Kick off 2026 with a refreshing start on the Walkway Over the Hudson! The Friends of the Walkway and the New York State Office of Parks, Recreation and Historic Preservation invite everyone to celebrate the New Year outdoors by joining our traditional First Day Hike on January 1.

Celebrate the start of 2026 with a fun-filled night the whole family can enjoy! Join us at Spins Bowl Poughkeepsie on Wednesday, December 31st from 5PM–8PM for our annual New Year’s Eve Family Party!

Join Heritage in Wappingers for their annual NYE Pre Fixed menu!

CENTERstage Productions is thrilled to present the play adaptation of A Christmas Story by Philip Grecian. Based on the motion picture A Christmas Story, © 1983 Turner Entertainment Co., distributed by Warner Bros., written by Jean Shepherd, Leigh Brown and Bob Clark; and on the book In God We Trust, All Others Pay Cash by Jean Shepherd. Directed by Rik Lopes.

Last visit with Santa before the big day! Come enjoy Brunch with Santa and bring your cameras and appetite so you can enjoy snapping photos of your littles with Santa and enjoy a delicious brunch buffet. Seating is limited so reserve your table today. Children under 3 are FREE but must be included in your reservation headcount.

Our holiday tradition returns! The HVSO and Cappella Festiva join forces to present Handel's Messiah at the Vassar College Chapel. Conductor Christine Howlett will lead the orchestra and chorus in this beloved work, joined by soloists Sara LeMesh, Holly Sorensen, Lawrence Jones, and Michael Hofmann. Bring family and friends and celebrate the season with us!

CENTERstage Productions is thrilled to present the play adaptation of A Christmas Story by Philip Grecian. Based on the motion picture A Christmas Story, © 1983 Turner Entertainment Co., distributed by Warner Bros., written by Jean Shepherd, Leigh Brown and Bob Clark; and on the book In God We Trust, All Others Pay Cash by Jean Shepherd. Directed by Rik Lopes.

Santa is rolling into town — and he’s bringing the holiday magic to Spins Bowl Wappingers Falls! Join us on Saturday, December 20th, 2025 from 12PM–2PM for a festive afternoon of bowling, food, and Christmas fun the whole family will love.

This is Bad Seeds winter fest... SantaCon style! Don't know what SantaCon is? It's a convention of Santas, of course. SantaCons happen all over the country and world and this is the Bad Seed version. Come dressed as Santa or in your favorite seasonal attire (grab that awful sweater) and be ready to for lots of great seasonal Ciders!

Join us for a festive afternoon celebrating the talented local makers behind some of your favorite farm store finds. For one day only, a handful of our farm store vendors will be onsite offering special items of theirs that you won’t find in our shop - a unique chance to browse limited goods, discover new favorites, and connect directly with the artisans who create them!

The Boardman Road Branch Library in Poughkeepsie, NY is exhibiting Robin Rockey Hutchinson’s watercolors. Robin’s whimsical watercolors depict a fantasy and adventurous tone, transporting the viewer to another world.

CENTERstage Productions is thrilled to present the play adaptation of A Christmas Story by Philip Grecian. Based on the motion picture A Christmas Story, © 1983 Turner Entertainment Co., distributed by Warner Bros., written by Jean Shepherd, Leigh Brown and Bob Clark; and on the book In God We Trust, All Others Pay Cash by Jean Shepherd. Directed by Rik Lopes.

The Muppets' version of the Dickens holiday classic about a miser who's visited by three ghosts features Kermit the Frog as the penny-pincher's hardworking and loyal employee. ALL TICKETS ARE FREE - AVAILABLE AT THE DOOR!

CBT’s annual production of The Nutcracker has become a tradition for many families and schools in Hudson Valley. We are excited to bring our production back to the UPAC stage.

Support local artists and discover one-of-a-kind treasures—plates, mugs, ornaments, vases, jewelry, handmade textiles, and more. Perfect for holiday gifting!

An Amazing Holiday Market and an Amazing Venue at Windrose on Hudson! Over 70 exhibitors so far! Free admission, free parking and an Amazing outdoor Food Court!

Support local artists and discover one-of-a-kind treasures—plates, mugs, ornaments, vases, jewelry, handmade textiles, and more. Perfect for holiday gifting!

THE FULLER MARKET is Back for the HOLIDAYS: Dec 13th–14th! Two festive days filled with handcrafted goods, delicious food, coffee and libation & good vibes!

CBT’s annual production of The Nutcracker has become a tradition for many families and schools in Hudson Valley. We are excited to bring our production back to the UPAC stage.

Get ready, Hudson Valley! The Pizza & Italian Festival is BACK where it all began — at the MJN Center in Poughkeepsie.

Support local artists and discover one-of-a-kind treasures—plates, mugs, ornaments, vases, jewelry, handmade textiles, and more. Perfect for holiday gifting!

An Amazing Holiday Market and an Amazing Venue at Windrose on Hudson! Over 70 exhibitors so far! Free admission, free parking and an Amazing outdoor Food Court!

THE FULLER MARKET is Back for the HOLIDAYS: Dec 13th–14th! Two festive days filled with handcrafted goods, delicious food, coffee and libation & good vibes!

CBT’s annual production of The Nutcracker has become a tradition for many families and schools in Hudson Valley. We are excited to bring our production back to the UPAC stage.

Please join The Elk’s Club Lodge 275 and Mid-Hudson Works on Friday, December 12 from 6PM-10PM at the Poughkeepsie Elk’s Lodge for Salute and Celebrate - the perfect holiday outing for coworkers, friends, and family!

Join us for a joyful evening of music, reflection, and unity as we celebrate the beauty of our community’s many winter traditions — from Hanukkah and Christmas to Kwanzaa, and more. This special gathering is all about connection, compassion, and honoring the traditions that make our community so vibrant.

Christmas Mini Sessions at J. J. Farms! 20 minutes, 2 scenes and additional photos with Santa and Mrs. Clause!

The holiday magic is back—and brighter than ever! Join us on Saturday, December 6th, as Team Banx transforms our space in the heart of Wappingers Falls into a winter wonderland for the 3rd Annual Hometown Holiday Market.

Join McCann Ice Arena for a FREE Public Skate on Saturday, December 6th from 3:00-5:00 PM with a very special guest....SANTA!

Celebrate the season and Vivash Med Spa Beacon’s 3rd anniversary with a free in-person Holiday Glow-Up Event designed to pamper, refresh, and delight.