Boscobel Twilight Tours

Boscobel House & Gardens

Experience Boscobel House and Gardens lit by candlelight, decorated for 19th-century holidays, and resonating with live music — Twilight Tours offer an especially beautiful seasonal experience. Enjoy a cup of mulled cider, hot chocolate and cookies in the Carriage House or as you stroll among twinkling lights in our Apple Orchard, Formal Garden, and our…

The Polar Express – Catskill Mountain Railroad

Catskill Mountain Railroad, 55 Plaza Road, Kingston, NY 12401

Set to the sounds of the motion picture, passengers will relive the classic story as they are whisked away on THE POLAR EXPRESS™ for a magical trip to the North Pole. Guests will enjoy hot chocolate and a delicious cookie by our dancing chefs. Once at The North Pole, Santa and his Elves board the…

$34 – $53

Uptown Kingston Snowflake Festival

Usher in the holiday season with Uptown Kingston's annual Snowflake Festival! Holiday-themed performances, fire twirlers, jugglers, ice carving, horse-drawn carriage rides, tree lighting, Santa and Mrs. Claus, and so much more throughout the Historic Stockade District. Indoor and outdoor festivities for the whole family!

Free

Sinterklaas Festival

Main Street, Rhinebeck

The Sinterklaas Festival is a traditional Dutch holiday celebration which features children’s activities and workshops, music, dancing, theater and so much more at locations throughout the Village of Rhinebeck. The festivities culminate with the spectacular Children’s Starlight Parade at 6 p.m.

Holiday on the Lake

The fun begins at 2:30PM with the  Christmas Village sponsored by the Knights of Columbus. The Christmas Village will feature vendors, food, children's crafts and cookies and milk with Santa! Taste of Carmel begins at 4pm along with wagon and trolley rides around the hamlet. Cornerstone Park Tree Lighting “Honoring our Veterans” is at 5pm …

Ballet: The Nutcracker

Orpheum Film & Performing Arts Center 6050 Route 23A, Tannersville, NY

The Catskill Mountain Foundation, former Metropolitan Opera ballerina Victoria Rinaldi, and choreographer Margo Sappington present the world's beloved ballet, The Nutcracker, a holiday tradition for residents of the Catskills and Hudson Valley. Now in its eighth year, the CMF Nutcracker features ballet stars of the future and has become one of the finest Nutcracker productions…

Boscobel Twilight Tours

Boscobel House & Gardens

Experience Boscobel House and Gardens lit by candlelight, decorated for 19th-century holidays, and resonating with live music — Twilight Tours offer an especially beautiful seasonal experience. Enjoy a cup of mulled cider, hot chocolate and cookies in the Carriage House or as you stroll among twinkling lights in our Apple Orchard, Formal Garden, and our…

The Polar Express – Catskill Mountain Railroad

Catskill Mountain Railroad, 55 Plaza Road, Kingston, NY 12401

Set to the sounds of the motion picture, passengers will relive the classic story as they are whisked away on THE POLAR EXPRESS™ for a magical trip to the North Pole. Guests will enjoy hot chocolate and a delicious cookie by our dancing chefs. Once at The North Pole, Santa and his Elves board the…

$34 – $53

Putnam Arts Council Holiday Happenings

Belle Levine Art Center, Mahopac Putnam Arts Council - Art Classes, Youth Programs, & Art Events The Putnam Arts Council is pleased to welcome the Hudson River Potters to a Holiday Pottery Show and Sale in our gallery on December 2 and 3.  Find unique one-of-kind handmade pottery – both functional and decorative – to…

Santa Brunch @ The Venue at Winding Hills Golf Club

The Venue at Winding Hills Golf Club 1847 State Rout 17-K, Montgomery, NY, United States

***PLEASE NOTE: EMAIL FOR RESERVATIONS- PLEASE SEE BELOW The Venue at Winding Hills- Brunch with Santa is back by popular demand!! There are 2 seatings available at 9:30 am & 12:15 pm. Brunch with Santa is a Buffet- (the Menu is posted in the discussion of this event). Please follow the instructions to reserve your…

Cold Spring Farmers’ Market at Boscobel House & Gardens

Boscobel House & Gardens

Located on the grounds of Boscobel House & Gardens, the Cold Spring Farmers' Market is open on Saturdays year-round. The mission of the Cold Spring Farmers’ Market, a non-profit 501 (c)(3) organization, is to support local, regional and sustainable farms by providing an outlet for direct sales of agricultural products. Our vendors are either farmers,…

Event Series Holiday Fineries at the Wineries

Holiday Fineries at the Wineries

Shawangunk Wine Trail

Tickets are on sale now! Break out your favorite fun holiday attire or that ugly seasonal sweater and get ready for the Shawangunk Wine Trail's ultimate holiday wine tasting event, Holiday Fineries at the Wineries, formerly known as Wreath Fineries at the Wineries, returns to the wineries on November 18-19, December 2-3, and December 9-10…

Event Series Holiday Afternoon Tea with Santa

Holiday Afternoon Tea with Santa

The Thayer Hotel at West Point 674 Thayer Road, West Point, NY, United States

Warm up this holiday season with Thayer's afternoon tea! Enjoy scones, tea sandwiches, and sweets while enjoying our beautiful holiday decor. Join us on 12/2, 12/9, 12/16, 12/23 from 3-5pm.​Tea starts promptly at 3pm. Call (845) 446 - 4731, Ext. 7929 to make your reservation!

Event Series A Frosty Fest

A Frosty Fest

A Frosty Fest 778 Broadway (Route 9W), Ulster Park, NY

The Hudson Valley's Largest Holiday Lights Spectacular! Enjoy the drive-thru experience in the comfort of your own vehicle. Park and walk inside, visit Santa, dance with Mr. & Mrs. Frosty, Rudolph, Snow Bear, and other Characters. Watch Jingles Magic Show, and more. All included with each ticket! *Check website for hours and availability.

Check website for ticket availability and pricing

Ballet: The Nutcracker

Orpheum Film & Performing Arts Center 6050 Route 23A, Tannersville, NY

The Catskill Mountain Foundation, former Metropolitan Opera ballerina Victoria Rinaldi, and choreographer Margo Sappington present the world's beloved ballet, The Nutcracker, a holiday tradition for residents of the Catskills and Hudson Valley. Now in its eighth year, the CMF Nutcracker features ballet stars of the future and has become one of the finest Nutcracker productions…

The Polar Express – Catskill Mountain Railroad

Catskill Mountain Railroad, 55 Plaza Road, Kingston, NY 12401

Set to the sounds of the motion picture, passengers will relive the classic story as they are whisked away on THE POLAR EXPRESS™ for a magical trip to the North Pole. Guests will enjoy hot chocolate and a delicious cookie by our dancing chefs. Once at The North Pole, Santa and his Elves board the…

$34 – $53

Santa Brunch @ The Venue at Winding Hills Golf Club

The Venue at Winding Hills Golf Club 1847 State Rout 17-K, Montgomery, NY, United States

***PLEASE NOTE: EMAIL FOR RESERVATIONS- PLEASE SEE BELOW The Venue at Winding Hills- Brunch with Santa is back by popular demand!! There are 2 seatings available at 9:30 am & 12:15 pm. Brunch with Santa is a Buffet- (the Menu is posted in the discussion of this event). Please follow the instructions to reserve your…