  Sunday
11:00 am
to
1:00 pm | Rosendale Farmers Market
with Dorraine Scofield, JB Hunt
Pop/Soft Rock, Country, and Acoustic | Rosendale Farmers Market (Willow Kiln Park)
Main Street - behind Rosendale Theatre
Rosendale , NY See Map |
 Enjoy a great Farmers Market in an outdoor setting with lots of great food and music! |
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Sunday
2:00 pm
to
5:00 pm | Leo B.
Acoustic | Drafts Bar and Grill
1256 Hamlin Highway
Lake Ariel, PA See Map |
| Enjoy an evening of your favorite songs from the 60s to the 2000s! |
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Sunday
2:00 pm
to
5:00 pm | Roger & Lenny
Pop/Soft Rock | Little Apple Cidery
178 Orchard Lane
Hillsdale, NY See Map |
 Bringing our great tunes and harmonies to Little Apple Cidery for the first time. |
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Sunday
2:00 pm
to
5:00 pm | Free live original acoustic performance
with Joseph Tobin
Acoustic, Americana, and Singer-Songwriter | Vosburgh Brewery
1065 Rt 19
Elizaville , NY See Map |
 Joe Tobin from the group The Acoustic Medicine Show performs solo acoustic from his large catalog of original songs.
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Sunday
3:00 pm
to
6:00 pm | Traditional Sounds for Modern Times
with Chris Reali
Acoustic, Americana, and Country | DUBCO Acres Tasing Room
65 Four Corners Rd
Warwick, NY See Map |
 Chris Reali, a singer songwriter, performs three sets of original music and tasty cover songs at DUBCO Acres. Chris describes his original music as, “traditional sounds for modern times.” No cover. You can preview Chris’s music on all major music streaming platforms.
For more info… |
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Sunday
3:00 pm
to
6:00 pm | Hurley Mountain Highway - HMHBand
Pop/Soft Rock, Rock (classic) | Tin Barn Brewing
62 Kings Highway Bypass
Sugar Loaf, NY See Map |
 We're back for a MEMORIAL DAY WEEKEND SUNDAY AFTERNOON OUTDOOR PARTY at Tin Barn Brewing. (rain/shine event).
Come join in the party w/ HURLEY MOUNTAIN HIGHWAY...playing the best "Feel-Good" Music" around!
Great brew, great crowd, great vibe, great times w/ friends!
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 Sunday
3:00 pm
to
6:00 pm | Private Event in Stanfordville
Rock (classic), Country. Feel good songs everyone loves | 2025 Bourbon Tasting
Stanfordville, NY See Map |
 RBB will be at a Private Bourbon Tasting event in Stanfordville. Hopefully we get some samples!! |
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Sunday
3:00 pm
to
5:00 pm | Daniel Madeson in Concert
Singer-Songwriter | BeanRunner Cafe
201 S. Division Street @ Esther
Peekskill, NY See Map |
 Daniel Madeson is a Singer/Songwriter from Ridgefield, CT. Daniel carefully curates his sound from the genres of Pop, Soft Rock, and Country. His motto for his music is “simple, but impactful and accessible to everyone”.
Donations to the musician are appreciated. |
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Sunday
5:00 pm
to
8:00 pm | Block Party Claryville NY
with The CliQue Band NY
Covers, Dance, and Rock (classic) | Frost Valley YMCA
2000 Frost Vallety Road
claryville, NY See Map |
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Friday
5:00 pm
to
8:00 pm | Leo B.
Acoustic, Rock (50's-60's), and Rock (classic) | Runaway Train Brewery
645 Main St.
Honesdale, PA See Map |
| Enjoy an afternoon/evening of your favorite "memories" (songs) from the 50s to the 90s! |
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Friday
6:00 pm
to
8:00 pm | Free Live Outdoor Concert
with Roadhouse 60's Band
Rock (classic), Covers, and Dance | Red Hook Eat and Go Free Summer Lawn Concert
7509 N Broadway
Red Hook, NY See Map |
 Roadhouse 60’s is a 60’s rock tribute band that gets people dancing all night long! |
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Friday
6:00 pm
to
9:00 pm | Roger & Lenny
Pop/Soft Rock | Copake Lake Boat & Ski
281 Lakeview Road
Craryville, NY See Map |
 Returning to one of our favorite places to perform tunes from the '60s to the '90s. |
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Friday
7:00 pm
to
9:00 pm | A Capella
with The Binghamtonics
Acoustic | BeanRunner Cafe
201 S. Division Street @ Esther
Peekskill, NY See Map |
 As the oldest co-ed acapella group at Binghamton University, the Binghamtonics have been making love to your ears since 1987. From performing pop to alternative rock to blues to hip hop, we spread our electric sound around campus and locally throughout Binghamton. We tour the Northeast annually during our tour performing and showing people, not just in Binghamton, what a cappella is all about. You can listen to our album "Call To Motion" on YouTube, Spotify, Apple Music, and Amazon Music.
$20 donation goes directly to the singers.
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Friday
7:30 pm | The Judith Tulloch Band
Singer-Songwriter, Pop/Soft Rock, and World | Estilo Y Vino Wine Bar
173 Main Street
Beacon, NY See Map |
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Friday
8:00 pm
to
11:00 pm | Big Stage at the Casino
with The CliQue Band NY
Covers, Rock (classic), and Dixieland | Resorts World Catskill
888 resorts world drive
monticello, NY See Map |
The CliQue Band Official |
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Saturday
1:00 pm | *Canceled Due to Weather*
with The Judith Tulloch Band
Singer-Songwriter, Pop/Soft Rock, and World | DuBois Farms
209 Perkinsville Road
Highland, NY See Map |
 *Canceled Due to Weather* |
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Saturday
3:00 pm
to
4:15 pm | 5th Annual Spring Pops Concert
with Smithfield Chamber Orchestra, Matt Finley
Instrumental. Classical, Pop, and Jazz | The Smithfield Church
656 Smithfield Valley Road
Amenia, NY See Map |
 The Smithfield Chamber Orchestra directed by Matt Finley
Saturday, May 31, 2025 at 3 pm
The Smithfield Church, Amenia, NY
This popular group returns to play an eclectic mix of classical, jazz and pop music by Duke Ellington, Leroy Anderson, Oliver Nelson, Anthony Newley, Gustav Holst, Sergei Prokofiev, Roberto Menescal, Felix Mendelssohn and others.
Walter Barrett - trombone
Lynnette Benner - flute
Michelle Demko - flute
Matt Finley - trumpet, arranger, director
Matt Garrity - drums
Charles Gray - clarinet, sax
Larry Ham - piano
Piotr Kargul - viola
Milt Lee - conductor, trumpet
Rob Murphy - violin
Lou Pappas - double bass
Kay Sutka, clarinet
Jean Vilkelis - cello
Selections include Rio, Tradition (Fiddler on the Roof), Caravan, March from The Love for Three Oranges, Buglers Holiday, Second Suite in F (Holst), Pure Imagination (Willy Wonka), and I Hope in Time a Change Will Come.
Sponsored by the Bang Family Concert Series. $20 donation suggested.
For more info: |
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Saturday
6:00 pm
to
8:30 pm | Ella, Nat, and Frank, Big Band Style (Benefit for Sparrow's Nest)
with The Big Band Sound jazz orchestra
Swing/Jump, Big Band, Musical Theater, and Jazz | Freedom Park Bandshell
212 Skidmore Road
Lagrangeville, NY See Map |
 The Freedom Park Bandshell in LaGrangeville will be the venue for a "Solid Gold!, Big Band Style" show presented by The Big Band Sound 25-piece jazz orchestra, including six vocalists and swing dance performers, and it will benefit the Sparrow's Nest local charity. This show will feature songs from the 50-year history of the band, including highlights from The Great American Songbook from such artists as Ella Fitzgerald, Frank Sinatra, Count Basie, Duke Ellington, and more. Performances are Saturday, May 31st at 6 p.m. and Sunday, June 1st at 6 p.m. and although tickets won't be required for entry, the suggested donation is $25 per person with proceeds benefiting the Sparrow's Nest charity. Bring your folding chairs and blankets. If it should rain, the performance will take place under the cover of the adjacent large picnic pavilion.
Donate for the show |
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Saturday
6:00 pm
to
8:00 pm | Jeff Barone Quartet, featuring Ron Oswanski (accordian), Alex Smith (organ) and Tim Horner (drums)
Jazz | BeanRunner Cafe
201 S. Division Street @ Esther
Peekskill, NY See Map |
 NYC Guitarist Jeff Barone has developed a strong reputation with his recordings (Crazy Talk and Open Up) and live performances.
Jeff has worked with trumpeter Tom Harrell’s Quintet along with groups led by Bobby Caldwell, and Blue Note artist Reuben Wilson. He has performed at Carnegie Hall, Merkin Hall along with many festivals and concert halls throughout the United States. In addition, Jeff is active as a studio session guitarist and has worked on Broadway shows such as Dear Evan Hansen, Cats, and Wicked to name a few. In addition, he has worked and/or recorded with actor/singers such as Linda Lavin, Kathleen Turner, Joely Fischer, Al Martino and Lucie Arnaz.
Jeff was featured in Scott Yanow’s book entitled “The Great Jazz Guitarists: the Ultimate Guide"(Hal Leonard Publishing 2013) and was featured on the cover of Just Jazz Guitar Magazine.
$20 adm. Call for reservations, 914-737-1701. |
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Saturday
6:00 pm
to
11:30 pm | Fundraiser to Improve Stage and Sound
with RBNX, Lake Lanier, Trouble Bound, Carrousel, Neckscars, Burn the Ships
Alternative. Punk Rock | Reason and Ruckus
305 Main Street
Poughkeepsie, NY See Map |
DCxPC Live Presents: Reason & Ruckus Benefit Show!
Saturday, May 31st
Reason and Ruckus
305 Main Street, Poughkeepsie, NY
All Ages
Doors at 6 PM
Show at 6:30 PM
$10 at the Door
Join us in raising funds to upgrade the stage and lighting at Reason & Ruckus! Expect a stacked lineup of underground punk, hardcore, and more:
🎤 RBNX (Hudson Valley)
🎤 Carousel (Pennsylvania)
🎤 Trouble Bound (Hudson Valley)
🎤 Neckscars (NYC)
🎤 Lake Lanier (NYC)
🎤 Burn the Ships (Hudson Valley)
Let’s pack the place and support DIY music the way it should be—loud, raw, and real!
DCxPC Live |
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Saturday
6:00 pm
to
9:00 pm | Classic Rock
with The Undercover Band
Rock (classic) | Holy Trinity Parish Spring Festival
775 Main Street
Poughkeepsie , NY See Map |
 The Undercover Band will be playing live music from 6pm until 9pm Saturday night at the Spring Festival at the Holy Trinity Church on Main Street in Poughkeepsie. Free admission |
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Saturday
7:00 pm
to
10:30 pm | The Ultimate Billie Eilish Tribute!
with Bad Guy Billie, Hot To Go
Pop/Soft Rock, Covers | Warwick Stage
122 state school rd
WARWICK, NY See Map |
Step into the world of Billie Eilish with Bad Guy Billie, the ultimate tribute experience! From hypnotic beats to haunting vocals, this show captures the essence of Billie’s iconic sound and energy. Featuring Hot To Go, this is a one-night-only event you won’t want to miss!
Buy Tickets |
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Saturday
7:00 pm
to
10:00 pm | Great Outdoor Bar
Rock (classic), Country | Hurricane Grill & Wings
9 Raymond Ave
Poughkeepsie, NY See Map |
 Join us at Hurricane Grill & Wings for an eving of good food, drinks and music! |
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Saturday
7:00 pm
to
9:00 pm | The Chrysalis: Stories on Stage with Music
Jazz | Arts Society of Kingston
97 Broadway
Kingston, NY See Map |
Join us for a new performance series where local musicians and authors come together for an evening of short stories accompanied by great music at The Arts Society of Kingston - 97 Broadway in Kingston NY.
This inaugural performance features Bill Ware, vibraphone and John Menegon, bass as they transform the stories of four local authors - Michael Patrick Kelly, Debra K. Every, Suzanne Hayes-Kelly and B. Marcus Walker - into something unique.
You'll be inspired, moved, and entertained with the power of storytelling taken to the next level when live jazz is woven in and around stories that will stay with you long after the evening has passed. Experience the marriage of story and music come to life!
Buy tickets |
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Saturday
7:00 pm
to
10:00 pm | Interspace, Arnold Hammerschlag – trumpet, Peyton Pleninger – saxophone, Adam Siegel – saxophone, Jim Yanda – guitar, Will Mcevoy – bass, Aaron Yanda – drums
Jazz | Lydia's Cafe & Bar
7 Old US Highway 209
Stone Ridge, NY See Map |
 Interspace is a Hudson Valley-based improvisational band exploring interval theory through original composition and performance.
Great food, cannabis alrightus, nice hang
Suggested $20 donation for music
Reservations suggested 845-687-NERD (6373)
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Saturday
8:00 pm
to
10:00 pm | An Evening With Tom Rush
Rock (50's-60's). Folk/Rock | Emelin Theatre For The Performing Arts
153 Library Lane
Mamaroneck, NY See Map |
Tom Rush helped shape the folk revival in the ’60s, the folk-rock movement of the ‘70s, and then the renaissance of the ’80s and ’90s, his music having left its stamp on generations of artists. James Taylor, Emmylou Harris, Tom Petty and Garth Brooks have cited Tom as a major influence. His early recordings introduced the world to the work of Joni Mitchell, Jackson Browne and James Taylor.
Accompanied by Matt Nakoa
Buy Tickets |
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A memorial day celebration in the heart of Pine Plains. A great outdoor venue with food, drinks, and great music by The Chain Gang.
Outdoors (note: "garden"), so bring your kids and your dog and your appetite, and get ready to have a lovely afternoon in the garden while I sing your favorite songs! Just over the border from New York!
Over the course of a prolific 40+ year career, 32 releases and 17 solo albums, Rees Shad has crafted music that is both poignant and profound. He is dedicated to crafting short story songs that cross genre lines to serve the spirit of each tale he weaves and engage his audiences in deep and meaningful ways.
Free noon-time concerts at First Presbyterian Church, Goshen, NY. Come and enjoy the music. Great music in a great space.
The Poughkeepsie Jazz Project was created in 2012 with the goal of maintaining live jazz culture and community in Poughkeepsie, NY. Since its inception, The PKJP has presented a weekly jazz jam session accessible to all musicians and fans of live music. Over the past twelve years, the jam has been honored to host hundreds of musicians from the Tri-state area. This event is free to both participants and listeners. All with a passion for jazz are welcome.
Get ready to elevate your lunchtime experience with Lunch & A Show, a brand new way to enjoy live entertainment at the Sugar Loaf Performing Arts Center!
Dinner & A Show featuring Yesterday Once More: A Tribute to The Carpenters | Wednesday, May 28th | Dinner starts at 5:00 PM, Show starts at 6:00 PM | In the Sugar Loaf Performing Arts Center Pavilion