Hudson Valley Tourism

Twilight Tours at Boscobel House and Gardens
2025-11-28 - 2025-12-14 | Boscobel House & Gardens
Boscobel’s beloved Twilight Tours are returning for the first time since our emergency restoration!
With the candlelit mansion decorated for a 19th-century Christmas resonating with live, period music on our c.1815 square piano, and a dose of historic preservation, Twilight Tours offer a truly unique holiday season experience. Structured as an open house, expert guides stationed throughout Boscobel will share stories that bring Yuletide traditions to life as well as the modern-day stories of our ongoing once-in-a-generation restoration. Children are welcome and will enjoy searching for gingerbread kids hidden amongst the decorations.
The exterior of the mansion and the grounds will be lit with an elegant display for the evening tours. Each tour will conclude with a reception in the decorated Visitor Center gallery.
Member pre-sale tickets starts September 29th. Public tickets will be available starting October 14th!
Holiday Twilight Tours

Holiday Lights in Bloom at Orange County Arboretum
2025-11-28 17:00 - 2025-12-28 20:00 (America/New_York) | Orange County Arborteum, 41 Grove Street, Montgomery, NY, 12549, United States
Free walk through light display. On Fridays, Saturdays & Sundays from 5pm-8pm (Arrive by 7pm). No buses or groups of more than 15 permitted. No pets allowed. Look out for the Friends of the OC Arboretum who will host their Holiday Boutique in the Greenhouse. Check website for boutique dates and times.

Winter Wonderland at Dogwood Acres Family Farm
2025-11-28 17:00 - 2025-12-30 21:00 | Dogwood Acres Family Farm, 749 Route 17M, Middletown, NY, 10940, United States
Experience the magic of the season at Dogwood Acres Farm’s Winter Wonderland a cozy, family-friendly holiday escape in the heart of Orange County. Wander through festive light displays, charming holiday scenes, and picture-perfect settings made for memory-making. Kids can enjoy hands-on activities, meet seasonal characters, and sip warm treats while taking in the farm’s rustic charm. It’s a whimsical, feel-good holiday outing that brings small-town magic to life.

LEGOLAND® NY Holiday Bricktacular
2025-11-29 - 2026-01-03 | LEGOLAND® New York Resort, 1 LEGOLAND Way, Goshen, NY, 10924, United States
Kick off the holidays with LEGOLAND® New York’s Bricktacular! The theme park’s most festive celebration of the year! Families can step into a dazzling world of LEGO lights, holiday shows, life-size brick-built decorations, and special seasonal character meet-and-greets. From sparkling displays to hands-on winter-themed builds, Bricktacular transforms the entire resort into a playful holiday wonderland perfect for kids and nostalgic adults alike. It’s the ultimate spot for unforgettable winter memories. Check website for dates and times.

Holiday Train Show at Arts on the Lake
2025-12-07 08:00 - 2026-01-11 17:00
Our annual Holiday Model Train Show opens on Saturday, December 7, from 1 to 4 PM. Sponsored by the Feehan Insurance Agency, this year’s holiday event, the 4rd year of the show, has once again has expanded with wonderful additions and of course, The Nutcracker Railroad.
We again have had help this year from artists who are also train enthusiasts who have donated many items as well as built a faux locomotive front for pictures with the children and grandchildren.
With a Holiday Village and many miniature scenes, watching the trains also becomes a scavenger hunt for young and old, as you search for miniature Santas, kids throwing snowballs, newspaper boys, a barbershop, a naughty dog, snow sleds, a beautiful carousel and so much more. On top of that, you will find miniature billboards of many of our local businesses!
So come and join us on any weekend between Dec 7 and January 11th from 12 to 3 PM. For the minimum 3 dollar donation that we are requesting, you will hardly find a more economical joyous experience.

Victorian Christmas Tours
2025-12-15 10:00 - 14:30, 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
2025-12-15 10:00 - 17:00, 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
2025-12-15 16:00 - 20:30, 2025-12-22 16:00 - 20:30 | Wings Air Helicopters, 67 Tower Rd., West Harrison, 10604
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).

Holiday Boutique
2025-12-17 09:00 - 17:00 | Pelham Art Center, 155 Fifth Ave., Pelham, NY, 10803
The annual Pelham Art Center Holiday Boutique is taking place from Nov. 22-Dec. 23, featuring work from over 65 local artists with a vibrant range of mediums and
expertise, featuring diverse disciplines including ceramics, painting, illustration, candle making, fiber arts, jewelry and more.

Holiday Rosen House Tours
2025-12-17 12:30 - 13:30 | Caramoor, 149 Girdle Ridge Rd, Katonah, NY, 10536, United States
Step into a holiday wonderland on this special tour of the art-filled Rosen House, decked out with enchanting decorations inspired by the cherished Rosen family archive. This limited-time holiday tour offers a glimpse of the family life that inspired celebrations in this historic house. Dec. 10-21 (no tours Dec. 15).

Rockland Ukulele Orchestra Holiday Concert
2025-12-18 19:00 - 21:00 | The Angel Nyack, 18 S. Broadway, Nyack, New York, 10960
Don’t miss the Rockland Ukulele Orchestra Holiday Concert. Thursday, Dec. 18, 2025. 7PM-8:30PM at The Angel Nyack. Join us for an evening of musical entertainment as the 40+ member Ukulele Orchestra performs rock, folk, disco and winter holiday songs! Come sing along! Fun for the whole family! CLICK HERE for more information!

The Great Holiday Train Show
2025-12-19 10:00 - 14:00, 2025-12-26 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
2025-12-19 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.

The Spirit of Christmas Past
2025-12-19 14:30 - 18:00 | The Armour-Stiner Octagon House, 45 W Clinton Ave, Irvington, NY, 10533, United States
Immerse yourself in The Octagon House and “A Christmas Carol”. Join the ladies of The Octagon House amid exquisite holiday decorations as they prepare for their Christmas festivities. After adding ornaments to the tree, checking the table settings, and practicing their carols, visitors will be treated to a performance of the Fezziwig party scene from Charles Dickens’ A Christmas Carol. Dec. 5-21, Thursdays-Sundays.

Holiday Lights Helicopter Tours
2025-12-19 16:00 - 20:30 | Wings Air Helicopters, 67 Tower Rd., West Harrison, 10604
Take your holiday to new heights with Wings Air’s Holiday Lights Helicopter Tours, featuring breathtaking views of twinkling seasonal displays in NYC and Westchester. Tours depart from Westchester County Airport through Dec. 31 (closed Dec. 25).

Lumina
2025-12-19 17:00 - 20:00 | Harvest Moon Farm & Orchard, 130 Hardscrabble Rd., North Salem, NY, 10560
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 | 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 | Washington Irving’s Sunnyside, 3 W. Sunnyside Ln., Irvington, NY, 10533, United States
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 | Lasdon Public Gardens, 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 | 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.

Christmas Eve Dinner at Terrapin in Rhinebeck
2025-12-24 17:00 - 21:00 | Terrapin, 6426 Montgomery Street, Rhinebeck, NY, 12572, United States
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.
