Gleason's Peekskill

Gleason's Peekskill Craft Cocktails, Fine Wine, Craft Beer, Locally Sourced Flatbreads, Pastas and more

Serving artisanal flatbread, pasta, steaks, beer, wine and crafted cocktails.

This weekend on the Gleason’s stage:Friday night we are rocking out with the School of Rock Briarcliff House Band school...
06/12/2026

This weekend on the Gleason’s stage:

Friday night we are rocking out with the School of Rock Briarcliff House Band schoolofrockbriarcliffmanor

Saturday at noon we rock on with Croton Harmon Music Academy’s rock showcase. chma_info

Saturday night, local award-winning songwriter stevechizmadia returns to the stage playing a mix of originals and covers.

Come out and support these talented musicians of all ages!

This weekend on the Gleason’s stage:Friday night animal.afterlife will be playing all your favorite dance hitsSaturday n...
06/05/2026

This weekend on the Gleason’s stage:

Friday night animal.afterlife will be playing all your favorite dance hits

Saturday night Van Hayride is taking the stage fronted by . They will be playing countrified covers of Van Halen.

Sunday night our favorite brass band bearmountainbrass takes the stage at 5pm.

This weekend on the Gleason’s stage!Friday night fredgillenjr will be playing acoustic originals and covers. Welcome bac...
05/28/2026

This weekend on the Gleason’s stage!

Friday night fredgillenjr will be playing acoustic originals and covers. Welcome back, Fred!

Saturday night we have Live Band Karaoke with Center Stage. Sign up early to feel like a rockstar! centerstagelbk

Sunday we have a special Beatles Brunch featuring the songs of George Harrison. This all star band features stevechizmadia alhemberger paulbeladino ericpuentedrums

🎸 Live at Gleason’s! 🎸Get ready for Gypsy Angel Row: The Springsteen Concert Experience on May 16 at 8:30 PM.This dynami...
05/15/2026

🎸 Live at Gleason’s! 🎸

Get ready for Gypsy Angel Row: The Springsteen Concert Experience on May 16 at 8:30 PM.

This dynamic 8-piece band, featuring The Mystery Horns, performs authentic, passionate interpretations of the very best of Bruce Springsteen and the E Street Band.

📍 Gleason’s
23 South Division St., Peekskill, NY
🎟 Tickets: $15

Come early for dinner and drinks, then stay for a big night of live music.

This weekend on the Gleason’s stage!Friday night jakealbimusic will be playing originals and covers. Jake is a widely ta...
05/13/2026

This weekend on the Gleason’s stage!

Friday night jakealbimusic will be playing originals and covers. Jake is a widely talented, local favorite whom we hope will remember us when he is famous.

Saturday night we’re calling all Bruce Springsteen fans to check out gypsy_angel_row_band. They perform the best hits of Bruce and the E Street Band with heart and authenticity.
Tickets are available at

https://events.ticketleap.com/tickets/gleasons/gypsy-angel-row-springsteen-tribute

Sunday night, uwannakeke is back by popular demand for a Sunday Special Drag Show. Show starts at 7pm

This weekend on the Gleason’s stage!Friday night we rock out with fan-favorite, Powderfinger! bob.goetz.1Saturday night ...
05/08/2026

This weekend on the Gleason’s stage!

Friday night we rock out with fan-favorite, Powderfinger! bob.goetz.1

Saturday night we have the album release party for lillimure with special guests planestationmusic and yowiebandny This is sure to be an unforgettable night!

Sunday afternoon we are hosting a special Mother’s Day brunch with kkollermusic Treat your mom to a special jazz brunch! Regular menu also available.

Please join us in celebrating Mother’s Day this Sunday with a very special jazz brunch with kkollermusicCall for reserva...
05/05/2026

Please join us in celebrating Mother’s Day this Sunday with a very special jazz brunch with kkollermusic

Call for reservations 914-402-1950

This weekend on the Gleason’s stageFriday night False Start will be taking the stage playing all your favorite tunes fro...
05/01/2026

This weekend on the Gleason’s stage

Friday night False Start will be taking the stage playing all your favorite tunes from the 90s and 00s! falsestartfans

Saturday night Scott Seltzer will be bringing the chill vibes playing acoustic covers and originals scotthselt

Sunday evening bearmountainbrass is back for their monthly residency on the first Sunday of every month. If you haven’t heard these uber talented musicians before, now is your chance!

This weekend on the Gleason’s stage All the way from North Carolina Mark Sinnis will be joining us playing his cemetery ...
04/24/2026

This weekend on the Gleason’s stage

All the way from North Carolina Mark Sinnis will be joining us playing his cemetery western blues. Mark and bealestreetbarbershop were our neighbors on South Street and we are excited to have him play in our new spot!

Saturday we are kicking up the fun with pressplay80sband. They will be playing all your favorite songs from the 80s and bringing the dance vibes!

See you this weekend!

Address

23 South Division Street
Peekskill, NY
10566

Opening Hours

Tuesday 4pm - 10pm
Wednesday 4pm - 10pm
Thursday 4pm - 12am
Friday 4pm - 12am
Saturday 12pm - 12am
Sunday 3pm - 10pm

Telephone

+19144021950

Website

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