Cocoa in hand, scarf on, gift list half done? Same. Here are the holiday markets, tree farms and twinkly-light nights we're most excited about this November and December. We check every date on the organizer's own page, and if we couldn't confirm a place for 2026, it's not here (yet). We add more every week.
Kevin McCurdy's Holiday Spirit Festival
Opens Nov 27, 2026
Wappingers Falls · Dutchess County
A walk-through holiday world of light tunnels, handmade displays, and Santa, built by a local team known for its theatrical attractions. It's been going for over two decades, and the grown-ups love it as much as the kids.
Official page →
The 2026 opening date is posted; nightly hours, closing date and prices are not up yet. Tickets have sold by time slot in past years.
Holiday Market at Twin Star Orchards
Saturdays Nov 21 – Dec 19, 11am–5pm
New Paltz · Ulster County
Rotating local makers set up in the orchard's cozy tasting room each Saturday, so every visit is a little different. Shop small gifts, then stay for something warm to sip.
Official page →
Source: Ulster County Tourism's official listing, which links to the orchard.
Holiday on the Walkway
Sun Nov 29, noon–3pm
Highland (Walkway Over the Hudson) · Ulster County
Santa visits the Highland side of the Walkway, with free cookies and cocoa, holiday music, local art, a kids' craft table, and miniature donkeys. Free, no RSVP, and dogs welcome. Bring a reusable mug.
FreeOfficial page →
Kingston Winter Farmers Market
Sat Dec 5 & Sat Dec 19, 10am–2pm
Old Dutch Church, Uptown Kingston · Ulster County
The farmers market moves indoors to Bethany Hall for winter. Stock up on local cheese, baked goods, and edible gifts for the hostesses on your list.
Official page →
Hudson Valley Winter Artisan Market
Sat Dec 5, 10am–4pm
Saugerties Performing Arts Factory, 169 Ulster Ave · Ulster County
$3
An indoor market with regional artisans (think glass, leather, fine art, and gourmet treats) and live holiday music. Cheap entry, great one-stop gift run.
Official page →
The listing also shows an end date of Dec 6; confirm Sunday hours before you go.
Christmas Market & Winter Wonderland at New Century
Sat Dec 5 & Sun Dec 6, 3–8pm
517 Neversink Dr, Port Jervis · Orange County
Free admission & parking
Handmade gift vendors under a heated tent, a light tunnel, a big tree lighting, Santa photos, and a menu of flavored cocoas, cider, and eggnog. Worth the drive west.
FreeOfficial page →
Artisans Handmade Holiday Market
Sat Dec 12, 11am–5pm
Old Dutch Church, 272 Wall St, Kingston · Ulster County
Free (donations welcome)
The seventh year of this makers' market: ceramics, mittens, botanicals, baked goods and more, with a chance to meet the people who made them.
FreeOfficial page →
Winter Holiday Pop-Up Market
Sat Dec 12, 2–8pm
New Paltz Middle School, 196 Main St · Ulster County
The Hudson Valley Open Market's first winter edition. Local farmers, makers, and vintage sellers are inside, with an outdoor food court and music. An afternoon-into-evening plan.
Official page →
Sloan Wainwright & Friends Holiday Celebration
Sat Dec 12, 8pm
Towne Crier, 379 Main St, Beacon · Dutchess County
$35 advance / $40 door
The 28th year of a joyful, packed-stage holiday concert. Book a dinner seating and make it date night or a friends' night out.
Official page →
Lodging and tour recommendations are coming soon. When we add booking links, some may be affiliate links, and we'll label them clearly. How we handle that.