Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. New York State
  4. Westchester
  5. Peekskill
Gleason's, Peekskill, NY

Gleason's

4.0
4
176 Reviews
$30 and under
Italian
A photo of Gleason's restaurant

Gleason's

4
$30 and under
Italian
Peekskill

Make a booking

2 people
21:30
Booked 6 times today
  • Neighbourhood gem
  • Lively
  • Hot spot
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

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
  • 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
  • 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
Gift card

Gift card

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

Send a gift card

What 176 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
  • 4Food
  • 4.1Service
  • 4.2Ambience
  • 3.9Value

NoiseModerate

Diners' Choice Awards

  • New York State

    Child-friendly

  • New York State

    Healthy

  • Westchester

    Child-friendly

  • Westchester

    Healthy

Review summary

AI-generated from verified diner reviews
Gleason's offers a lively atmosphere perfect for pre-show dining with its proximity to the theater. Guests rave about the "excellent service," "delicious food," and "great vibe." The menu features standout pizzas and creative cocktails. While some mention slower service during peak times, the staff remains friendly and accommodating.

176 Reviews
  1. Lori

    New York City

    4 reviews

    5.0

    4 reviews

    Dined 5 days ago

    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.

    Is this helpful?

  2. Karen

    New York City

    2 reviews

    5.0

    2 reviews

    Dined 5 days ago

    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.

    Is this helpful?

  3. 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?

  4. Nehawa

    Denver

    12 reviews

    4.0

    12 reviews

    Dined on 10 November 2024

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 5
    Enjoyed the food and ambience! Also the service was great

    Is this helpful?

  5. Maureen

    New York City

    49 reviews

    vip
    1.0

    49 reviews

    Dined on 10 November 2024

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 4
    We were seated promptly. Our order was taken immediately. We received our sodas promptly. We waited one solid hour and never got our food. The server came over once and said he would and check on the order. He never returned. AT the one hour mark I asked the hostess what we owed for the two sodas. She said nothing. We put $5 on the table and walked out. We were attending a show at the Paramount and did not want to be late.

    Is this helpful?

  6. Lloyd

    New York City

    65 reviews

    vip
    3.0

    65 reviews

    Dined on 10 November 2024

    1. Overall 3
    2. Food 4
    3. Service 2
    4. Ambience 3
    We went to Gleason's for an early dinner before a show at the Paramount Theatre. Most of the patrons at that time were doing the same. The restaurant was nearly full. It's definitely very convenient and we have gone there before for the same reason. The food was good as always and we would return. For our party of four, three of us had pizzas and one had a burger. There was also a good selection of beers and one cider on tap. However, the service was very slow. We waited almost 45 minutes for our food order. We couldn't get an update from the waiter on the status. Perhaps the kitchen was backed up because of all of the customers at that time. It would have helped if we were told about the delay.

    Is this helpful?

  7. Bryan

    Greater Boston

    4 reviews

    2.0

    4 reviews

    Dined on 10 November 2024

    1. Overall 2
    2. Food 3
    3. Service 3
    4. Ambience 3
    We were dining before going to the concert at the Paramount. We waited over an hour for the food to arrive which didn’t give us any time to eat it! The manager was apologetic and gave us a discount but it was not an enjoyable experience. They should be more prepared for the pre-concert crowd!

    Is this helpful?

  8. Diane

    New York City

    98 reviews

    vip
    4.0

    98 reviews

    Dined on 9 November 2024

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    Wonderful evening - Bands were terrific!! had creative cocktails and pizzas too enjoyed all. Our server Michael was wonderful made us feel so welcomed nbut honestly- entire staff very friendly > will defiantly return more often

    Is this helpful?

  9. Wendy

    New York City

    2 reviews

    2.0

    2 reviews

    Dined on 1 November 2024

    1. Overall 2
    2. Food 2
    3. Service 3
    4. Ambience 2
    We had a reservation and arrived on time. The appetizer came out fairly quickly and was very good. However, 55 mins after we sat down our entrees still were not out. When I inquired how much longer it would be the waiter brought out the 1 order, the pizza and said they were going to start preparing my salmon entree now. I had them cancel it and took the pizza to go since we had tickets to show at Paramount theatre. Very disappointing experience. The waiter could not have been nicer and was very apologetic. It was certainly not his fault.

    Is this helpful?

  10. sara

    New York City

    1 review

    4.0

    1 review

    Dined on 1 November 2024

    1. Overall 4
    2. Food 4
    3. Service 3
    4. Ambience 3
    Friendly staff/servers. Great menu selections. Only issue was we began with a yummy shared salad, then waited 55 minutes after that for our meal to be served( sliders, sandwiches & burger) ? Extreme

    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 176 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.

A photo of Gleason's restaurant

Gleason's

4
$30 and under
Italian
Peekskill

Make a booking

2 people
21:30
Booked 6 times today

Order delivery or takeout

Google Map for Gleason's

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
  • 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

Gift card

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

Send a gift card
  • Privacy policy
  • Terms of Use
  • Impressum
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable International Ltd. Alphabeta Building, 14-18 Finsbury Square, London EC2A 1AH - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo