A First-Timer's Guide to Dutchess County

Covering 800 square miles in the heart of New York State’s Hudson Valley Region, Dutchess County delivers an abundance of breathtaking natural beauty, world-renowned dining and farm-to-table culinary experiences. With a storied history of empire builders, visionaries and artists, we’re the perfect place to discover America’s rich heritage. Here in “New York’s Backyard,” you’ll find a year-round playground for outdoor adventurers and food enthusiasts, history buffs and culture vultures — there’s something for everyone.

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Have Fun This Labor Day Weekend in Dutchess County

Labor Day is upon us, summer’s unofficial last hurrah, and if you’re planning a getaway this holiday weekend, you should come to Dutchess County. There are so many exciting things you can see and do here in the heart of New York's beautiful Hudson Valley to milk every last drop of fun out of summer and create memories that will last a lifetime. Here is a list of some Dutchess County events around which you can build an unforgettable road trip this Labor Day weekend.

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Hudson Valley Hot-Air Balloon Festival Floats Over Dutchess County

It’s that time again – the 33rd Hudson Valley Hot-Air Balloon Festival, hosted by the Dutchess County Regional Chamber of Commerce returns Labor Day weekend, August 30-September 1. This annual event has become one of the most popular weekends for visitors to flock to Dutchess County, and for good reason. Tymor Park is a scenic venue for nearly a hundred vibrant balloons to take flight!

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There is Fun for Everyone at the Dutchess County Fair

It has been one of the biggest events in the Hudson Valley year after year for generations, and the Dutchess County Fair is back for another go-around later this summer! For six consecutive days – Aug. 20-25 – the Dutchess County Fairgrounds in Rhinebeck will host a celebration of homegrown agriculture and all the best of what Dutchess County has to offer.

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2024 Jazz in the Valley Festival Brings Live Music to the Poughkeepsie Waterfront

The Jazz in the Valley Festival fills Waryas Park with an electric energy, incredible music, all with picturesque views of the river and a breathtaking surrounding landscape. 

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Top 10 Dutchess Events in August

With so many fun, family-friendly events on the calendar, August is always an exciting time to visit Dutchess County. Here is a list of 10 guaranteed-to-please excursions you should consider as you try to squeeze as much fun as possible into the final weeks of your summer vacation. 

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Top 10 Dutchess Events in July

Hooray for summer! The weather is beautiful, the kids are home from school and there are a million exciting things to see and do here in Dutchess County. Whether you visit for a weekend, a week or the whole summer, you will find new adventures waiting around every corner. Getting here is easy — by car, train or plane — but once you’re here, it’s oh-so-hard to leave.  

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Celebrate the Fourth of July in Dutchess County

Of course, what would the Fourth of July holiday be without fireworks and celebrations? Here in Dutchess County, we have plenty of those. Read on for a list of family-friendly Independence Day events around which you can plan an unforgettable Hudson Valley getaway. 

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Top 10 Places to Get Ice Cream in Dutchess

As things start to heat up one thing is for sure, people flock to their local ice cream shop to cool off. It’s time to share the wealth and fill in visitors on where the best spots are! Sample Hudson Valley dairy, score vegan scoops and enjoy refreshing treats along the river. Here’s our updated list of Top 10 Ice Cream Shops in Dutchess County.

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Spend Upstate Art Weekend in Dutchess County

Ready to spend a weekend discovering immersive arts experiences? Plan your trip to Dutchess County during Upstate Art Weekend (July 21-24), an annual celebration featuring over 140 destinations and artists from across the Hudson Valley.  Explore the dozens of unique galleries, installations and museums.

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Rev250: Celebrate 250 Years of American Independence in Dutchess

Celebrate 250 Years of American independence in with these events in Dutchess County.

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Top 10 Dutchess Events in June

June is a wonderful time to visit New York’s Hudson Valley, and whether you’re planning a day trip, a weekend getaway or a longer excursion, there is so much to see and do here in Dutchess County. Here is a list of the Top 10 Dutchess Events in June — a mere fraction of the county’s many can’t-miss attractions and experiences.

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The Top Summer Food and Drink Festivals in Dutchess County

Summer is an amazing season for foodies visiting Dutchess County. Warm weather drives events outside, leading to unforgettable festivals celebrating the very best Hudson Valley cuisine and craft beverage. Discover delicious local produce, sample high-quality artisan goods and eat your way through the county.

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Top 10 Destinations for the Perfect Kids Summer Vacation

Summer may be flying by, but slow down and enjoy time with the family. Now is the perfect time to come enjoy Dutchess County. Plan your trip to these Top 10 Destinations for the Perfect Kids Summer Vacation.

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Prettiest Places to Dine Outdoors in Dutchess

Warm weather in the Hudson Valley brings patio meals on sunny days! Enjoy Dutchess cuisine al fresco at one of our many restaurants and eateries. Although we are highlighting a few restaurants, Dutchess County has a ton of great options with outdoor dining!

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Plan to Pick-Your-Own This Summer at These Dutchess Farms

From bursting berries and plump peaches, to summer squash and fresh flowers, there is plenty of fresh produce ripe for the picking here in Dutchess County! Enjoy the summer season and plan a pick-your-own experience at one of these local farms.

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Top 10 Ways to Enjoy the Hudson River in Dutchess

There are so many ways to enjoy the Hudson River in Dutchess County. Read our guide to cruises, boat rides, kayaking, castle tours, riverside dining and much more.

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