It’s spring 2026 in the Hudson Valley and Catskills, and the events that are available across the Upstate region are as eclectic as all get out! From puppets to alpacas, from hardcore backpacking to relaxing retreats, from plays about artistic differences between a country mouse and a city mouse to hunts for tadpoles, if you want to take a break from work (please take a break from work) and enjoy yourself, there are so many options that aren’t just something to do for a few hours, but something to remember for a long time.

As the top-selling real estate company in the region* we stay as plugged into what’s available for our clients and neighbors in learning and leisure in each of the towns we live and work in. Here are our picks for April and May,

December in the Catskills and Hudson Valley is always a feast for the senses! There are holiday displays, there are makers’ markets with DJ’s, oysters, and incredible wares you won’t find in any shop, and there is always counter-programming for when the red, green, silver, and cheerful become way too much. While the wind blows and the landscape softens under drifts of snow, we’re doing things! Join us, the local experts in Upstate Real Estate as we tug on just a few of the strings that make up Upstate’s tapestry of a calendar this month.

Woodstock Holiday Open House

Where: Woodstock, NY

This is always a great time. Santa arrives at evening’s end in a conveyance that is different every year,

The summer gets rolling in the Catskills and Hudson Valley in June, and there are exciting events of every kind in Greene, Ulster, Columbia, Putnam, Sullivan, Orange, and Dutchess Counties. As fate (luck?) would have it, we featured area history in our monthly newsletter, and there are so many history-related events on the calendar this month. We didn't plan it, but we'll take it! And, of course, with the start of the summer comes the start of all the farmer's markets The Hudson Valley is known for. We've featured just a few here. Looking for the one closest to you? Look for your community on our Hudson Valley and Catskills community information pages - there's a "Farms and Markets" resource for each town. Here's a short list of the many, many