Visiting Sleepy Hollow in December is an excellent idea. Everything about the place is perfect at this time of year: the temperature, the atmosphere, and most importantly, the events, which include everything from Christmas-themed to musical events, all mixed in with a bit of holiday magic. Everyone tends to have different tastes and interests when it comes to entertainment. This is why it is essential that you have a variety to choose from so you’re able to find an event that you know you will be sure to enjoy thoroughly.  

Get a group together or watch the show alone and get some you-time in this holiday season. The great thing is that most of these fun Sleepy Hollow events happen in one place: the Tarrytown Music Hall, where performances come to life and will leave you mesmerized. 

In this guide, we’ve narrowed down some of the most exciting and gripping events, all five minutes away from The Sleepy Hollow Hotel, for you to check out this December.

Holiday Makers Market

On Sunday, December 1st, from 10:00 a.m. to 4:00 p.m., head on over to Makers Central in Tarrytown for the 4th annual Local Makers Market. This free event is about getting a taste of local flavors and supporting the community's craftsmanship. There’s undoubtedly something for everyone, and it’s a perfect way to get into the holiday spirit and do some early shopping; maybe get a gift or two for your loved ones. 

If you miss the first date, don’t worry. The Holiday Makers Market will be open on Saturday, December 21st, from 10:00 a.m. to 5:00 p.m. and Sunday, December 22nd, from 10:00 a.m. to 4:00 p.m. Best of all, it’s just an 8-minute drive from the Sleepy Hollow Hotel, leaving you more time to shop and less time on the road.

Jared Freid: The Family Business Tour—Live Special Taping

On Saturday, December 7th, Jared Freid brings his comedy special to Tarrytown Music Hall from 7:00 p.m. to 8:30 p.m. Freid’s comedic observations on family, dating, and life in your 30s will surely have you laughing all night. Freid is a podcaster and comedian who has seen one of his stand-up shows air on Netflix.  

If you’re in the mood for some hilarious entertainment, this show is going to knock your socks off. Tickets to the show cost between $38.50 and $58.50.

The Nutcracker

Take the family to see a delightful performance of The Nutcracker on Sunday, December 15th, from 3:00 p.m. to 4:00 p.m. and from 6:00 p.m. to 7:00 p.m. at Tarrytown Music Hall. The show is said to be “one of the most complex theatrical, staged ballets” currently being shown, so it is without a doubt that it's widely popular. This hour-long version of the beloved classic is designed for younger audiences, but adults, you’ll find it interesting too. 

It’s a perfect way to introduce children to the grace and awe that come with ballet during the holiday season. Tickets to this event cost between $31 and $41.

Darlene Love: Love for the Holidays

Don’t we all have a little love for the holidays? Wrap up your holiday festivities and start getting ready for Christmas celebrations with a performance by Darlene Love on Sunday, December 22nd, from 7:00 p.m. to 8:30 p.m. at Tarrytown Music Hall. Love’s soulful renditions of classic holiday hits will fill the night with music and holiday joy. 

Tickets to the show cost between $55 and $95. Get some tickets and feel the love.

A Mix of Sleepy Hollow Events

This mix of exciting Sleepy Hollow events will fill your holiday season with joy. You’ve got choices for the whole family, from the kids to the adults. Everyone is going to have a wonderful time this season.

All events are within a short range from the Sleepy Hollow Hotel, so you can return to your cozy holiday stay in no time. Indulge in a wonderful stay at the Sleepy Hollow Hotel, followed by an evening of entertainment at one of these captivating shows.