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Gleason's, Peekskill, NY

Gleason's

4.0
4
183 Reviews
$30 and under
Italian

Make a reservation

2 people
7:00 p.m.
Booked 4 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

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
  • Neighbourhood
    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
    Bar/Lounge, Beer, Cocktails, Dancing, Delivery, Entertainment, Full Bar, Gluten-free Options, Happy Hour, Late Night, Non-Smoking, Patio/Outdoor Dining, Takeout, Weekend Brunch, Wheelchair Access, Wine
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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

NoiseModerate

Loved For

  • 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
  1. Randall

    VIP

    New York City

    27 reviews

    5.0

    27 reviews

    Dined 3 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?

  2. JoEllen

    New York City

    4 reviews

    5.0

    4 reviews

    Dined 4 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!

    Is this helpful?

  3. andrea

    VIP

    New York City

    39 reviews

    4.0

    39 reviews

    Dined 5 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.

    Is this helpful?

  4. Christine

    VIP

    Naples

    1 review

    5.0

    1 review

    Dined on February 16, 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?

  5. Jon

    VIP

    New York City

    7 reviews

    5.0

    7 reviews

    Dined on January 12, 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!

    Is this helpful?

  6. David

    New York City

    1 review

    3.0

    1 review

    Dined on January 1, 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.

    Is this helpful?

  7. JoEllen

    New York City

    4 reviews

    5.0

    4 reviews

    Dined on December 29, 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 December 29, 2024
    Thank you! We hope to see you soon! Please follow us on social media to see our upcoming schedule.

    Is this helpful?

  8. Lori

    VIP

    New York City

    4 reviews

    5.0

    4 reviews

    Dined on November 30, 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.

    Is this helpful?

  9. Karen

    New York City

    2 reviews

    5.0

    2 reviews

    Dined on November 30, 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 December 29, 2024
    Thank you Karen!

    Is this helpful?

  10. Christian

    New York City

    2 reviews

    5.0

    2 reviews

    Dined on November 16, 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 reservation

2 people
7:00 p.m.
Booked 4 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
  • Neighbourhood
    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
    Bar/Lounge, Beer, Cocktails, Dancing, Delivery, Entertainment, Full Bar, Gluten-free Options, Happy Hour, Late Night, Non-Smoking, Patio/Outdoor Dining, Takeout, Weekend Brunch, Wheelchair Access, Wine
  • 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
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