Trivia Night at Wiltwyck Spirits
Grab three friends and a cocktail for five rounds of trivia at a small-batch distillery tasting room. There are prizes for the night's winners.
Nov 6 – 8, 2026. We checked every listing below on the venue's or town's own page. Plans change, so give it a quick look before you head out.
Looking ahead: Nov 13–15 · Thanksgiving weekend, Nov 27–29 · Thanksgiving guide · Holiday guide
Grab three friends and a cocktail for five rounds of trivia at a small-batch distillery tasting room. There are prizes for the night's winners.
A New York rock-and-roll songwriter at a dinner-and-music club perched over a waterfall. Dinner is first-come (no reservations), so arrive early if you want to eat.
A community production of the big-hearted musical about kindness to strangers. Bring a canned good for the lobby food drive.
A gravel ride through the farm roads and ridge views around the Gunks that benefits Mohonk Preserve. It ends with a finish-line party and a 3pm prize drawing.
A fundraiser at the market where you can buy a handmade bowl filled with soup from local restaurants. Proceeds go to the market's program that doubles food benefits.
An afternoon of sampling with live music, food trucks, and a vendor market at an orchard about 25 minutes from Poughkeepsie. Book a ride home.
Beacon's arts festival does a one-day mini edition with lawn music, a synthesizer "petting zoo," hands-on ceramics, open studios, fire pits, and free s'mores.
FreeSlide guitar and guitar take a tour through a century of jazz and roots music. It's a cozy date-night pick.
The "Still the One" band plays its farewell tour in Kingston's grand old theater. Buy from the box office or Ticketmaster only.
A ritual dance night with darkwave DJs, live vocals, and theatrical performers. It's for anyone not quite ready to let Halloween go.
Wear your PJs to a DJ dance party with s'mores, classic movies, a photo booth, and games. It benefits a SUNY Ulster scholarship fund.
No start time posted yet (checked Nov 2). The bar opens at noon on Saturdays.
Beacon's year-round Sunday market, rain or shine. Grab coffee and greens, then walk Main Street.
FreeRhinebeck's Sunday-morning gathering place, open through Dec 27, makes an easy brunch-and-browse plan.
FreeModel train layouts kids can run, vendors, character photos, and balloon art. It's a rainy-Sunday lifesaver.
Get a head start on the holidays by making paper ornaments at a historic estate, then walk the grounds.
A big band of veterans from top jazz orchestras. It's a swinging way to end the weekend.