The magic of the holiday season begins in New York City. From Sugarplum Fairies, live on stage, to sightings of Santa Claus and ice skating beneath awe-inspiring cityscapes, Hilton presents the top 10 winter and holiday events to experience in the Big Apple.

Macy’s Thanksgiving Day Parade

As the official hotel partner of the Macy’s Thanksgiving Day parade, join us for a kick off party to America’s favorite parade day at New York Hilton Midtown on Tuesday, November 26th. Enjoy a winter wonderland of whimsy in the heart of the city, with storybook readings by Mrs. Claus, cookie decorating and more. Then on Thursday, November 28th, return to the city for an up close and personal look at Macy’s Thanksgiving Day Parade’s famous floats, balloons, marching bands and performances! Usher in the holiday season with Santa Claus as he makes his way to Macy’s in Harold Square.

Winter Village at Bryant Park

Located in midtown Manhattan, between 5th and 6th Avenues, Bryant Park transforms into a European style winter wonderland. Operating through January 5, 2020, the Winter Village features 175 unique shops from global artisans, one of a kind fashion finds, local food and more, Winter Village at Bryant Park is an ideal location to put you in the spirit of the season and make a dent in your holiday shopping.

Holiday Shops at Bryant Park Winter Market - Photo courtesy of NYC & Company

Outdoor Ice Skating

Make a new winter tradition, or revisit a classic holiday tradition, with outdoor ice skating at two iconic rink locations. The Rink at Rockefeller Center is open for the season, welcoming skaters of all skill levels. Lap around the rink underneath the world famous Rockefeller Christmas Tree. The Rink at Rockefeller Center also offers a Breakfast with Santa experience, ideal for families, and a Starlight Skate, allowing couples, families, first time skaters, or budding figure skaters to enjoy the last skate session of every evening in New York City.

Ice skating at Rockefeller Center - Photo courtesy of NYC & Company

Wollman Rink at Central Park is another great option for outdoor ice skating in New York City. Easily accessible from the East Side between 62nd and 63rd Streets, visitors to the rink can enjoy learn to skate sessions, competitive hockey, or leisurely skates with friends and family. Don’t miss this great outdoor activity with unforgettable cityscape views, this holiday season!

Cirque du Soleil at Hulu Theater at Madison Square Garden

Cirque du Soleil returns to New York City with a new take on a holiday classic, ‘Twas the Night Before. Follow the Christmas Eve story of a young girl, set out to understand the meaning of Christmas in a topsy-turvy world full of whimsy and wonderment, as she embarks on a quest to meet jolly ole Saint Nick, himself. Performances of the new beloved Cirque du Soleil classic begin December 12th and run through December 29th.  Ticket discounts are available when you book Hilton’s Weekend Like a Local at a participating New York City Hilton hotel.

George Balanchine’s The Nutcracker at New York City Ballet

The Nutcracker takes center stage, this holiday season, at New York City Ballet. From the Snowflake Waltz and the Sugarplum Fairy, to a Christmas tree that grows 41 feet tall, get swept up in the magic of George Balanchine’s The Nutcracker. Set to Tschaikovsky’s infamous score, this timeless Christmas story is an essential holiday staple, bound to concrete memories of the season for both the young and the young at heart.

Radio City Music Hall’s The Christmas Spectacular

You can’t help but think of Radio City Music Hall and The Rockettes, when you think of Christmas time in New York City. Since 1933, Radio City’s Rockettes continue to wow audiences with The Christmas Spectacular favorites like “Parade of the Wooden Soldiers” and more recent additions like “12 Days of Christmas.” From a “Living Nativity” to “New York at Christmas,” audiences experience a magical take on Christmas Cheer. Shows run now through January 5th, 2020. You can save up to 25% off select performances at Radio City Music Hall when book Hilton’s Weekend Like a Local offer.

Rolf’s German Restaurant

Christmas decorating is merely a suggestion at Rolf’s German Restaurant. They take the holiday festivities to the next level at the Gramercy Park restaurant. With thousands of ornaments and festive lights dangling from the ceilings, reservations are strongly encouraged during Rolf’s extended holiday season. The restaurant keeps the Christmas spirit bright and alive, November – April. Come for the amazing German food and beer but stay for the Instagramable Christmas card moments at Rolf’s German Restaurant.

Winter Window Wonderment

New York City’s 5th Avenue is home to some of the world’s best shops that often bring eye candy for easy window shopping at their storefronts. When the calendar changes to the Thanksgiving season, the stores transform for the holidays, bringing the magic of the season to life, for the world to see. Grab your favorite hot beverage and stroll along the store fronts, dreaming of the holidays yet to come. From Tiffany’s to Saks Fifth Avenue, these window treatments will give you Christmas decor envy. Curbed New York offers a great interactive map of the best store fronts for your city adventure planning.

The World’s Largest Menorah at Grand Army Plaza

Kick off the Festival of Lights with a lighting of the World’s Largest Menorah at Grand Army Plaza in Brooklyn. This 32-foot high, 4,000 pound steel beacon of hope ushers in Hanukkah with a concert by a special guest artist on Sunday, December 22nd at sundown, with each additional night’s ceremonial lighting at 6:00pm. We latke this event a lot!

Hanukkah Menorah at Grand Army Plaza - Photo courtesy of NYC & Company

New Year’s Eve in Times Square

All the world’s a stage and New York City is in the center of it all as we prepare to say goodbye to 2019 and hello to a new decade with 2020. Times Square New Year’s Eve Festivities begin at 6:00pm with the lighting and raising on Times Square’s New Year’s Eve Ball. You and hundreds of thousands of your closest friends can enjoy party hats and performances by today’s hottest artists in the middle of the world’s largest and best New Year’s Eve party. Join in on the countdown to midnight and watch the iconic New Year’s Eve ball drop and a new year ring in.

New Year's Eve in Times Square - Photo courtesy of NYC & Company

Whether you are celebrating the holidays with friends or family this year, recreating old traditions or developing new ones, with over 55 hotels in New York City, let Hilton be your home base this holiday season.

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