Gleason’s is a rustic-chic restaurant in Peekskill, New York, offering a welcoming setting for market-fresh flatbread pizza, pasta, panini, and thoughtfully prepared comfort food.
Whether you are meeting friends for lunch, enjoying dinner, stopping in for brunch, or dining on your own, Gleason’s provides a casual, cozy, and trendy atmosphere designed for relaxed meals and enjoyable gatherings. Table service, seating, dessert, and catering make it a versatile choice for a range of occasions.
The menu and beverage selection offer something for every taste, from beer, coffee, and late-night food to fancy cocktails, happy-hour drinks, and a great wine list. Guests can also enjoy a great beer selection, live music, and local specialties, with a bar on site and free Wi-Fi available.
For added convenience, Gleason’s accepts reservations and offers outdoor seating, dine-in service, takeaway, kerbside pickup, delivery, and no-contact delivery. Credit cards, debit cards, and NFC mobile payments are accepted.
Accessibility and comfort are important at Gleason’s, with a wheelchair-accessible car park, entrance, seating, and toilet. Rated 4.30 out of 5 based on 448 reviews, the restaurant is located at 23 S Division St, Peekskill, NY 10566, United States.
Whether you are planning a full meal, a casual drink, a happy-hour visit, or a convenient meal to enjoy elsewhere, Gleason’s brings together appealing food, a broad beverage selection, fast service, and a comfortable dining experience.
Popular Items
Frequently ordered and highly recommended items at Gleason's
Our Story
Welcome to a place where great food meets warm hospitality. We believe dining is more than just a meal - it's an experience to be savored and shared.
Our kitchen is dedicated to creating dishes that bring people together, using recipes that honor tradition while embracing innovation.
Photos
A glimpse of our restaurant experience
Food & Drinks
Marinara, mozzarella, Parmesan, Gleason's meatballs
Marinara, mozzarella, Parmesan, Gleason's meatballs, spaghetti
Classic, house-made vodka sauce, penne, crispy chicken
Breaded eggplant, marinara, mozzarella, Parmesan, spaghetti
Classic house-made vodka sauce with penne
Breaded eggplant, marinara, mozzarella, Parmesan
Chicken cutlet, marinara, mozzarella, Parmesan
Chicken cutlet, marinara, mozzarella, Parmesan, spaghetti
White base, melted leeks, roasted mushrooms, shredded mozzarella
Pork sausage, broccoli rabe, Parmesan
Olive oil base, artichoke hearts, crumbled goat cheese, roasted red pepper, shredded mozzarella
Red base, crispy chicken, cherry peppers, mozzarella, caramelized onions
Red base, sausage, pepperoni, caramelized onions, green peppers, shredded mozzarella
Mozzarella base, bbq crispy chicken, raw red onion
Red base, Gleason's meatballs, Parmesan, shredded mozzarella
Mozzarella, fontina, ricotta, Parmesan
White base, brussels sprouts, bacon, pecorino romano, mozzarella
Roasted tomatoes, basil pesto, fresh mozzarella
Cheddar and fontina, toasted bread crumbs
Basil garlic pesto, Parmesan, mozzarella, marinara dipping sauce
Roasted beets, goat cheese, fennel, pumpkin seeds, lemon vinaigrette
Baby romaine, creamy Caesar dressing, croutons, Parmesan
Choice of sweet Thai chili or marinara sauce
Veal, pork, and beef; marinara, melted fontina and mozzarella
Baby mixed greens, cucumbers, pickled carrots, balsamic vinaigrette
Baby romaine, creamy Caesar dressing, croutons, Parmesan
Baby mixed greens, cucumbers, pickled carrots, balsamic vinaigrette
8 per order** With pickled carrots and blue cheese or Ranch dressing
Rich chocolate cake with whipped cream cheese and ricotta frosting *Gluten-free
Warm chocolate chip cookie baked in a small skillet, served with a scoop of ice cream *Made to order
With Nutella
Gemelli pasta with choice of marinara sauce or butter
Red base, shredded mozzarella
Hear from our valued guests
Food is great, service is great, Killer Film band was awesome!
Enjoyed another great nigh!. Yenni, as always, an amazingly friendly and attentive server. Great pizzas. And, an added bonus a great cover band. Gleason's has become our "third place" in Peekskill, where you can just chill and "be" in a cozy environment. Additional props for amazing booze-free drinks that make you NOT miss the booze.
Pizza crust was light and very tasty. Loved the crumbled sausage. Great draft, cocktails, and vibe. And don't skip dessert!!! Definite recommendation!
Love it here!! The service is great, the cocktail menu is expansive, and the food is incredible!! I highly recommend the roasted Brussels with goat cheese and hot honey. Also their music selection is 10/10. I don’t come often cause it’s quite pricey, but it’s one of my favorite places in Peekskill for sure.
Great N/A mocktails!!! Had a N\A Negroni and it was so good I ordered two. Rarely happens I get a second drink but this one was so good I had to have a second. First time at the new location but had a great time at trivia ( every Wednesday, free to play, @7pm) Loved the sourdough pizza crust, specials were delicious and loved the option to build your own pizza, great for those with dietary restrictions. The pizzas are shareable but our group of 5 ordered 5 and there was nothing left over.
Nice place to get an awesome pizza. Every pizza is crafted with a thoughtfully placed array of ingredients that comes together quite nicely. We had the Autumn Harvest pizza. The sweetness of the squash based sauce contrasted by the saltiness of the bacon really added a good amount of depth. They also have Trivia night on Wednesdays at 7pm
Mother’s Day Jazz brunch was amazing ! Fantastic jazz set by Kristina Koller.
I stopped in for an early dinner. Had the fig salad, which was excellent, but was a special and not a regular item. 😩 So I also ordered the sausage and broccoli rabe pizza 🍕. I loved that! The restaurant is open and airy on the inside and there’s a stage for karaoke on Thursdays and other shows on other nights. Would def come back again!
Came here with my husband Tuesday night. Aaron and Chris (bam) were super friendly and informative of the wines, whiskeys, and pizza! I got the happy hour $5 wine which tasted like a $14 a glass wine and my husband got the IPA which was also very tasty can def tell their taps are clean. We got a Caesar salad to share and it was delicious. The build your own pizza was amazing you can tell they have a real brick oven to cook the pizza to perfection! The crust was crispy and doughy and the sauce was tangy and not too salty. It’s too bad we live on Long Island bc this would be our go to local spot. If I could give over 5 stars I would!
Cool local spot with good pizzas and other menu items, solid beer list and a great cocktail program. Top Tip: Be sure to get here early if you are going before a Paramount show. Being the closest restaurant to the theater means it's very busy on show nights.
Common questions about Gleason's
Gleason's is located at 23 S Division St, Peekskill, NY 10566, United States, Peekskill, NY, United States.
Gleason's has a rating of 4.3 out of 5 based on 448 customer reviews.
Gleason's features the following accessibility: Wheelchair-accessible car park, Wheelchair-accessible entrance, Wheelchair-accessible seating, Wheelchair-accessible toilet.
Gleason's features the following service options: Outdoor seating, Kerbside pickup, No-contact delivery, Delivery, Takeaway, Dine-in.
Gleason's features the following highlights: Fast service, Great beer selection, Great cocktails, Great wine list, Live music, Serves local specialty.
Gleason's features the following popular for: Lunch, Dinner, Solo dining.
Gleason's features the following offerings: Alcohol, Beer, Cocktails, Coffee, Comfort food, Happy-hour drinks, Happy-hour food, Late-night food, Quick bite, Small plates, Spirits, Vegetarian options, Wine.
Gleason's features the following dining options: Brunch, Lunch, Dinner, Catering, Dessert, Seating, Table service.
Gleason's features the following amenities: Bar on site, Restroom, Wi-Fi, Free Wi-Fi.
Gleason's features the following atmosphere: Casual, Cozy, Trendy.
Gleason's features the following crowd: Family friendly, Groups, LGBTQ+ friendly, Tourists, Transgender safe space.
Gleason's features the following planning: Accepts reservations.
Gleason's features the following payments: Credit cards, Debit cards, NFC mobile payments.
Gleason's features the following children: Good for kids, High chairs, Kids' menu.
Gleason's features the following parking: Free parking lot, Free street parking, Paid parking lot, Paid street parking.
Business Features
We look forward to welcoming you. Make a reservation or stop by - walk-ins welcome!
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