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,

Summer in the Hudson Valley and Catskills will make you a joiner as Ulster, Greene, Columbia, Dutchess, and Orange counties offer up the experiences you never knew you needed – like perfecting your downward dog while llamas “judge” your form (fear not - they’re not really all that judgy), or letting goats lead your hiking expedition (heads up - they have questionable navigation skills). July and August bring an eclectic mix of adventures, from channeling your inner lumberjack at amateur axe throwing events to witnessing the first fully staged American production of Smetana's opera "Dalibor" at Bard College – because, for the right person, nothing says "summer fun" quite like a sung-through 19th-century Czech drama! Whether you're seeking barnyard

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,

What is happening this weekend in the Catskills? What is happening this weekend in The Hudson Valley? Other-worldy art, a guided historic mansion tour, a film viewing in an abandoned island castle, sound baths in the forest! April's Upstate events are DIFFERENT - and we love it. Going to be in the area for one of these? Contact one our agents and plan a weekend together! Pick an event, a home we just listed for sale, and send them a text - you'll have fun finding your Hudson Valley/Catskills abode!

Friends In Higher Places

Where: Woodstock, New York

A colorful, otherworldly series of paintings from "Scroll" by Scott Chasse are on display at the Woodstock Artists

September is a notoriously busy month everywhere–not just in the Hudson Valley and Catskills! If you’re someone involved in teaching or going to school it can be hard to squeeze in fun. Here are some very low commitment events to attend throughout the Catskills and Hudson Valley. In October we’ll hit you with all the big stuff!

Cat’s Meow Gala and Auction

Where: Catskill, New York

Sunday, September 18th. The coveted Catskills Cats are going up for auction this month. The auction is an event near and dear to our hearts at Coldwell Banker Village Green Realty. Every year we sponsor one of the Catskill Cats - the creations of local artists which line the streets of Catskill all summer long making tourists