November Events in Dutchess County
November in Dutchess County is filled with seasonal activities–from holiday popup shops, art exhibits, Thanksgiving dinners, pottery and glass ornament workshops–there's something for everyone to enjoy this month.
On Our Radar - Red Hook
Faces, places, treasures, and trends that caught our attention.
October Events in Dutchess County
Welcome October in Dutchess County, where the days are filled with pumpkin and apple picking, hayrides, and harvest festivals, and nights come alive with costume parades, trick-or-treating activities, and haunted parties. Discover Dutchess County's best October events.
25 Fall Things to Do in Dutchess County
With a noticeable chill in the air and leaf colors changing, it's clear that fall is here. Make the most of it in Dutchess County, with plenty of harvest festivals, corn mazes, scenic colorful hikes, cozy outdoor movie nights, pumpkin picking, and so much more to get yourself into the colder-weather spirit.
Living History; Montgomery Place
Built in 1804 by Janet Livingston Montgomery, this Red Hook estate features Alexander Jackson Davis architecture, historic orchards, and gardens now stewarded by Bard College.
Dutchess County’s Complete School Guide
Dutchess County offers a wide range of schools, including college preparatory boarding academies, Montessori programs, faith-based academies, and specialized programs for students with learning differences.
The Best Summer Hiking Spots in Dutchess County
Whether you are looking for an intense outdoors adventure, or just want to get outside for a stroll, this list of local jaunts is sure to have the hike for you!
July Events in Dutchess County
Make the most of midsummer in Dutchess County, where July is packed with seasonal celebrations, outdoor adventures, live entertainment, and local traditions. Spend sunny days exploring gardens, trails, and waterfronts before winding down with concerts, festivals, and fireworks that light up warm summer nights.
50 Things to Do This Summer in Dutchess County
Explore the best of summer in Dutchess County with 50 unforgettable experiences, including scenic hikes, charming towns, farmers markets, live music, local treats, outdoor adventures, and breathtaking Hudson Valley views.
The Grove in Red Hook
The Grove Restaurant and Bar in Red Hook offers seasonal, locally sourced cuisine, family-friendly dining, live music, and scenic golf-course views.
Burritos and More in Red Hook
Bubby's Take Away Kitchen serves beloved burritos and quesadillas, blending Mexican street food inspiration with a personal, locally rooted, and artisanal approach.
Best Events in Dutchess In April/May/June
From cherry blossoms to air shows, Dutchess County hosts diverse spring and early summer events, including markets, festivals, performances, and family-friendly outdoor celebrations throughout the season.
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.
April Events in Dutchess County
Celebrate April in Dutchess County with festivals, food pop-ups, live music, art shows, garden events, Easter fun, and outdoor adventures for all ages across charming local destinations this season.
25 Ways to Enjoy Spring in Dutchess County
Spring is the perfect time to explore the beauty and charm of Dutchess County. From blooming gardens and scenic hikes to lively festivals, farm visits, and local food experiences, there’s something for everyone. Here’s a curated list of 25 activities to make your spring unforgettable in Dutchess County.
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.
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