2021 Holiday Happenings in Upstate New York

If we are honest I think we can all admit that the last couple of years have been a bit tough. There has been a lot going on in both the world around us but also in our own small communities. Here at the Caldwell House Bed & Breakfast, a bright spot through it all has been meeting new friends and hosting fantastic guests along the way. As we head into the new season we are so ready to get into the spirit and tell you all about some fun holiday happenings in Upstate New York. Bring your friends and loved ones and come enjoy a memorable stay at our romantic B&B.

Holiday Happenings

Arboretum Holiday Lights in Bloom – This popular annual event will take place November 27 through December 27th at the Orange County Arboretum. The Holiday Lights in Bloom program is free and all ages will love this annual holiday tradition.

Holiday Classic Mansion Tour – The Lyndhurst Mansion is a majestic estate in Tarrytown, NY on the Hudson River. From November 29 to December 30, pay a visit to see the Holiday Classic Mansion Tour. View a stunning wonderland of holiday grandeur. Dozens of Christmas trees will be expertly decorated. This is a once-a-year chance to see this mansion decked out for the season.

A Frost Fest – Held in Ulster Park, Frost Fest is a fun event for the whole family. This holiday light spectacular is a Drive-Thru Experience Enjoyed in the Comfort of Your Own Vehicle. Then if desired, you can then park and walk in to visit Santa, dance with some special characters and enjoy a magical show. Open from November 27 – December 27.

The Wonderland of Lights – Another very popular event is the Wonderland of Lights at the Duchess County Fairgrounds in Rhinebeck, NY. This is also a drive-thru experience where you can see dozens of dazzling lights displays from your car – bring your own hot chocolate! You can take part from November 25 to December 26

Sinterklaas! An Old Dutch Tradition – Happening December 4th, 2014 in Rhinebeck, NY. A day long festival that honors Dutch traditions with dance, theatre, and music all over the village.

Ice Skating at Bear Mountain State Park – This rink is outdoors and lessons and rentals are available.

It is a wonderful time of year to plan a special getaway and our B&B is the perfect home away from home to relax after a day of fun. There are so many holiday happenings around Upstate New York, you’ll have to make a list and make the most of your time with us! Most of our elegant rooms have either gas or electric in-room fireplaces to warm up after a day outside, and specialty coffees and homemade goods are provided in your room. Make your plans now before the season gets underway. Book directly online or feel free to contact us anytime for further information.

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