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???
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Essentials you need for any Hudson Valley Outing:
Personalized Hudson Valley Directory
Personalized Hudson Valley T-shirts
101+ Things to do in the HV for $10 or less
Click below to see items I always have during my Hudson Valley Outings:
- First Aid Kit: Because ‘you never know’ when an accident happens and you need supplies quickly.
- Lightweight Poncho: If you’re going to be out all day exploring, you never REALLY know what the weather will be like. You think you do, but, in the Hudson Valley, you really don’t know.
- Small, Lightweight Tripod: This is my GO-TO Tripod for every single outing I go on. It’s great for taking photos of yourself that are not selfies. This one comes with a bluetooth remote that makes that process easier.
- Backpack or Cross Body Purse – These are my First Choice when choosing a bag for my Hudson Valley outings.
- Power Bank for my phone – While out walking all day and taking photos, I use this power bank to make sure that I will not run out of battery on my phone.
- Comfortable walking shoes – My favorite walking shoes are by Skechers, because they are soft and the memory foam feels great on my feet.
Where is Dutchess County, NY?
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.
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.
- East Fishkill
- Hyde Park
- North East
- Pine Plains
- Pleasant Valley
- Red Hook
- Union Vale
- Wappingers Falls
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!
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
OPEN to the public with reservation
- 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.
Francis Lehman Loeb Art Center
OPEN to the public on Sat & Sun only
- 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.
Farmers Markets in Dutchess County
During the Summer, some of the best Farmers Markets take 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.
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.
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.
- Abels Tree Farm in Verbank, NY is open Sat & Sun during the season
- Battenfeld’s Christmas Tree Farm in Red Hook, NY is open daily during the season
- BJ’s Christmas Tree Farm in Array, NY
- Many more Farms are listed in my article all about Hudson Valley Christmas Tree Farms.
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.
Although tours were suspended in 2020, the grounds of many of these historic sites are open year-round for your enjoyment.
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.
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:
- Bardavon 1869 Opera House in Poughkeepsie, NY
- Center for Performing Arts at Rhinebeck
- Richard B Fisher Center for the Performing Arts in Annandale-on-Hudson, NY
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.
These HVE Exclusive T-shirts are PERFECT for you!
Events in Dutchess County
First Friday Poughkeepsie
Although suspended for 2020, Poughkeepsie’s First Friday Events are the best thing to happen to Poughkeepsie. Six events take place on six different days, with six different themes in six different locations.
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.
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
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!
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.
How to Plan a Day, Weekend, or Week of Things to do in Dutchess County:
I know that making plans and itineraries can be tough and overwhelming, especially with so many things to do in Dutchess County.
Itineraries are the best way to plan your day anywhere. It doesn’t have to be anything fancy. Some people prefer making lists behind envelopes or scraps of paper. Some people, like me, like to plan things out online.
I believe so much in itineraries that I created a product to make it easier for you to see more and do more in parts of the Hudson Valley. It’s called, Quick & Easy Itineraries for Hudson Valley Explorer and I’ve literally made 10 ‘Done For You’ Itineraries that are a great starting point.
Above is a quick little preview of the itineraries that you’ll get. Get the Quick & Easy Itineraries Here.
YouTube is the place where I turn my posts into video.
Come check it out!
Until the Next Adventure…
Jackie is one of the top bloggers in the Hudson Valley. She has been featured (along with some of her photos) in several local and national publications. Read Jackie’s crazy story, “From a Naive NYC Girl to Popular Hudson Valley Blogger & Author“. Feel free to send Jackie a message here.