The Hudson Valley truly shines during the holiday season. From charming Black Friday shopping, Small Business Saturday and shopping local, to Christmas makers markets to dazzling light shows and cozy winter festivities, there’s something magical for everyone. Whether you’re planning a weekend getaway or looking for family-friendly things to do, here’s your ultimate guide to 2025 Hudson Valley holiday events — organized by month and region.
November 2025
🎁 November 2025: Holiday Kick-Off & Black Friday Weekend in the Hudson Valley
🏠 Christkindlmarkt at Germania of Poughkeepsie (Poughkeepsie, NY)
Dates: November 21–22, 2025
Kick off the holidays with authentic German food, homemade baked goods, and local artisan vendors. Enjoy indoor dining and a heated vendor tent while you shop for unique holiday gifts.
🕓 Open Nov 21 (4–9 p.m.) & Nov 22 (10 a.m.–6 p.m.)
🛍️ BIG Holiday Vendor & Craft Show – HVSPCA (New Windsor, NY)
Date: November 22, 2025
Shop local artisans, enjoy food trucks, music, and festive fun at the Hudson Valley SPCA’s holiday market.
📸 Don’t miss “Santa Paws” for pet and family photos with Santa!
🍎 Twin Star Orchards Holiday Market (New Paltz, NY)
Dates: November 22 & 29; December 6, 13, 20
This farm-based pop-up market features local produce, cider, and handmade gifts. Each weekend brings new artisan vendors and delicious seasonal bites.
🎨 Hudson Valley Art Market at Locust Grove (Poughkeepsie, NY)
Dates: November 28–30, 2025
Support local artists and makers at this fine art and handmade goods market — now in its 11th year.
🧵 Basilica Farm & Flea Holiday Market (Hudson, NY)
Dates: November 28–30, 2025
A “holiday market / anti-Black Friday” event celebrating over 120 Hudson Valley artisans, food vendors, and makers inside the iconic Basilica Hudson.
🎁 Holiday Market at Bethel Woods Center for the Arts (Bethel, NY)
Dates: November 28–30, 2025
One of the region’s largest holiday markets featuring 75+ local artisans and specialty food makers.
🎟️ Free admission & parking.
🎁 53rd Annual DCCF Holiday Craft Fair (Dutchess Community College, NY)
Dates: November 29–30, 2025
A juried craft fair with 100+ artists showcasing handmade jewelry, ceramics, fine art, ornaments, and more. Shuttle service connects both event halls.
🎄Port Jervis Christkindlmarkt (Port Jervis, NY)
Dates: November 30th, 2025 - 10am -4pm
The Port Jervis Christkindlmarkt is an annual, German-style Christmas market held in historic downtown Port Jervis, NY, featuring local vendors, food, live entertainment, and family-friendly activities.
🎄 December 2025: Holiday Markets, Santa Events & Festive Fun
🖼️ Artists & Makers Holiday Market (Kingston, NY)
Dates: December 6–7, 2025
This European-inspired market features regional artists offering affordable, one-of-a-kind gifts in a warm, festive atmosphere.
🎄 Trucks N’ Trees (Warwick, NY)
Dates: December 6–7, 2025
Grab a Christmas tree, enjoy local food trucks (all put on by Warwick Food Truck Festival), and shop seasonal goods at this small-town favorite.
🏺 Garrison Art Center Holiday Pottery Show & Sale (Garrison, NY)
Dates: December 6–14, 2025, closed Monday, December 8th
Find handcrafted ceramics, jewelry, and artisan gifts made by 30+ regional artists.
❄️ Sleepy Hollow/Tarrytown Winter Stroll (Sleepy Hollow/Tarrytown, NY)
Dates: December 13th, 2025 - 2pm - 6pm
Take a stroll or hop-on-and-off FREE jolly trolleys to visit participating businesses in both Villages
Visit The Bucci Real Estate Team to enter their “Ugly Sweater” contest!
Visit and vote for your favorite festive storefront decorations
Enjoy extended shopping hours, delicious treats, special discounts and festive entertainment!
Get into the holiday spirit with carolers, dancers, kid’s activities & performances!
🍻 Drowned Lands Sip & Shop (Warwick, NY)
Dates: December 13–14, 2025
Sip hot cocoa or craft beer while browsing local vendors and makers in a cozy, festive setting.
🏰 Lyndhurst Mansion Holiday Classic Tour (Tarrytown, NY)
Dates: November 30 – December 28, 2025
Tour the historic Lyndhurst Mansion decked out in lavish holiday décor. Includes access to the Holiday Market and themed photo ops.
✨ Ongoing Holiday Lights & Multi-Month Events (November–December)
🕯️ Twilight Tour: A Jane Austen Holiday – Boscobel House & Gardens (Garrison, NY)
Dates: Fridays & Saturdays, November 28 – December 13
Step into a candlelit 19th-century mansion inspired by Jane Austen’s world. Enjoy live piano music, Regency-era décor, and festive greenery — a must-see Hudson Valley holiday tradition.
💡 ERDAJT’s Christmas Light Display (LaGrangeville, NY)
Dates: November 28 – December 28, 2025
Recognized by the Guinness Book of World Records for the most Christmas lights on a residential property — over 600,000 synchronized lights!
🎄Peace, Love Lights - Bethel Woods Center for the Arts (Bethel, NY)
Dates: November 28 - December 28, 2025
Starting on Black Friday, experience the sparkling brilliance of our light show, winding through 1.7 miles of the beautiful Bethel Woods grounds from the comfort of your car. Just turn off your headlights and follow the magical glow.
Please Note: Dates, times and location are subject to change at any time.
Regular Prices
Standard Vehicle: $27
Sullivan 180 Walk-Thru Monday takes place every Monday from 5 PM - 9 PM (Last Entry 7:30 PM). No drive-thru will occur on Mondays.
🌌 Lumina Magical Lights at Harvest Moon Farm & Orchard (North Salem, NY)
Dates: Nov 21–22, 26, 28–30; Dec 4–23, 26–30, 2025
Journey through illuminated tunnels, enjoy music-synced light shows, and capture moments at interactive photo ops.
☕ Grab hot drinks and light-up wands while you explore this enchanting, family-friendly experience.
🐴 Dogwood Acres Family Farm – Winter Wonderland (Warwick, NY)
Dates: November 28 – December 30, 2025
Enjoy festive light displays, farm animals, and holiday photo ops at this charming family farm.
❄️ A Frosty Fest (Ulster Park, NY)
Dates: Weekends from November 28 – December 30, 2025
Choose from drive-through or walk-through holiday light experiences featuring music, costumed characters, and themed attractions for all ages.