awards

Westchester
Hot spot
Westchester
Lively

Review summary

AI-generated from verified diner reviews

Gleason's offers a vibrant dining experience with "amazing food/drinks, service & ambience." Patrons appreciate the attentive staff and live music, with bands like Seeing Red adding to the lively atmosphere. While some experienced delays during pre-show dining, the restaurant remains a favored spot for its "great service" and "delicious meals."

183 Reviews

R
Randall
VIP
New York City
27 reviews
5.0
27 reviews
Dined 5 days ago
1. Overall 5
2. Food 5
3. Service 4
4. Ambience 4
Excellent pizza. Great venue for live bands. Service was attentive.
Is this helpful?
J
JoEllen
New York City
4 reviews
5.0
4 reviews
Dined 6 days ago
1. Overall 5
2. Food 4
3. Service 4
4. Ambience 5
Seeing Red band was the reason we went there. They are a great band!
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a
andrea
VIP
New York City
39 reviews
4.0
39 reviews
Dined 7 days ago
1. Overall 4
2. Food 3
3. Service 4
4. Ambience 3
Everything was quite good, but all very much too salted. Leave salting to the patron. It’s a matter of personal taste and health. The service was good. The wine was fine, but it was happy hour and we were charged full price.
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C
Christine
VIP
Naples
1 review
5.0
1 review
Dined on 16 February 2025
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Great food, service and the entertainment was outstanding, The Second Wind Band!
Is this helpful?
J
Jon
VIP
New York City
7 reviews
5.0
7 reviews
Dined on 12 January 2025
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
What a beautiful space and venue for food and live music overall. Really good food, excellent layout, great service, and perfect noise level overall. Seems like it would be great for a nice dinner out, seeing a band, a private event in the back area, or just drinks at the bar w/friends. Can't lose either way!
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D
David
New York City
1 review
3.0
1 review
Dined on 1 January 2025
1. Overall 3
2. Food 2
3. Service 4
4. Ambience 2
We went there for a New Year’s Eve party with a price fixed and were disappointed. The volume level of the band was unbearably loud. You couldn’t have a conversation and you couldn't hear yourself talk or think. The food was disappointing. The steak was poor quality and was mostly gristle and bone. Not worth $80.00. The one thing i was happy with was our server who did a very good job despite the fact that we couldn’t hear each due to the excessive volume level of the band which was overbearing.
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J
JoEllen
New York City
4 reviews
5.0
4 reviews
Dined on 29 December 2024
1. Overall 5
2. Food 4
3. Service 5
4. Ambience 5
Great band called Seeing Red was playing! I love that they have live music on weekends.
Gleason'sResponded on 29 December 2024
Thank you! We hope to see you soon! Please follow us on social media to see our upcoming schedule.
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L
Lori
VIP
New York City
4 reviews
5.0
4 reviews
Dined on 30 November 2024
1. Overall 5
2. Food 4
3. Service 5
4. Ambience 5
I enjoy my experiences for the most part. Being vegan, would prefer to see more options, especially for dessert.
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K
Karen
New York City
2 reviews
5.0
2 reviews
Dined on 30 November 2024
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
First time at Gleason’s and we were not disappointed. Our waiter was extremely attentive and the service was the best we had had in a very long time. The food and drinks were excellent as well as the entertainment. We will definitely be going back soon.
Gleason'sResponded on 29 December 2024
Thank you Karen!
Is this helpful?
C
Christian
New York City
2 reviews
5.0
2 reviews
Dined on 16 November 2024
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Amazing food/drinks, service & ambience!! We always have the most delicious meal here!
Is this helpful?

FAQs

Gleason's offers takeout which you can order by calling the restaurant at (914) 402-1950.

Gleason's is rated 4 stars by 183 OpenTable diners.

Gleason's does offer gift cards which you can purchase here.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

Make a booking

2 people

27 Feb 2025

20:00

Booked 3 times today

Order delivery or takeout

23 South Division Street, Peekskill, NY 10566

Additional information

Cross Street
On S. Division Street; between South Street and Brown Street
Area
Peekskill
Hours of Operation
Lunch Sat 12:00 pm–4:00 pm Dinner Tue–Sat 4:00 pm–9:00 pm Sun 3:00 pm–8:00 pm
Price
$30 and under
Cuisines
Italian, Pizza Bar, Cocktail Bar
Dining style
Casual Dining
Dress code
Casual Dress
Parking details
Ample Parking on Street. Three Public Parking areas throughout Downtown Peekskill
Payment Options
AMEX, Discover, Mastercard, Visa
Executive Chef
Sturgess Spanos
Additional
Gluten-free Options, Patio/Outdoor Dining

Website
https://www.gleasonspeekskill.com/
Phone number
(914) 402-1950
Catering
Gleason's offers several off-premise catering options. Please email us at pizza@gleasonspeekskill.com for more information.
Private party facilities
Gleason's hosts many kinds of Private and Semi-Private events. If interested in more information please email us at pizza@gleasonspeekskill.com

Gift card

Send gift cards instantly by email or print to present in person.

Send a gift card

Gleason's

Make a booking

Order delivery or takeout

Private dining

Additional information

Gift card

Appetizers

Caesar SaladUS$8.00

Mixed Green SaladUS$6.00

Beet & Arugula SaladUS$13.00

Summer SaladUS$13.00

Gleason's MeatballsUS$12.00

Mac & CheeseUS$10.00

Crispy Chicken WingsUS$14.00

Cheesy BreadUS$8.00

Soup of the DayUS$5.00

Signature Pizzas

MargheritaUS$15.00

For Cheese!US$16.00

SanctuaryUS$17.00

SummerUS$17.00

Sausage and RabeUS$18.00

FlammkuchenUS$18.00

CaliforniaUS$18.00

Hot-Cha-ChaUS$17.00

Build Your Own Pizza

Red, White or Olive Oil Base Plus One CheeseUS$13.00

Toppings

Topping #1US$2.00

Topping #2US$3.00

Topping #3US$4.00

Mains

Eggplant ParmUS$19.00

Pasta & MeatballsUS$19.00

Chicken ParmUS$20.00

Pasta of the DayUS$12.00

Sides

Crispy Potato WedgesUS$6.00

Seasonal VegetableUS$5.00

Broccoli RabeUS$8.00

SoupUS$5.00

Kids

Kids PizzaUS$10.00

Kids PastaUS$8.00

Kids ChickenUS$10.00

Kids Meatball SandwichUS$10.00

Overall ratings and reviews

Diners' Choice Awards

Review summary

FAQs

Does Gleason's offer delivery through OpenTable or takeout?

How is Gleason's restaurant rated?

Does Gleason's offer gift cards?

Is Gleason's currently accepting bookings?

Make a booking

Order delivery or takeout

Additional information

Gift card