Lumina
2025-12-19 17:00 - 20:00, 2025-12-26 17:00 - 20:00, 2025-12-30 17:00 - 20:00 (America/New_York) | New York
At Lumina, a magical light experience at Harvest Moon Farm & Orchard in North Salem, visitors can stroll through a dazzling trail illuminated by over half a million lights, where festive sights include a music-synchronized Nutcracker display and a whimsical Gingerbread City brought to life by The Sugarplops—tiny, mischievous bakers hard at work behind glowing windows. Wander the sparkling paths with a cup of hot cider in hand, enjoying fresh donuts, toasty s’mores and the joyful spirit of the season.

Westchester's Winter Wonderland
2025-12-19 17:00 - 21:45, 2025-12-26 17:00 - 21:45 | Kensico Dam Plaza, 1 Bronx River Parkway, Valhalla, 10595
A beloved holiday tradition, Westchester’s Winter Wonderland returns this year at Kensico Dam. Beginning Nov. 28 through Dec. 31, fans can enjoy the 1.2-mile drive-thru experience featuring dazzling light displays, including the 100-foot light tunnel and 40-foot lighted tree.

Culinary Demonstration at the Holiday Market
2025-12-20 10:00 - 14:00 | Stone Barns Center for Food & Agriculture, 630 Bedford Rd., Pocantico Hills, NY, 10591
Learn fresh takes on classic holiday dishes from Blue Hill’s chefs. Afterwards, head to the market for ingredients to make the recipes yourself. At the Holiday Market, shop for produce, meat, eggs, and cut flowers from the farm to serve on your holiday table and browse handmade goods from local vendors.

Tour & Shop Philipsburg Manor
2025-12-20 10:00 - 15:00 | Philipsburg Manor, 381 N. Broadway, Sleepy Hollow, NY, 10591
Step back to the year 1750 at Philipsburg Manor this winter. Learn about the enslaved individuals who worked on the property and whose family relationships and personal histories are revealed in primary documents. Tours through the gristmill, the dairy in the cellar of the Manor House, and more will give you a new perspective on Colonial New York. After the tour, stop by the Holiday Boutique for local finds, exclusive souvenirs, and fun holiday items.

Tour & Shop Washington Irving's Sunnyside
2025-12-20 10:00 - 17:00 | Arts & Culture
Learn about the man who really invented Christmas at Washington Irving’s Sunnyside, when you tour his romantic riverside cottage. Plus, see Sunnyside decorated for the holidays. Then, shop the Holiday Boutique for locally made gifts and unique souvenirs.

Holidays on the Hill
2025-12-20 10:00 - 17:00, 2025-12-27 10:00 - 17:00 | Lasdon Park, 2610 Amawalk Rd., Katonah, NY, 10536
Celebrate the season with iconic and immersive exhibits that will delight audiences of all ages. Visitors will be surrounded by the magic of the season as they stroll by colorful characters and enchanting holiday scenes. Multiple levels of tracks adorn the Lasdon Conservancy in an entirely reimagined display. Stop by to see Santa and enjoy delicious food truck fare.

RoCA’s Affordable Art & Pottery Bazaar
2025-12-20 11:00 - 16:00 | Rockland Center for the Arts, 27 S Greenbush Rd., West Nyack, New York, 10994, United States
Rockland Center for the Arts’ Affordable Art & Pottery Bazaar returns! December 6-20, 2025. Monday-Saturday. 11AM-4PM. Discover handmade art, pottery and gifts made by local artists. Just in time for the holidays! FREE entry. CLICK HERE for details.

Twin Star Orchards 2025 Holiday Market
2025-12-20 11:00 - 17:00, 2025-12-27 11:00 - 17:00 | Twin Star Orchards, 155 N. Ohioville Road, New Paltz, NY, 12561
Each market date will host 12 different vendors, so you can come each and every Saturday for a completely unique shopping experience. Find local delights and delicious treats for all of your gifting needs – jewelry, ceramics, candles, booze, hot sauce, honey, dog treats, skincare, greeting cards, honey, art, woodworking, and more!

Winter Solstice Celebration
2025-12-20 13:00 - 17:00 | Olana State Historic Site, 5720 State Route 9G, Hudson, NY, 12534, United States
Celebrate the changing seasons at Olana State Historic Site with a festive afternoon of free, family-friendly activities! Explore the historic house, enjoy seasonal artmaking, learn about the science of snow, and meet Hank, the miniature donkey. Highlights include a winter choir performance, storytelling, workshops, walks, a bonfire, and refreshments.

Catskill Winter Solstice Stroll
2025-12-21 16:00 - 20:00 | Catskill Village, Main Street, Catskill, NY, 12414, United States
Join us in Catskill Village for the Winter Solstice Stroll, a magical celebration of the year’s longest night and the return of the sun. Wander a pedestrian-only Main Street glowing with twinkling lights, explore holiday shops and local restaurants, enjoy live music and warm refreshments, and embrace the spirit of renewal as we look ahead to 2026.

Victorian Christmas Tours
2025-12-22 10:00 - 14:30 | The Armour-Stiner Octagon House, 45 W Clinton Ave, Irvington, NY, 10533, United States
Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and learn about the ways the decades of the late 19th century shaped our modern American holiday traditions. Tours are available Nov. 13 – Dec. 22.

Handmade for the Holidays
2025-12-22 10:00 - 17:00 | Clay Art Center, 40 Beech St., Port Chester, NY, 10573, United States
Browse handmade pottery, ceramic gifts, seasonal ornaments, cultural items, contemporary tableware, and sculptures.at Clay Art Center’s Handmade for the Holidays, Nov. 13-Dec. 23. During Family Days, Nov. 22 & Dec. 13, shoppers can paint an ornament, meet the artists and enjoy sweet treats.

NYC & Westchester Holiday Lights Helicopter Tour
2025-12-22 16:00 - 20:30, 2025-12-29 16:00 - 20:30 | [C] Mixed
Soar through the season. Departing from Westchester County Airport, participants will fly over New York City and Westchester, creating unforgettable memories with friends and family. This once-in-a-lifetime opportunity showcases the breathtaking views of the iconic Manhattan skyline and familiar landmarks beautifully adorned in holiday lights. Tours take place Dec. 1 – 31 (closed Dec. 25).

Christmas Eve Dinner at Terrapin in Rhinebeck
2025-12-24 17:00 - 21:00 | New York
Chef Josh Kroner’s special prix fixe Christmas Eve menu offers a diverse assortment of entrees featuring local and organic ingredients, including multiple vegetarian, vegan and wheat-free options.
Click here to see the menu and book your reservations.

The Great Holiday Train Show
2025-12-26 10:00 - 14:00, 2026-01-02 10:00 - 14:00 | Horace Greeley House, 100 King St., Chappaqua, NY, 10514
This unique holiday exhibition features something for the whole family. In addition to the trains, the rooms of the historic Horace Greeley House will be festively decorated for the season. For those who are young or young at heart, there’s a train-themed scavenger hunt, an activity room with crafts and hands-on trains, and even a mini train engine for the perfect photo op!

Glenview Holiday Tour
2025-12-26 13:00 - 17:00, 2026-01-02 13:00 - 17:00 | Hudson River Museum, 511 Warburton Avenue, Yonkers, New York, 10701
Explore the six fully restored period rooms on a 45-minute guided tour, showcasing beautiful Christmas trees, antique ornaments and toys, and a holiday-themed tablescape. Learn about the Gilded Age holiday traditions of the Trevor family, and see the fine woodwork, furnishings, artwork, and magnificent architectural features that rank Glenview as one of the most important early Gilded Age residences open to the public. This year, the Ebony Library will showcase the Museum’s greeting card collection with reproductions and historic examples, including many by Louis Prang, who produced the first ever commercial Christmas cards in America in 1875.
Tours take place Nov. 28, 2025 through Jan. 2, 2026.

Booked on the Hudson
2026-01-16 - 2026-01-18 | The Wire Event Center at the James Newbury, 60 S River St Building 2, Coxsackie, NY, 12051, United States
Enjoy a cozy two-day winter readers retreat along the Hudson River with author talks, Q&A sessions, book signings, a curated vendor marketplace, themed dining, and chances to connect with fellow book lovers. Choose from overnight stay packages at voco James Newbury Hotel or one-day general admission tickets for the Saturday book fair featuring Katherine Center, Tessa Bailey, Tia Williams, and Edy Massih.

Oktoberfest at Hunter Mountain Resort
2026-09-26 - 2026-10-11 | Hunter Mountain Resort, 64 Klein Ave, Hunter, NY, 12442, United States
For three weekends this fall, Hunter Mountain comes alive with Oktoberfest, set against the breathtaking foliage of the Northern Catskills. Enjoy live music from bands like Alana Wyld and Wyld Blu, Guilty Pleasure, Joe Adee and the Lugnuts, and more; browse local vendors with unique goods and tasty treats; and take in the sweeping views on the Scenic SkyRide. Oktoberfest is a festive mountain tradition you won’t want to miss!

Beer, Bacon & Bourbon Festival
2026-10-11 11:00 - 18:00 | Meadowbrook Farm Catskills, 513 ROUTE 67, Leeds, 12451, United States
Join us at Meadowbrook Farm for the first-ever Beer, Bacon & Bourbon Festival! Enjoy a day filled with delicious food vendors, a wide variety of beer and bourbon tastings, plus sangria, wine, and offerings from local crafters and artisans. Cigar lovers can relax in a dedicated lounge, while live music, pumpkins, and plenty of fall fun round out the festivities.

Catskill First Friday
2026-11-07 17:00 - 22:00 | Catskill Village, Main Street, Catskill, NY, 12414, United States
Join us for an all-day community celebration happening every first Friday of the month, with extended shop hours, great food and drinks, pop-up events, special discounts, live music, and plenty of fun for everyone. This Friday’s highlights include Kaaterskill Market hosting local maker pop-ups, featuring Sarah of Mask Skincare with her award-winning plant-based products, and Made X Hudson offering craft night, shopping, and mocktails.
