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.

Sunday, December 20

Sunday 5:00 pm to 6:00 pm	Nutcracker, Short & Sweet	Paramount Hudson Valley Theater 1008 Brown St Peekskill, NY   See Map
	SHARE THE HOLIDAY SPIRIT WITH YOUR CHILD, GET YOUR TICKETS FOR THE HUDSON VALLEY DANCE THEATRE’S “NUTCRACKER, SHORT AND SWEET!” Experience this local, family-oriented rendition of a classic holiday favorite ballet, The Nutcracker! The Nutcracker, Short and Sweet offers the timeless music of Tchaikovsky, favorite dances performed by a company of committed dancers from the Hudson Valley, engaging narration, and costumes that will delight every guest—in a setting and at a price that is perfect for audiences ages 3 and older. Seasoned ballet attenders and first-time audience members alike will love this production. Narrated from the point of view of Clara and only 1 hour long, this easy-to-follow performance is sure to keep the attention of even the youngest audience members. Don’t miss your chance to see The Nutcracker Short & Sweet this holiday season! *As a reminder, no outside food or drink permitted in the venue. Any patron found with outside alcohol, is subject to removal. Info & tickets
Sunday 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, and a special guest on sax, all jazz masters in their own right. Happy holidays from Cross Cultural Connections, the producer of this show. Sponsored by Arts Westchester and M&T Bank. $20 admission. For reservations, call 914-737-1701.

Monday, December 21

No events scheduled on this date

Tuesday, December 22

No events scheduled on this date

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