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A Quick Guide of Dutchess County, NY

Guide of Dutchess County

Did you know that Dutchess County is home to the Second most popular County Fair is New York State??? It’s true! It’s the Dutchess County Fair.

And, let me tell you… It’s a pretty awesome Fair. In addition to their famous Summer fair, Dutchess County is also home to several unique places to visit. And I am here to tell you exactly what some these things are.

Believe me when I tell you that there are so many things to do and see in Dutchess County, NY, that I could not list them all in this blog post. Crazy… Right???

A Quick Guide to 'Almost' Everything in Dutchess County, NY. There is so much to do that one blog post does not do it justice.


Where is Dutchess County, NY?

dutchess county map image

Dutchess County, NY sits along the Hudson River and is sandwiched between Columbia County and Putnam County, with Orange County bordering it on the other side of the Hudson River.

It is also located between the Hudson River and the state of Connecticut. With just over 800 square miles, there is plenty to do in Dutchess County. From farmlands to small cities, Dutchess County is full of open spaces, bustling towns and the arts. Some places that you may already know in Dutchess County include: Poughkeepsie, Rhinebeck, Beacon, and Fishkill.

But, did you know that Dutchess County, NY is home to a sports teams? The Hudson Valley Renegades play baseball at Dutchess Stadium in Fishkill. How cool is that?!?

Dutchess Stadium is the best family fun you can have during the summer. Located in Dutchess County, NY, they provide themed evenings for their games.

Dutchess Stadium


According to dutchesstourism.com:

“Covering 800 square miles, there’s an abundance of natural scenic beauty, outdoor recreation, historic landmarks, restaurants, festivals and more.”


How do you get to Dutchess County, NY?

If you’re in New York City, you can hop on the Metro-North Hudson or Harlem Lines and several bus companies. These transportation methods can take you either end of Dutchess County without a hitch.

  • The Hudson Line takes you from Grand Central Station in NYC directly to Poughkeepsie, NY with a stop at Beacon, NY.
  • The Harlem Line takes you from Grand Central Station in NYC on the Eastern part of Dutchess County with stops in Pawling, Wingdale, Dover Plains, etc.

By car, major highways in and around Dutchess County include I-84 (East/Westbound),  Taconic State Parkway (North/Southbound), US Route 9 (North/Southbound) and NY Route 22 (North/Southbound).

Don’t forget to find a way of crossing the Mid-Hudson Bridge and the Kingston – Rhinecliff Bridge while you’re out exploring. The views of the Hudson River from these two bridges is amazing!

The Dutchess County, NY Fairgrounds hosts wonderful events throughout the year, including the Dutchess County Fair.

What are some Dutchess County, NY points of interest/destinations? 

To be honest, I am always in awe by all the things to see and do in Dutchess County. I have a very long Bucket List of things I want to do in Dutchess County and get excited about all the exploring I have ahead of me.

The Arts in Dutchess County

  • If you love art, a visit to DIA:Beacon is a must. Located next to the Metro-North Beacon station and Route 9D, DIA: Beacon is conveniently located and easily accessible. The vast amount and variety of art is amazing.
  • The Francis Lehman Loeb Art Center is located on the campus of Vassar College campus in Poughkeepsie.

Dutchess County, Ny is the home to DIA: Beacon. This magnificent location houses art both inside and out.

DIA: Beacon is the premier location to visit when you're in Dutchess County, NY

Music and Performances in Dutchess County

In addition to music and other live events taking place at the Mid-Hudson Civic Center, other notable places to hear live music around Dutchess County are:

FDR made his home in Dutchess County, NY. He and his wife Eleanor have several area sites that must be visited!

FDR Home in Hyde Park, NY

Poughkeepsie, NY shows off its community through the First Fridays events that happen throughout the year. Dutchess County, NY is lucky to have this wonderful event.

First Friday in Poughkeepsie, NY

One way to get to Bannerman Castle is by taking a ferry from Beacon, NY. Dutchess County, NY residents and visitors all awe at the beauty of this structure.

Bannerman Castle, Hudson River

Farmers’ Markets in Dutchess County

During the Summer, some of the best Farmers Markets also take place in Dutchess County. If you’re struggling to find some near you, you can always look at this comprehensive list of Hudson Valley Farmers’ Markets.

Hudson Valley Farmers Market

Glass Art in Dutchess County

Dutchess County is home to premier Glass Blowing Studios. Take a trip to these unique places and watch a demonstration and/or try your hands on blowing some of your own glass.

Hudson Beach Glass, Beacon, NY is a very cool place. Where else can you blow your own glass ornament. Oh, wait .. there is another place in Dutchess County, NY

Hudson Beach Glass, Beacon, NY

Farms in Dutchess County

Dutchess County has an extensive selection of farms. These places are great for a family fun – filled day of picking your own produce.
The busiest season is Apple-picking Season.

Have you ever thought about cutting down your own Christmas Tree? You can do so in Dutchess County.

Historical Places in Dutchess County

One of the most influential people to live in Dutchess County where the Roosevelts’. Hyde Park, NY is home to the Franklin D Roosevelt Home National Historical Site, Franklin D Roosevelt Presidential Library and Museum and the Eleanor Roosevelt National Historic Site.

In addition to these wonderful places, other historical places in Dutchess County include:

One way to get to Bannerman Castle is by taking a ferry from Beacon, NY. Dutchess County, NY residents and visitors all awe at the beauty of this structure.

Bannerman Castle, Hudson River

Mount Gulian Historic site is a very special place in Dutchess County, NY. They host many events for young and old.

Mount Gulian Historic Site

Where to find more things to do in Dutchess County

In addition to the Events Calendar on this blog, the Events Calendar at the Dutchess County Tourism website is full of events taking place within the County. It is one of the most comprehensive County Events Calendars around!

In Conclusion

With so many things to see and do in Dutchess County, NY, it may take you some time to get through them all. But something I can guarantee is that you may WILL have fun doing so.

Don’t forget to click the tab above for ‘Dutchess’ and this will direct you to all the blog posts written about places in Dutchess County.


Read More about Dutchess County: 


A Few Things to Know before visiting Dutchess County, NY:

  • Dutchess County is perfect for everyone
  • Many places listed here are open seasonally. Check each individual location for the days/times they are open to the public.
  • Many places charge an entrance, admission and/or tour fee. Check each individual location for more detailed information regarding prices.

For Additional & Updated Information,
Visit the:

County Tourism Website: dutchesstourism.com
Facebook Page: www.facebook.com/dutchesstourism

With so many things to see and do in Dutchess County, comment below and let me know which is your favorite. 

Until the Next Adventure…

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About Author

Jackie is the HV blogger behind Hudson Valley Exposed, featuring the hottest things to do, places to see and weekend getaways. Get information from a local who is seeing it all! She lives in the Mid-Hudson Valley Region with her hubby, kids, and doggies.

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