May Events in Dutchess County
May is packed with Hudson Valley happenings—festivals, farm fun, live performances, creative workshops, and delicious food experiences that bring communities together and make every weekend feel like a celebration.
On Our Radar - Poughkeepsie
Faces, places, treasures, and trends that caught our attention.
Local Picks – Dutchess Insider Favorites
From restaurants like The Tasting Room to entertainment venues like the Four Brothers Drive-In, Dutchess County insiders reveal beloved eateries, farm stands, coffee shops, and secret spots that capture the region’s flavor and community spirit.
Megan’s Rhinebeck; Beauty Insider’s Guide to Rhinebeck
Beauty entrepreneur Megan Martino spotlights her Rhinebeck favorites, including restaurants and community activities like the Dutchess County Fair; she highlights the food, music, and local traditions that define Dutchess County living.
Ultimate Trash to Treasure
Once derelict and polluted, Scenic Hudson’s Northside Hub reimagines a historic factory as a net-zero campus, blending adaptive reuse, sustainability, and community investment in Poughkeepsie’s Northside.
Poughkeepsie’s Olympic Speed Star
Poughkeepsie native Clayton DeClemente advanced to the 1,000-meter final at the 2026 Winter Olympics, marking a milestone for Team USA and inspiring young Hudson Valley skaters with his grit and steady rise.
March Events in Dutchess County
From spring garden shows and festive pub nights, to hands-on workshops, live performances, markets, and family-friendly outings, March is full of ways to reconnect, recharge, and maybe even try something new. Consider this your official invitation to step into spring—Dutchess County style.
A Cold Leap for Good
Hundreds brave icy waters across the Hudson Valley in a beloved winter tradition supporting Special Olympics New York athletes and celebrating inclusion, community, and generosity.
February Events in Dutchess County
Last month was quiet and cold, but February in Dutchess County is packed with romantic dances, creative workshops, music, dining experiences, and winter events that invite residents to get out, connect, and embrace the month with fun and flair.
January Events in Dutchess County
It's a new year, which means new community gatherings, new fun activities, new memories to be made! Ring in 2026 by picking up a hobby, and explore a part of Dutchess County that you never have before -- our January guide is filled with fresh pastimes and unique events.
Helping Hands; Nonprofit Organizations in Dutchess County
Explore Dutchess County’s nonprofit landscape, highlighting diverse organizations, their charitable missions, and how locals can participate, volunteer, or contribute.
December Events in Dutchess County
Discover the warmest and most festive events in Dutchess County happening in December, featuring glittering holiday lights, craft markets, creative workshops, and fun community gatherings that capture the charm and seasonal spirit of the area!
La Caviste Wine Shop in Eastdale Village
La Caviste brings a curated, women-winemaker–focused wine shop to Eastdale Village, offering affordable global wines, natural options, food-pairing guidance, spirits, and weekly Friday tastings.
November Events in Dutchess County
November in Dutchess County is bursting with festive energy! From cozy markets to holiday light shows, family activities, and craft fairs, discover this month's most seasonal gatherings and make every weekend a memorable one.
October Events in Dutchess County
Experience the magic of October in the Hudson Valley: show jumping, film nights, harvest festivals, ghost tours, and cozy fall traditions await. Get in the autumnal spirit by participating in one of these fall events!
Fall Road Trip Must-Sees in Upstate New York
Explore Dutchess County this fall—Fishkill Supply Depot, Beacon’s Reformed Dutch Church, and Poughkeepsie’s Clinton House reveal Revolutionary history amid autumn beauty.
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