19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (2024)

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (1)

19+ Fun Things to do in Dutchess County (That you Should Keep Secret)

Did you know that there are an abundance of things to do in Dutchess County? The list is so long, there is no way

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???

This article contains an affiliate link or two. I make a small commission for purchases made through links at no extra cost to you. Read my disclosure for more info.

Things to know before finding things to do in Dutchess County:

  • Dutchess County is a large county. If you’re spending the day in lower Dutchess, you will probably not have enough time to do things in upper Dutchess County.
  • Information changes quickly. Make sure to confirm information with each location and organization before making plans.
  • Several highways run through Dutchess County and make it a little easier to get from one area to another.

Where is Dutchess County, NY?

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (2)

Dutchess County, NY sits along the Hudson River and is sandwiched between Columbia County and Putnam County, with Orange Countybordering 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.

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (3)

According to dutchesstourism.com:

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

Cities & Towns in Dutchess County NY

Dutchess County is a distance of 58 to 110 miles from New York City, depending on where you are visiting in Dutchess County.

  • Amenia
  • Beacon
  • Beekman
  • Clinton
  • Dover
  • East Fishkill
  • Fishkill
  • Hyde Park
  • LaGrange
  • Milan
  • Millbrook
  • Millerton
  • North East
  • Pawling
  • Pine Plains
  • Pleasant Valley
  • Poughkeepsie
  • Red Hook
  • Rhinebeck
  • Smithfield
  • Stanford
  • Tivoli
  • Union Vale
  • Wappinger
  • Wappingers Falls
  • Washington

Click Below to see some items you should have during your
Hudson Valley Outings that will guarantee a successful outing

– Because ‘you never know’ when an accident happens, you need a small, portable First Aid Kit, like this product in your life.
This is a great buy for under $15
————————-
– If you’re going to be out all day exploring, you never REALLY know what the weather will be like. Even if you think you do know, it can start raining at any time, so this small life-saver is an essential item. This is another great buy on Amazon for under $15.
————————-
– My favorite walking shoes, by far, are these because they are soft and the memory foam feels great on my feet.
See the color and size choices here.
————————-
– Looking great during your Hudson Valley outings is essential and this Hudson Valley Merchandise is perfect for any outing!

How do you get to Dutchess County, NY?

If you’re in New York City, you can hop on the Metro-North Hudson Line or Harlem Line 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)
  • 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!

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (4)

Highlights of Things to do in Dutchess County:

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

What are some things to do in Dutchess County?

The Arts in Dutchess County

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (5)

DIA:Beacon

  • If you love art, a visit to DIA:Beaconis 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.

Francis Lehman Loeb Art Center

  • The Francis Lehman Loeb Art Center is located on the campus of Vassar College campus in Poughkeepsie. The collection consists of paintings, sculptures, drawings, prints, photographs, textiles, and glass and ceramic wares.
19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (6)

Farmers Markets in Dutchess County

During the Summer, some of the best Farmers Marketstake place in Dutchess County. Some of these markets are also open during the winter. They encourage a sense of community while showcasing the best of Hudson Valley products and produce.

READ MORE
If you’re struggling to find some markets near you, curious about where markets are located or if you’re looking for a new farmers market to visit, you can always look at my comprehensive list: The Ultimate List of Hudson Valley Farmers’ Markets. This article showcases all Hudson Valley Farmers Markets, both in the summer and year-round.

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (7)

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

Hudson Beach Glass in Beacon, NY is a popular place to visit. Although in-person glass blowing was suspended for 2020, this is typically the main attraction at this great gallery and studio.

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (8)

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 fruit. It doesn’t matter if it’s in the summer or fall, Dutchess County has the best farms around.
The busiest season is Apple-picking Season.

  • Barton Orchards in Poughquag, NY is open daily during the U-Pick Season.
  • Cedar Heights Orchards in Rhinebeck, NY is also open daily during the U-Pick Season
  • Fishkill Farms in Hopewell Junction, NY is open most days of the week during U-Pick Season
  • Greig Farm in Red Hook, NY is open daily during U-Pick Season
  • Mead Orchards in Tivoli, NY is open weekends during U-Pick Season
  • and many more U-Pick Farms are listed in my article all about Apple Picking Farms in the Hudson Valley.

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

Historic Places in Dutchess County

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (9)

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.

The grounds of many of these historic sites are open year-round for your enjoyment and some locations are offering tours once again.

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

  • Bannerman Castle on the Hudson River offers tours from Beacon from May – October.
  • Clinton House State Historic Site in Poughkeepsie, NY
  • Mount Gulian Historic Site in Beacon, NY is open April – October
  • Staatsburgh State Historic Site in Staatsburgh, NY is open April – October
  • Many more Historic Sites are listed in my article showcasing Historic Sites throughout the Hudson Valley.
19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (10)

Performing Arts in Dutchess County

Many Dutchess County music venues and performing arts centers had to cancel productions and performances for the 2020 Season.

In addition to music and other live events that often take place at the Mid-Hudson Civic Center, other notable places to see performances around Dutchess County are:

Sports in Dutchess County

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?!?

In addition the Sports Museum of Dutchess County is located in Wappingers Falls. Open seasonally, the “Legends of Dutchess” tells the history of different sports and athletes from Dutchess County.

Events in Dutchess County

Second Saturday Beacon

Beacon’s Second Saturday is the highlight of every month. Second Saturday Beacon is a city-wide celebration of the arts held on the second Saturday of every month when galleries and shops stay open until 9pm. Gallery openings, music are just some of the ongoing events.

READ MORE
Find out why Beacon is a favorite of Many!

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (11)
19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (12)

Dutchess County Fair

And, let me tell you… the Dutchess County Fair is a pretty awesome Fair.

In addition to their famous Summer fair, the Dutchess County Fairgrounds is also home to several unique events:

  • Rhinebeck Antique Car Show & Swap Meet
  • The Rhinebeck Crafts Festival
  • Hudson Valley Hot Air Balloon Festival
  • Hudson Valley Wine & Food Fest
  • Rhinebeck New York Cider Festival
  • NYS Sheep & Wool festival
19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (13)

What are some things to do in Dutchess County today?

In addition to my Hudson Valley Events FB Group, 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!

If you’re looking for FREE Things to do in Dutchess County, then this article is for you.

What are some things to do in Dutchess County this weekend?

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.

Unique Outdoor Spaces in Dutchess County

There are no shortage of outdoor spaces in Dutchess County, but there are certainly unique things to do in Dutchess County that you can do most days & weekends.

  • Walkway Over the Hudson State Historic Park (open year-round, weather-permitting) – The world’s longest pedestrian walkway allows you to walk over the Hudson River from Poughkeepsie, NY to Highland, NY (Ulster County). The views from The Walkway are spectacular and they often host events.
  • Bridge Music at the Mid-Hudson Bridge (open seasonally) – This unique musical experience combines breath-taking views of the Hudson River and Hudson Valley along with the music made by Joseph Bertolozzi while using the bridge as an instrument.

Tips for a Successful Day at any Dutchess County Location:

  • Many things to do in Dutchess County requires a reservation.
  • Confirm all information with the locations before making definite plans.
  • Weather conditions may change drastically, so confirm the weather before making your plans. I use the AccuWeather App everyday before I head out the door.
  • Many locations are open seasonally. Confirm each locations days/times of operation.

Find More Things to do in the Hudson Valley Here:

These Hudson Valley Attractions are Perfect for a day or weekend out

The Ultimate List of Free Things to do in the Hudson Valley

Hudson Valley Castles that seem to be from another country

Until the Next Adventure…

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (14)
19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (15)

Find discounted meals & discounted activities from
my friends at Local Flavor & Groupon!

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (16)

Check out My Etsy Shop
where you will find deals on Tees, Totes & More.

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (18)

Jackie is the HV blogger behind Hudson Valley Explored, featuring the best 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 and kids.

19+ Fun Things to do in Dutchess County (That you Should Keep Secret) (2024)

FAQs

What are some fun facts about Dutchess County NY? ›

"Dutchess" is an archaic spelling of "duch*ess". Prior to Anglo-Dutch settlement, what is today Dutchess County was a leading center for the native Wappinger peoples. They had their council-fire at what is now present-day Fishkill Hook, and also held gatherings along the Danskammer.

What are 15 interesting facts about New York? ›

New York City, and not Washington D.C., was the first capital of the United States in 1789.
  • The name “The Big Apple” referred to horse racing. ...
  • The United Nations Headquarters was established in NYC in 1952, after the World War – II.
  • NYC Taxis were originally Red & Green. ...
  • The Land of more than 800 Languages!

Why is it called Poughkeepsie? ›

They called one of their encampments Poughkeepsie, “the reed-covered lodge by the little water place." In 1683, the colonial assembly established the twelve original counties of New York. Dutchess was among them, named after Mary of Modena, then duch*ess of York and wife of the future King James II of England.

Top Articles
Latest Posts
Article information

Author: Jamar Nader

Last Updated:

Views: 6374

Rating: 4.4 / 5 (55 voted)

Reviews: 86% of readers found this page helpful

Author information

Name: Jamar Nader

Birthday: 1995-02-28

Address: Apt. 536 6162 Reichel Greens, Port Zackaryside, CT 22682-9804

Phone: +9958384818317

Job: IT Representative

Hobby: Scrapbooking, Hiking, Hunting, Kite flying, Blacksmithing, Video gaming, Foraging

Introduction: My name is Jamar Nader, I am a fine, shiny, colorful, bright, nice, perfect, curious person who loves writing and wants to share my knowledge and understanding with you.