Gleason's

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!

Was there on Jan. 20, 2024 with my son who just turned 13.The place was crowded, there was a great band. The hostess took my name and said it would be about 40 mins. We were cool with the wait. After walking around town on the zero degree windchill for a bit, we returned and she politely informed us that many people were not leaving due to the band but offered us a bistro table in the bar area. The bartender that took care of us, did not get his name as it was loud and my hearing sucks was great. He was a younger man, short dark hair and a manicured beard. The service, food,drink and the band were amazing. The bouncer at the door was also a very polite, helpful man. Would recommend it to anyone looking for some good pizza and Italian finger foods in a great atmosphere, check it out.
I would recommend reservations if you are a regimented type of person or are a whiner that would complain if the same situation happened to you.
To all the whiners remember life is short, don't make a big deal out of trivial events. Just make the best of whatever may happen.

The new space is great and the menu is up a notch! Great sourdough pizzas and good drinks.

Delicious pizza with great crust! Can't go wrong with any of the scrumptious topping options. Crispy calamari app was a generous portion with a crunchy coating and good shipping sauces. Great beer selection. Pleasant atmosphere especially by the windows. Excellent service. New favorite brunch spot in Peekskill!

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

Love Gleason’s so much!! Great food great drinks great people!

The new location has a lot more space than before. Fortunately the key staff from the former place stayed on through the move. The food and drinks are as good as they ever were. The new staff does need a bit more experience to get to the service level of the “veterans” along with the quality of drinks. The “veterans” have an ability to seamlessly change roles successfully. This is what made the place tick before. They know everyone in my family and make my children and even my grandmother feel special when they walk in the door. I hope this can continue with all of the changes. This staff is amazing!

My husband and I ate here Friday night before the Orleans concert at the Paramount. Service was a bit slow but once the food came out it was so worth the wait. We ordered the meatball appetizer, the mac and cheese (huge portion, they should put that on the menu as an entree item! Very good!) and the Penne Vodka with grilled chicken. Everything was hot and delicious!
We'll be back :)

Went with a friend for dinner before a show. Had the best spicey margarita & fall salad. Waiter was especially funny & nice. Def a good meal.

Pizza crust was light and very tasty. Loved the crumbled sausage. Great draft, cocktails, and vibe. And don't skip dessert!!! Definite recommendation!

This is one of our regular places to eat. Food is great and large portions.The service is also great. We try to eat here at least once a week.

Way better than the last Gleasons. Always liked their pizza, never had anything else. Pretty solid pizza.

We go to Gleason's almost every week. The atmosphere is very nice. Cocktails are especially good. Coconut shrimp, meatballs, and potato soup are our favorites. The pesto pizza was delicious. The staff is great. Look forward to some of the former entrees reappearing on the menu (lasagna).

The food was amazing. Everything from the appetizers to dessert was great. The staff was super friendly and attentitive. I will definitely be going back!

We really miss the peanut butter babies! It was always my favorite drink on the menu and would love to see them again

I've been going here for the past four years, and I see it as one of the town staples. The highlights have to be the cocktails. They have great bartender who have mastered the craft of drink making, so whatever you get will be great. Great selection of food as well, from personal pizzas to the apps, it's great Italian fare. A high light is the frequent events that happen during the week from live performances, trivia, and Kareoke. It's a great way to get out and find something to get you out of the house and to meet friendly faces.

I've been here a handful of times. While a little pricey for casual takeout, this is a great place to bring family friends to celebrate a birthday or job promotion. Their wings are really tasty, and I've never had a bad pizza from them. Service has always been very friendly and efficient.

I'll never forget my first time, when I asked our waitress for her favorite build-your-own pizza, and she recommended a pizza with goat cheese, arugula, leeks, and shrimp. I loved it so much that I've recreated it at home many times since.

Absolutely loved the food and ambiance here. For appetizer, we ordered the meatballs, mozzarella wedges and a margarita pizza. Highly recommend any of those 3.

For dinner, ordered the penne vodka. It’s a large portion so consider sharing with someone if you’re not very hungry!

Would definitely come back. Service was great and staff was friendly.

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.

Great choices of well made, beautifully done, great tasting Pizzas!
Manager is super down to earth.
The staff from Thursday - Sunday are amazing!
Friendly is to say the least, they made me feel welcomed immediately and genuinely have a conversation with you. This spot gives you the downtown NYC VIBES - Love it!