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Gay Poughkeepsie Travel Journal: The Heart of Dutchess County, NY

Gay Poughkeepsie Travel Journal: The Heart of Dutchess County, NY

The second destination of our trip to the Mid-Hudson Valley after Beacon was Poughkeepsie. For us, the City of Poughkeepsie is not only the County Seat of Dutchess County but also the heart of the region east of the Hudson River. We learned about Vassar College in Arlington, The Culinary Institute of America, the legacy of the 32nd United States President, Franklin D. Roosevelt and his wife Eleanor in Hyde Park, and the Walkway Over the Hudson connecting Poughkeepsie and the west shore of the Hudson. And there is more before we continue to Rhinebeck… Join us getting to know the second stop of our Dutchess County adventure with our gay Poughkeepsie travel journal and see the gay-friendly Hudson River Valley through a couple of men’s eyes.

– paid collaboration with Dutchess Tourism –

Gay Couple kissing on the Walkway over the Hudson pedestrian bridge | Gay Poughkeepsie Travel Journal © Coupleofmen.com
A kiss on the Walkway over the Hudson pedestrian bridge | Gay Poughkeepsie Travel Journal © Coupleofmen.com

Traveling to gay-friendly Poughkeepsie in Dutchess County

So, after the first stop of our Dutchess County trip, we headed further north, by train. Just 25 minutes later, we arrived in Poughkeepsie, and just a couple of minutes later, at the car rental. After all, we wanted to explore not only the city but also the region around the County Seat of Dutchess County. But to be more precise, Poughkeepsie is the name of two neighboring towns in western Dutchess County, New York State, the City of Poughkeepsie and the neighboring Town of Poughkeepsie.

Welcome to Poughkeepsie © Coupleofmen.com
Welcome to Poughkeepsie for our Gay Poughkeepsie Travel Journal © Coupleofmen.com

Though, regardless of this administrative division, the two towns are generally considered to be one town. And if, like us, you have a little trouble pronouncing the name at first, just try “Pe-kip-sy” and with a little practice, you’ll quickly get the hang of it. Good to know: The name Poughkeepsie is derived from the Native American term Uppu-qui-ipis-in or U-puku-ipi-sing, which means “hut (or camp) by (small) water,” referring to a spring or tributary of the Hudson River.

Trip Planning: Dutchess Tourism | Hotel Offers Poughkeepsie | Train: MTA Metro-North

Flying with KLM Royal Dutch Airlines © Coupleofmen.com

Great Flight Deals

We found some great deals with flights worldwide as well as in and around Europe via Amsterdam (and return) with gay-friendly KLM Royal Dutch Airlines. That includes direct connections either with KLM or their partner airlines Air France and DELTA. *subject to availability / last check: 2022

Book your flights on KLM >

Start with a Tour of Arlington: Vassar College

We begin our exploration in Poughkeepsie with a visit to Vassar College and the neighborhood of Arlington, a suburb of the City of Poughkeepsie, which is part of the Town of Poughkeepsie. Vassar campus, with its 400 ha and more than 100 buildings, is a wonderful place for a stroll, a coffee break or lunch. Because of the landscaped park grounds with gigantic trees providing shade, we were able to cool off a bit in the midday heat.

Sitting on the grass at Vassar College campus © Coupleofmen.com
Sitting on the grass at Vassar College campus © Coupleofmen.com

We got us some delicious food at Twisted Soul food and found a bench under one of the huge, old trees at the campus in front of the main building. Students philosophizing in groups on the grass, birds, and squirrels playing in the tree tops, and a gay couple of men just sitting there enjoying the atmosphere. Another food tip for a good lunch is Savona’s Trattoria, just outside the campus, where we ate the other day.

Entering the campus of Vassar College in Poughkeepsie © Coupleofmen.com
Wonderful relaxing atmosphere on the campus of Vassar College © Coupleofmen.com

The Crafted Kup: Gay Couple operated Coffee Shop

Just around the corner: Gay-owned and delicious! The coffee at The Crafted Kup in Poughkeepsie is one of the best coffees in town, if not in the whole of Dutchess County. AND: it’s owned by a gay couple! We could meet Tanner Townsend and his partner, owners of The Crafted Kup, who gave us a little insight into their work, the snacks, and coffee and shared their experiences about LGBTQ+ life in Dutchess County. „We love to live here. It’s not just the nature surrounding us.

Gay Poughkeepsie Travel Journal © Coupleofmen.com
Happy Dutchess County gay couple owning The Crafted Kup in Poughkeepsie © Coupleofmen.com

The LGBTQ+ community is active here with Drag events and other queer community events, not only in Dutchess County, but all around the Hudson River Valley. And if we need the big-city life, New York City is just around the corner!” We couldn’t agree more. New York City has plenty to offer to fill the needs for an active queer gay scene. But when you want to enjoy nature and take a little break from the overwhelming energy of NYC, then Dutchess County seems to be the perfect getaway – or place to call home.

Gay Travel Guide New York City © coupleofmen.com

 New York Travel Guide

Everyone knows New York, the gateway to the new world also referred to as New Amsterdam! Today, everyone knows the State of New York for New York City, Sex and the City, and, of course, the Stonewall riots 50 years ago. Where to stay? What to do? Where to go? We put all this information together in our Gay Travel Guide for New York!

Plan & Book a New York Trip >

Walkway over the Hudson

One last coffee to go, and off we went to see another highlight of Poughkeepsie, the world’s second-longest elevated pedestrian bridge. We parked our car right by the river at Victor C. Waryas Park. From there, we took a stroll along the wide river bed all the way to the Upper Landing Park with the elevator that would bring us 65 meters up to the top of the former double-track railroad bridge. The Walkway Over the Hudson is spanning the Hudson River between Poughkeepsie on the east bank and Highland on the west bank. Today, it is used by many people daily crossing the Hudson, walking their dogs, jogging, or just enjoying the view over Dutchess County. A perfect spot to wave our rainbow flag in the wind… Don’t you think?

By elevator 65 m up from Upper Landing Park | Gay Poughkeepsie Travel Journal © Coupleofmen.com
Gay Poughkeepsie Travel Journal © Coupleofmen.com
Sitting at the Hudson looking up to the second-longest pedestrian bridge in the world © Coupleofmen.com
Gay Poughkeepsie Travel Journal © Coupleofmen.com
Happy Karl enjoying the view of the Hudson River Valley © Coupleofmen.com

The Legacy of the Roosevelts | Hyde Park

You know us. We are eager to learn new things, especially when directly or indirectly connected to human rights and the LGBTQ+ community. During the preparations for our trip and Gay Poughkeepsie Travel Journal, we came across former US president Franklin D. Roosevelt and his wife, Eleanor, and some interesting sights to visit just outside of Poughkeepsie, in Hyde Park. For everyone who doesn’t know President Franklin D. Roosevelt: he, also known by his initials FDR, was a member of the Democratic Party and the 32nd President of the United States of America from 1933 until 1945.

Gay Reise Dutchess County Gay Travel Dutchess County Selfie with Eleanor and Franklin D. Roosevelt (FDR) in front of the Museum © Coupleofmen.com
Photo moment with Eleanor and Franklin D. Roosevelt (FDR) in front of the Museum © Coupleofmen.com

The biggest challenges of his presidency were handling World War II and being diagnosed with poliomyelitis (at this time). Together with Abraham Lincoln and Georg Washington, FDR is one of the most influential and greatest US-American presidents. Since he was born in Dutchess County in Hyde Park, we had to visit some historic monuments, too. There, we also learned about another family member of Roosevelt, who was at least equally important to history, but for human rights and the support of the LGBTQ+ community, Eleanor Roosevelt.

desk of Eleanor Roosevelt in her house on Val-Kill © Coupleofmen.com
The desk of Eleanor Roosevelt in her house on Val-Kill © Coupleofmen.com

Val-Kill – Eleanor Roosevelt National Historic Site

Our first touchpoint with the Roosevelt family heritage was a visit to Val-Kill, the Eleanor Roosevelt National Historic Site, the first and only Historic Site dedicated to a US-American first lady. As the name Roosevelt might already reveal, the family of Roosevelt has a Dutch heritage, which Eleanor preserved by naming her later permanent residence Val-Kill (Dutch: loosely translated as “waterfall-stream”). But who was Eleanor Roosevelt?

Gay Reise Dutchess County Happy to learn about American FEMALE history: Selfie moment in front of Eleanor Roosevelt's Val Kill © Coupleofmen.com
Learning about American women history: Selfie moment in front of Eleanor Roosevelt’s Val Kill © Coupleofmen.com

During our tour with a representative from the National Park Services, we learned about her nontraditional proactive political role as the first lady, nicknamed FDR’s “eyes, ears, and legs”. What a power-woman, not only because of her political work, but also her dedication to her daily newspaper column My Day, and her role as a mother of six children at the same time.

Gay Reise Dutchess County Selfie with our tour guide at Val Kill: Don't miss a thing and join a tour with a representative from the National Park Services at Val Kill © Coupleofmen.com
Our tour guide at Val Kill: Don’t miss a thing with a representative from the National Park Services at Val Kill © Coupleofmen.com

After the death of her husband in 1945, she became an early civil rights activist, setting up the first-ever Universal Declaration of Human Rights as an appointed delegate to the United Nations General Assembly. She was also, among others, the first chairperson of the preliminary United Nations Commission on Human Rights. There is much more to learn about her, but you have to visit Val-Kill. A tip for your Dutchess Country bucket list!

Gay Reise Dutchess County Daan is noticeably impressed: So many important people of World's history met Eleanor Roosevelt in Val Kill - like John F. Kennedy © Coupleofmen.com
So many important people of World’s history met Eleanor Roosevelt in Val Kill – like John F. Kennedy © Coupleofmen.com

Franklin D. Roosevelt Presidential Home, Library & Museum

For many US citizens, a must-do in a lifetime, for us Europeans totally unknown: The significance of the 13 presidential libraries across the USA. The first one ever built was Franklin D. Roosevelt’s Presidential Library and Museum in Springwood, Hyde Park. There, we could learn all about the Roosevelt presidency, from the Great Depression through the New Deal years and World War II, illustrating Franklin and Eleanor Roosevelt’s relationship with the American people. Many US-Americans actually travel around the country to visit all presidential libraries to understand better decisions, the historical background of the states, and the people’s relationship to the president and his family.

Gay Reisen Dutchess County Learning about American history at the Franklin D. Roosevelt Presidential Library & Museum © Coupleofmen.com
American history at the Franklin D. Roosevelt Presidential Library & Museum © Coupleofmen.com

Just a short walk from the library, we visited the Home of Franklin D. Roosevelt National Historic Site together with a tour, before we sat down on a bench overlooking the Hudson River Valley. On our way back to the car, we passed by the grave of Franklin and Eleanor Roosevelt embedded in a rose garden. Interested in US-American history? Please do put it on your Poughkeepsie gay travel bucket list!

The Culinary Institute of America | Hyde Park

Hungry? So were we. Time for dinner, but not just somewhere! Dutchess County is home to The Culinary Institue of America. Cooks from all over the world come to the cooking school in Hyde Park to learn the fine art of creating a treat and taste adventure. We had a reservation at The Bocuse Restaurant to test classic French cuisine, American style.

Photo of the impressive main building of the Culinary Institute of America at Hyde Park © Coupleofmen.com
The impressive main building of the Culinary Institute of America at Hyde Park © Coupleofmen.com

The best thing about the institute and the connected restaurants is that it is all cooked and served by people in education, which gave us an unexpected inside into their education process of becoming professionals. The Bocuse Restaurant is a unique and exciting, world-class dining experience. Our Tip: Definitely try the Table Side Ice Cream made right at your table with liquid nitrogen! Yummy!

Gay Reisen Dutchess County What an experience: Delicious and educational! While having dinner at the Culinary Institute of America, we could watch cooks learn their profession! © Coupleofmen.com
While having dinner at the Culinary Institute of America, we could watch cooks learn their profession! © Coupleofmen.com

Innisfree Garden in Millbrook

On our last day in Poughkeepsie, before we continued our trip further north in Dutchess County, we wanted to visit a special garden just half an hour away from Poughkeepsie. Established between 1930 and 1960 as the private garden of Family Beck, scroll paintings of the 8th-century Chinese poet and painter Wang Wei inspired the landscape design of Innisfree Garden in Millbrook with its individual garden scenes around a glacial lake.

Hand in hand surrounded by nature at Innisfree Garden in Millbrook © Coupleofmen.com

The weather was cloudy and wisps of morning mist floated quietly across the lush green meadows. Innisfree Garden is a place to calm down, to take a moment and reconnect with nature, a place to just be and inhale the fragrance of nature. Make sure to plan a couple of hours and make your way along the Wishes Tree and around the lake.

Walking hand in hand around Innisfree Garden grounds in Millbrook | Gay Poughkeepsie Travel Journal © Coupleofmen.com
Walking hand in hand around Innisfree Garden grounds in Millbrook © Coupleofmen.com

And then it was already time again to say goodbye. And hello to the northern part of Dutchess County around Rhinebeck, where we stayed in several hotels, tested several restaurants and were able to experience the region north of New York City from a bird eye’s perspective. Theater, nature, indulgence, and feeling of freedom – that’s how we could describe this last days in the Hudson River Valley. But read, for yourself, what we experienced during our time in Rhinebeck!


Richard B. Fisher Center for the Performing Arts at Bard College in Dutchess County, New York © Coupleofmen.com

 Teil 3: Rhinebeck

Part three of our adventure in Dutchess County was Rhinebeck. For us, Rhinebeck, with its many restaurants and special hotels like the Beekman Arms & Delamater Inn, Hotel Tivoli and Mirbeau Inn & Spa, is a great base to explore gay-friendly northern Dutchess County. Including the Old Rhinebeck Aerodrome and the Fisher Center.


Now it’s time to plan your trip to Dutchess County with our Gay Poughkeepsie Travel Journal

During our time in Poughkeepsie, we were holding hands for the most part and always gave each other a kiss in between, whether it was because we were happy, comfortable, or because we just wanted to show affection. Ultimately, we felt at ease and encountered no hostility, insults, or strange looks being an openly gay couple traveling in Poughkeepsie and Dutchess County.

Do you want to know and see more of us gay couple travel bloggers? Stay tuned and follow along on FacebookTwitterYouTubePinterest, and Instagram! See you around in the United States of America, Northern America, and on one of our next gay pride trips worldwide!

Karl & Daan.

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Please note: This trip was made possible in close collaboration with the Dutchess County Tourism, KLM Royal Dutch Airlines, as well as the tips and help to come from our wonderful readers, followers, new and old friends from all over the world. Nevertheless, our photos, our videos, our opinions, and our writings are authentic and our own, as always.

Sandra Mort

Wednesday 1st of June 2022

Great article! I'm surprised that you didn't mention visiting liberty view farm! Not only are they owned by a gay couple, Billiam and his husband were the first couple in NYS to get married!

Karl Krause

Thursday 2nd of June 2022

Hi Sandra, thanks for your comment! Much appreciated. Indeed, their story is interesting and should be definitely on our blog. But this story article is about Poughkeepsie and Dutchess County. Liberty view farm is in a different county. However, we hopefully will be back in NYS and get the chance to explore more parts of New York State and share more LGBTQ+ stories from the queer community.