Displaying events from
Saturday Dec 12, 2026 to Friday Dec 18, 2026
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| Saturday, December 12 |
Saturday 6:00 pm to 8:00 pm | A Very Gyspy Christmas with Doug Munro (guitar) Jazz | BeanRunner Cafe 201 S. Division Street @ Esther Peekskill, NY See Map |
Veteran New York guitarist Doug Munro has an insatiable appetite for all things jazz.
With what has become the most streamed Gypsy holiday recording ever, La Pompe Attack will be back for their annual Holiday Gypsy Swing party playing all the material from "A Very Gypsy Christmas" as well as some new Holiday favs! Joining Doug are Albert Rivera, Ernie Pugliese and Michael Goetz. This is always a very special event. Be sure to book your reservations early as seating is limited. Doug has received two Grammy nominations and two NAIRD awards. $20 Admission. Call for reservations at 914-737-1701. | ||
Saturday 7:00 pm to 9:00 pm | Jessica Lynn- A Very Merry Classic Christmas Cabaret, Covers, and Multi-genre original. Christmas | Paramount Hudson Valley Theater 1008 Brown St Peekskill, NY See Map |
Jessica Lynn’s – A Very Merry Classic Christmas” has become a full-blown holiday phenomenon – breaking records, winning awards, and capturing the hearts of families across the world. What started as a hometown production has grown into one of the most anticipated Christmas events of the season: A joyful, family-friendly sleigh ride through the most wonderful time of the year.
Every winter, this beloved sell-out show delivers a cinematic, immersive multi-media experience filled with high-energy dancers, marching bands, soaring choirs, and breathtaking special effects. Featuring all the classic Christmas songs audiences cherish, the production pulls people of every age right into the story, making them a true part of the celebration. Want a Behind-the-scenes look at this production? Purchase a VIP Backstage Pass Here: https://jessicalynnmusic.org/product/270418-jessica-lynn-s-a-very-merry-classic-christmas-vip-experience-saturday-december-13-2025 Event & ticket link: | ||
Saturday 7:00 pm to 10:00 pm | Hurley Mountain Highway - HMHBand Pop/Soft Rock, Rock (classic) | Sweet Clover Farm (formerly Palaia Winery) 10 Sweet Clover Rd (just off Rte. 32) Highland Mills, NY See Map |
WINTER SATURDAY NIGHTS at SWEET CLOVER FARM (formerly Palaia Winery)
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! Bring chairs! | ||
Saturday 7:00 pm to 10:00 pm | Sasha Dobson & Pierre de Gaillande Singer-Songwriter | Lucky Dog Beacon 333 Fishkill Ave Beacon, NY See Map |
Pierre de Gaillande is a New York-based multi-instrumentalist songwriter and producer with a commitment to social justice. He performs in the US and abroad with various musical projects including Melomane, Body Kite, and Bad Reputation. He recently collaborated on an album titled “Working Batterie Vol. 1" with acclaimed bassist Mike Watt and is currently working on Volume 2. For this concert, Pierre will perform a set from his songbook with Daria Grace on bass and Jeff Schaeffer on drums.Buy Tickets | ||
| Sunday, December 13 |
Sunday 3:00 pm | Jessica Lynn- A Very Merry Classic Christmas | Paramount Hudson Valley Theater 1008 Brown St Peekskill, NY See Map |
Jessica Lynn’s – A Very Merry Classic Christmas is celebrating 10 years of being one of the season’s most beloved holiday traditions, delighting audiences with a heartwarming, family-friendly experience that captures the magic of Christmas. This sell-out multimedia spectacular features Jessica and her family band alongside high-energy dancers, marching bands, choirs, breathtaking special effects, and the timeless Christmas classics everyone loves. As a proud national corporate sponsor of Toys for Tots, the tour donated over $100,000 in toys to children in need in 2025 alone. Come experience an unforgettable holiday event that brings generations together and creates memories to last a lifetime. *Please bring a new, unwrapped toy with you the night of the show to help children in need this holiday season. Toys for Tots will be collecting in the lobby. Jessica Lynn Fans Receive a Special Discount at The Holiday Inn Express & Suites Peekskill-Lower Hudson Valley! Save 10% on your stay by uBuy tickets | ||
Sunday 7:00 pm to 10:00 pm | Close Encounters: Local Songwriters Singer-Songwriter, Acoustic | Lucky Dog Beacon 333 Fishkill Ave Beacon, NY See Map |
It’s Time for Another Close Encounter!
Close Encounters is a quarterly Lucky Dog series bringing you up close and personal with local songwriters. Discover the stories, songs, and creative voices behind the music in an intimate listening experience. Featuring: Chris Marcin & Mike Grandetti Ian Hatton Katie Elevitch Jonathan Frith Stephen Clair Lys Guillorn (CT) More Information | ||
| Monday, December 14 |
| No events scheduled on this date |
| Tuesday, December 15 |
| No events scheduled on this date |
| Wednesday, December 16 |
![]() Wednesday 2:30 pm to 3:30 pm | Happy Hump Day! with Dorraine Scofield, JB Hunt Pop/Soft Rock, Country | The Eliot 122 Jefferson Heights Catskill, NY See Map |
| An hour of fun and relaxing music to break up the week for residents and visitors. | ||
| Thursday, December 17 |
![]() Thursday 8:00 pm to 10:00 pm | Holiday Fun! with Dorraine Scofield, JB Hunt Pop/Soft Rock, Country, and Acoustic | Taphouse Grille Windham 5359 Main Street Windham, NY See Map |
Check out this cool place with great food, drink, music and fun! Very relaxed atmosphere. | ||
| Friday, December 18 |
Friday 7:00 am | Jessica Lynn Covers | Paramount Theatre 17 South St Middletown, NY See Map |
Jessica Lynn’s – A Very Merry Classic Christmas is celebrating 10 years of being one of the season’s most beloved holiday traditions, delighting audiences with a heartwarming, family-friendly experience that captures the magic of Christmas. This sell-out multimedia spectacular features Jessica and her family band alongside high-energy dancers, marching bands, choirs, breathtaking special effects, and the timeless Christmas classics everyone loves. As a proud national corporate sponsor of Toys for Tots, the tour donated over $100,000 in toys to children in need in 2025 alone. Come experience an unforgettable holiday event that brings generations together and creates memories to last a lifetime.Learn More | ||
Friday 7:00 pm to 9:00 pm | Steve Chizmadia and Band Acoustic, Folk/Traditional | BeanRunner Cafe 201 S. Division Street @ Esther Peekskill, NY See Map |
Tis the Season and Steve Chizmadia and band brings you a warm family friendly evening of Christmas Classics and originals featuring family and special friends. Come sing along with them and make Christmas with Steve a new family tradition.
$20/adults, 10 kids for admission, which goes directly to the musicians. Call for reservations 914-737-1701, | ||