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Here’s What to Do in the Hudson Valley This Week

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A holiday parade in Poughkeepsie, a Christmas festival in Cairo, and guided hikes top this week’s picks for things to do in the Hudson Valley.

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Snowflake Festival

Uptown Kingston
December 3, 6-8 p.m.

This Uptown Kingston tradition brings together fire twirlers, fiddlers, ice carvers, singers, and dancers. Main stage performances are a highlight of the event, while smaller happenings add to the charm of the Snowflake Festival. Stick around for the festive tree lighting, and hopefully get in a visit with Santa.

Celebration of Lights Parade & Fireworks 

Downtown Poughkeepsie 
December 3, 6:30 p.m.

One of Poughkeepsie’s biggest holiday events returns after a one-year hiatus. Celebrate Christmas with two tree lightings (at Mural Square and Dongan Square Park) and a firework display. Once the lighting ceremonies conclude, head to the waterfront for a dazzling fireworks show above the Hudson. After that, the Bardavon will screen It’s a Wonderful Life at 8 p.m.

Hike Through History at Harriman State Park 

Jackie Jones Mountain, Stony Point
December 4, 9:30 a.m.

 Ready to get back on Hudson Valley hiking trails? Embark on this guided exploration of Harriman State Park, specifically the Jackie Jones Mountain fire tower. On a clear day you can make out the famous Manhattan skyline from the summit. This three-mile hike tackles the 60 ft fire tower, the ruins of the Orak Mansion, and more.

Sinterklaas

Rhinebeck
December 4, starting at 10 a.m.

This fan-favorite Hudson Valley Christmas festival makes a grand return to Rhinebeck this year. Experience Dutch traditions, live music, dance performances, and tons of appearances from festive characters. The all-day celebration culminates in the children’s starlight parade at 6 p.m. There’s truly no family event quite like Sinterklaas.

Dutchess Handmade Holiday Pop-Up Shop

The Trolley Barn, Poughkeepsie
December 4-5, 10 a.m.—5 p.m.

This ultra-festive pop-up shop is an absolute celebration of Hudson Valley artisans. Stuff stockings with prints, ceramics, wood carvings, greeting cards, and much more. Support makers within the community, and find the perfect gift before Christmas or Hanukkah comes.

Greene’s Candy Cane Christmas Festival

Angelo Canna Park, Cairo
December 4-5, 10 a.m.—5 p.m.

Who’s ready for the first-ever Candy Cane Christmas Festival? This cheery celebration debuts in the Catskills with craft beverages, holiday snacks, and plenty of shopping. The Cask and Rasher brings merriment in the form of mulled wine and spiked ciders. Businesses from across Greene County will be in attendance, providing a vast assortment of presents. Plus, Santa visits in the early afternoon. Proceeds from a 50/50 raffle benefit local families in need, making sure everyone has a very merry holiday season.

NY Craft Beer/Cider Try and Buy

St. Mary’s Episcopal Church, Cold Spring
December 5, 11:30 a.m. – 3:30 p.m.

More than 20 Hudson Valley breweries and cideries participate in this outdoor holiday market. Sample the region’s best in craft beverage, and pick up perfect adult stocking stuffers. Reserve your tickets online. Tasting passes cost $35, while non-alcohol ticketed guests are $15.

Looking for more things to do in the Hudson Valley this week? Our day trip guides offer tempting itineraries across the region. For those looking to support local, check out our shopping day trips guide. Plus, take a peek at our monthly insider guide for November events, including plenty of family-friendly outdoor events, farm fun, and seasonal activities. Seeking a rural escape? Visit one of our many beautiful farms throughout the seasons. Plus, cross festive holiday experiences off your Hudson Valley bucket list with our guides to Christmas tree farms and holiday markets.

For foodies, our recipe index has everything from beautiful breakfasts and lunches to divine desserts straight from Hudson Valley chefs. You won’t want to miss any of it!

Want even more? Check out our Hudson Valley event calendar guide.