Displaying events from
Sunday Dec 13, 2026 to Saturday Dec 19, 2026
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| 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, | ||
| Saturday, December 19 |
Saturday 11:00 am to 2:00 pm | Hurley Mountain Highway - HMHBand Pop/Soft Rock, Rock (classic) | The Silk Factory 299 Washington Street Newburgh, NY See Map |
A fun brunch vibe on an Winter Christmas Saturday at SILK FACTORY!
Come and hang w/ HURLEY MOUNTAIN HIGHWAY and some great "Feel-Good Music" at The Silk Factory (Newburgh, NY). Great easy-going vibe, and a way-cool bohemian decorated music room. Come enjoy a relaxed Sunday afternoon w/ friends and family, and some cool feel-good tunes too. | ||
![]() Saturday 6:00 pm to 8:00 pm | It's a Ray Blue Christmas Jazz | BeanRunner Cafe 201 S. Division St Peekskill, NY See Map |
Every year for the last 14 years, award winning, New York bred saxophonist, Ray Blue, played his Christmas show at the BeanRunner Cafe.
Now playing to summon his Christmas spirit are some of the phenomenal musicians who were part of Ray's band and life: Jeff Barone on guitar, Greg Murphy on piano, Steve Johns on drums, Beldon Bullock on bass, all jazz masters in their own right, and on sax, Ryan Finnegan, a former student of Ray's who is currently attending the Eastman School of Music. Happy holidays from Cross Cultural Connections, the producer of this show. Sponsored by Arts Westchester and M&T Bank. $20 suggested donation to help continue the CCC programs. For reservations, call 914-737-1701. | ||