Poughkeepsie: Nov 27 – 29, 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 Art Market

Fri & Sat 10am–5pm; Sun 10am–4pm
Locust Grove Estate, 2683 South Rd, Poughkeepsie · Dutchess County
Free

The 12th annual juried market of Hudson Valley artists and makers. It's the best place to get thoughtful gifts done in one go.

Free

Official page →

Holiday Spirit Festival opens

Opens Fri Nov 27
Wappingers Falls · Dutchess County

A hand-built, walk-through holiday world with light tunnels and Santa, now in its 22nd year.

Official page →

Nightly hours and prices aren't posted yet.

Rhinebeck Farmers' Market

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

Restock after the feast with local bread, cheese, and greens.

Free

Official page →

Holiday on the Walkway

Sun noon–3pm
Ulster Welcome Center, 87 Haviland Rd, Highland · Ulster County
Free

Santa, free cocoa and cookies, a kids' craft table, and miniature donkeys. Bring a reusable mug and the dog.

Free

Official page →

See the full Mid-Hudson list for Thanksgiving weekend (Nov 27–29) · Thanksgiving weekend

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

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