Poughkeepsie: Nov 6 – 8, 2026

Family-friendly Sundays, historic estates, and Rhinebeck a short drive north. Here's our short list, including a few close-by picks worth the drive.

Hudson Valley Beer, Whiskey & Wine Festival

Sat; GA 1–5pm, VIP from noon
Barton Orchards, Poughquag · Dutchess County
Ticketed; 21+

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.

Official page →

Rhinebeck Farmers' Market

Sun 10am–2pm
Municipal lot, Rhinebeck village · Dutchess County
Free to browse

Rhinebeck's Sunday-morning gathering place, open through Dec 27, makes an easy brunch-and-browse plan.

Free

Official page →

Hudson Valley Train Show

Sun 10am–3pm
MJN Convention Center, 14 Civic Center Plaza, Poughkeepsie · Dutchess County
$8 adults, $4 ages 6–12, under 6 free (cash at door)

Model train layouts kids can run, vendors, character photos, and balloon art. It's a rainy-Sunday lifesaver.

Official page →

Folded Paper Ornament Workshop

Sun 12:30–2pm
Locust Grove Estate, 2683 South Rd, Poughkeepsie · Dutchess County

Get a head start on the holidays by making paper ornaments at a historic estate, then walk the grounds.

Official page →

Come From Away

Fri 7:30pm; Sat & Sun 2:30pm
The CENTER for Performing Arts, Rhinebeck · Dutchess County
$29

A community production of the big-hearted musical about kindness to strangers. Bring a canned good for the lobby food drive.

Official page →

See the full Mid-Hudson list for Nov 6–8 · Thanksgiving weekend

Other towns: Newburgh · Kingston · Beacon · New Paltz · Marlboro · Rhinebeck ·

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