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  Olana in winter with the "Upstate Weekend Plans" text written across the photo in Hudson Valley, NY.

What to Do in The Hudson Valley This Weekend Dec 15 – Dec 17

By inside + out | December 14, 2023

Deck the halls at Santa Con, Grinchmas, or Celebrate the Winter Solstice! There are Hudson Valley happenings for everyone. Take your pick below…

🎄 Marlboro, Fri Dec 15th, 7:30pm. A Very Falcon Christmas Benefit.
A Falcon tradition, hosted by new-school-old-school crooner Brian “BSKi” Collazo with an all-star lineup of performers! Info HERE.

🧣 Leeds, Fri Dec 15th, 9pm. Ugly Sweater Party + 2nd Chance Band.
Wear your best ugly sweater and dance the halls to live music at Murphy’s Law Public House. Info HERE.

🎁 Woodstock, Sat Dec 16th + Sun Dec 17th. Woodstock Holiday Art & Crafts Fair.
Unique handmade gifts at Mountain View Studio. Info HERE.

🎿 Highmount, Sat Dec 16th + Sun Dec 17th, 10am – 3pm. Holiday Bazaar at Belleayre Mountain.
Make this a holiday shopping hub with tons of local vendors selling all sorts of hand-made + unique goodies between runs down the mountain! Info HERE.

🛍️ Kingston, Sat Dec 16th + Sun Dec 17th, 11am – 5pm. Farmhouse Project Makers Market.
Shop 60+ hand-selected artisans with a beautiful assortment of treasures, along with local eats and beverages. Info HERE.

❄️ Hudson, Sat Dec 16th, 1pm – 5pm. Olana Winter Solstice Celebration.
Celebrate the Solstice with live music, games, activities, tours + the sunset! Info HERE.

🏮 Saugerties, Sat Dec 16th, 2pm – 7pm. Winter Solstice Celebration at Opus 40.
Celebrate the winter solstice and the return of light with music, a lantern walk + star-gazing with Astronomers @the_mhaa. Info HERE.

🎅 Highland, Sat Dec 16th, 3pm – 8pm. Bad Santa Con.
A convention of Santas hosted by @badseedcider. Dress up + check out our very own “kegsmass” tree! Info HERE.

🪘Hudson, Sat Dec 16th, 5pm. Kwanza at Hudson Hall.
Celebrate Kawanza with an afternoon of arts + crafts for children, dancing, drumming, a candle-lighting ceremony and the sharing of Nguzo Saba. Info HERE.

🎷 Tannersville, Sat Dec 16th, 8pm. The Hot Sardines: Holiday Stomp.
An eight-piece band of hot jazz mischief-makers stomping out a special night of entertainment you won’t forget! Info HERE.

🧌 New Paltz, Sun Dec 17th, 11am – 2pm. Meet the Grinch.
Prepare for a Festive and Exciting Grinchmas at Robibero Winery! Info HERE.

🎸 Saugerties, Sun Dec 17th, 2pm. David Torn + High Low Duo at The Local.
Improviser, film composer + soundscape artist David Torn and High Low Duo play the electric guitar, stretching its range of genres and sonic limitations. Info HERE.

🇮🇪 Poughkeepsie, Sun Dec 17th, 3pm. A Celtic Christmas.
A star-studded Irish spectacular you won’t want to miss this Christmas season. Info HERE.

🚒 Poughkeepsie, Sun Dec 17th, 5:30pm – 7:30pm. Family Free Night at the Mid-Hudson Discovery Museum.
Open late with free admission for families + children ages 12 + younger. Info HERE.

🌽 Hudson Valley Area, Check Out the Hudson Valley Farmer’s Markets Near YOU!
From year-round to seasonal markets, here’s your insider’s go-to Hudson Valley Farmer’s Markets. Info HERE.

👉 Know of more cool events happening in the Hudson Valley/Catskills area?
Leave them in the comments below.

Have a wonderful weekend from Inside+Out Upstate NY!

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