Things to Do in Kingston NY: Top 15 Most Unique Spots

If you’re looking for a fun and exciting place to explore, Kingston, NY should be at the top of your list. This historic city at the base of the Catskills Mountains on Rondout Creek, is known for its vibrant arts scene, outdoor adventures, and mouthwatering food. Just a two-hour drive from New York City, Kingston has become a hotspot for design-minded folks from Brooklyn, Manhattan, and Queens. Here are some must-see spots while you’re in Kingston:

• Explore the past: Check out the Senate House to dive into Kingston’s rich history.

• Dive into the arts: Kingston’s arts scene is buzzing with galleries and performances.

• Savor the flavors: Enjoy delicious meals at local eateries that’ll make your taste buds dance.

Ready to discover the best things to do in Kingston, NY? Let’s get into it:

Quick Hits

• Kingston, NY, was New York’s first capital and is rich in history, with a mix of historic sites and a lively arts scene.

• You can explore attractions like the Senate House, Old Dutch Church, Rondout Lighthouse, and Hudson River Maritime Museum.

• Outdoor lovers will enjoy numerous trails and natural sites.

• The city offers cultural experiences, art galleries, music venues, diverse dining options, and local boutiques for shopping.

 

  Map design by Stanton House Inn  with elements from Flaticon

A Brief History of Kingston, New York

Read on for a little journey through Kingston’s past. It all starts with the Esopus people, who called this place home since 1614. They were here long before the Dutch arrived, setting up a trading post at Ponckhockie. The Dutch traded European goods with the Lenape and Mohican for furs.

In 1652, the folks from Ulster County gave some land to the Dutch, and that’s where Kingston began to take shape. The first permanent settler was Thomas Chambers, who arrived in 1653 from Rensselaerswyck.

By 1654, more European settlers were buying land from the Esopus further west. But let’s just say, their ideas of property were worlds apart. This led to quite a few scuffles, especially when Dutch livestock stomped all over the Esopus cornfields. Throw in some disputes over trade and the effects of Dutch brandy, and you’ve got yourself some serious tension.

In 1658, Peter Stuyvesant ordered the settlers to fortify the area, leading to the Esopus Wars. By 1661, the settlement got its own charter as Wiltwijck. The Dutch and their allies eventually defeated the Esopus in 1663, leading to a treaty in 1665 that finally brought peace.

Many Esopus descendants became part of other tribes, some now in the Stockbridge-Munsee Community, others in Ontario, Canada, and the Ramapough Lenape Nation.

Fast forward to 1777, Kingston was chosen as the first capital of New York State. While the British were wreaking havoc, the state constitution was completed here. However, in October that year, the British burned Kingston down. Don’t worry though, the resilient folks rebuilt it.

By 1829, river steamers were making trips to Manhattan, turning Kingston into a bustling hub in the Hudson River Valley. The city loves to reenact the 1777 burning every other year with a big theatrical event starting at the Rondout.

Speaking of the Rondout, it was just a small farming village until the Delaware and Hudson Canal brought in workers in 1825, making it a key coal terminal and ice storage spot.

Kingston officially became a city on May 29, 1872, when it merged with the villages of Rondout, Kingston, and the hamlet of Wilbur.

The Best Things to Do in Kingston NY

Kingston is a treasure chest of hidden gems and historical wonders. Every corner has a story to tell, and there’s something for everyone—whether you’re into history, arts, or just want to soak up the local vibes. Read on to dive into some must-see spots in this charming city that still wears its grit with pride.

Historic Uptown Kingston

Step back in time in the Historic Stockade District in Uptown Kingston. Imagine walking through the 17th century with well-preserved buildings all around. The Senate House State Historic Site is a must-visit, where New York’s first capital was born. Stroll along the cobblestone streets of John and Crown, where pre-Revolutionary War buildings still stand, each with its own story to tell.

Old Dutch Church

The Old Dutch Church, aka the ‘Cathedral of Kingston,’ is more than just a church. It’s a symbol of community and inclusivity, with roots going back to the Dutch Colonial era. It’s a National Historic Landmark and a place where everyone is welcome. Whether you’re seeking peace, connection, or a bit of history, this church offers a unique experience.

Senate House State Historic Site

The Senate House State Historic Site is a cornerstone of Kingston’s history. This museum lets you explore the birthplace of New York’s government during the revolution. Imagine the debates and decisions that took place within these walls. Join a group tour to really bring the past to life and learn about Kingston’s pivotal role in shaping the state.

The Four Corners

You’ve got to check out John and Crown streets while you’re here! It’s the only intersection in America where all four corners have pre-Revolutionary War buildings. Talk about a history lesson! After soaking in the historic vibes, pop into Rough Draft Bar & Books. Whether you need a hot coffee to warm up or a cold drink to chill out, this cozy spot has it all. It’s a cafe, bookshop, and bar rolled into one, with friendly “bibliotenders” ready to serve up local pastries, savory pies, and great book recommendations.

Catskill Mountain Railroad

All aboard the Catskill Mountain Railroad! This heritage railroad has been operating since 1982 and is run by dedicated volunteers. It’s like taking a step back in time to when trains were the main mode of transport. As you ride through the scenic Catskill Mountains, you’ll get a taste of the romance and history of the rails. It’s a unique adventure that mixes history with a bit of thrill.

Forsyth Nature Center

Looking to connect with nature? Forsyth Nature Center is your spot. Since 1936, this place has been a green oasis in Kingston. With animal exhibits and lush gardens, it’s perfect for a peaceful stroll or a fun family outing. Plus, they’ve got some great educational programs if you’re in the mood to learn a bit about the local flora and fauna.

Rondout Neighborhood

Next, head to the Rondout Neighborhood, Kingston’s vibrant waterfront district. It’s like stepping into a storybook, with historic homes, tasty restaurants, and art galleries. The Downtown Rondout Waterfront is buzzing with lively marinas, award-winning eateries, quirky shops, and a charming waterside promenade. For some outdoor fun, Kingston Point Beach is perfect for swimming, picnicking, and launching boats. And dog lovers, don’t miss Kingston Point Dog Park! You’ll also find architectural gems like the Cornell Steamboat Company and the Newark Lime and Cement Manufacturing Company.

Rondout Lighthouse

The Rondout Lighthouse stands guard at the entrance to Rondout Creek and is one of the last lighthouses on the Hudson River. You’ll need a boat to get there, but trust me, it’s worth the trip. You’ll feel like you’ve traveled back in time, experiencing the important role these beacons played in guiding ships safely.

Hudson River Maritime Museum

For all you history buffs, the Hudson River Maritime Museum is a goldmine. It’s right on the Rondout Creek and packed with nautical history. You can check out artifacts, old boats, and art that tell the story of life on the Hudson River. There are also hands-on exhibits and classes in woodworking and boat-building. The exhibitions change yearly, so there’s always something new to learn.

The Reher Center For Immigrant Culture and History

The Reher Center is a real gem. It’s a historic bakery turned gallery that celebrates the stories and contributions of immigrants in Kingston and the Hudson Valley. It’s all about culture, community, work, and, of course, bread. The Center’s museum charter and oral history projects make it a must-visit for anyone interested in the diverse history that shaped this area.

Trolley Museum of New York

Ready for a trip back in time? The Trolley Museum of New York in the Rondout district is a must-see. This place is packed with old-school trolley cars, including some of the last ones from NYC. Hop on for a thrilling mile-and-a-half trolley ride that starts at T.R. Gallo Park, swings by Kingston Point Beach, and ends at the museum on the historic Ulster and Delaware Railroad yards. Check out trolleys from Germany, Belgium, Sweden, and Norway! The museum is open on weekends from May to late October, so don’t miss it.

Restaurants & Wineries in Kingston, NY

If you’re ready to dive into Kingston’s food scene, you’re in for a treat. Here are some must-try spots among the award-winning restaurants:

• Hotel Kinsley’s Restaurant Kinsley: Cozy up with some New American cuisine.

• Lola Pizza: Grab a slice of wood-fired pizza perfection.

• Kingston Bread + Bar: Perfect for a casual bite with artisanal bread.

• Brunette: This natural wine bar has an eclectic menu with a charming mix of vintage and new elements.

Shopping & Markets in Kingston, New York

Ready for a shopping adventure? Kingston’s got you covered with cool boutiques and lively markets. Stroll through downtown and you’ll stumble upon all sorts of treasures, from handcrafted furniture to local beauty products. Here’s the scoop:

• Field + Supply Craft Fair: Don’t miss this spot for artisanal goodies.

• Love a good book with your coffee? Rough Draft Bar & Books is your go-to. Sip and read to your heart’s content at the Four Corners.

• Or, head over to Village Coffee & Goods for a cozy pastry and some unique gifts.

If you’re into home decor, Hops Petunia is a gem. Opened by florist Kelli Galloway in 2015, it’s packed with home, kitchen, and garden wares, jewelry, and flowers. Kelli’s inspiration? A floral shop in Michigan and a jazz bar in Japan.

Another must-visit is Clove and Creek. They’ve got home goods, apothecary items, and artisanal pantry staples.

Joshua Vogel’s Black Creek Mercantile & Trading Co. in midtown is a showroom and a peek into his workshop. Here, you’ll find utilitarian wood wares, cutting board oil, and fine-art pieces.

And for the wine lovers, Kingston Wine Co. is a dream. Michael Drapkin makes wine accessible and fun, stripping away the snobbery. His store is all about enjoying wine as an ancient, profound drink without the hefty price tag.

Directions to Kingston, NY, from Greenwich, CT

Planning a day trip to Kingston from Greenwich, CT? Easy peasy! Getting there is part of the fun. If you’re driving, enjoy the scenic route through the Hudson Valley and cross the Kingston-Rhinecliff Bridge. It’s about an hour and 45-minute drive.

Hotels, Inns, and Places to Stay in Kingston, New York

Looking for a place to crash in Kingston? You’re in for a treat! The town’s hospitality is top-notch, offering everything from luxurious retreats to cozy Hudson Valley bed and breakfast inns. Read on for some of the best spots:

Hotel Kinsley

Hotel Kinsley isn’t just a hotel; it’s an adventure. Spread across four historic buildings in the Stockade District, each room tells its own story. The on-site restaurant serves up tasty meals, and the rooms boast custom details like watercolor illustrations and bespoke carpeting. With 42 unique rooms, an infrared sauna, massages, and a gym, this place has it all. You’ll be steps away from Uptown Kingston’s charm.

Hutton Brickyards

For those who love rustic yet refined, Hutton Brickyards is the place to be. With stunning Hudson River views and a serene atmosphere, it’s a perfect retreat. The brickyards have even hosted legends like Bob Dylan. It’s a popular spot for events and getaways, offering a mix of historic charm and industrial elegance.

Hotel Dylan

If you’re channeling your inner hippie, Hotel Dylan is calling your name. Inspired by the creative spirit of Woodstock, this place exudes bohemian chic. It’s a great base for exploring the Hudson Valley, the Catskills, and the artsy vibes of Woodstock, NY. Relax by the saltwater pool or grab a bite at the on-site restaurant.

More Nearby Cities and Towns to Explore in the Hudson Valley

If you think Kingston is great, just wait until you see what’s around the corner. The Hudson Valley and Catskills host a ton of cool towns, each with its own special flavor and charm. Step out of Kingston and explore the artsy vibes of Woodstock, the natural beauty of New Paltz, or the colonial charm of Rhinebeck. Your adventure in the Hudson Valley is just getting started!

Woodstock, NY

Woodstock, New York, is the rockstar of small towns. Known for its legendary festival, it’s also a haven for art and music lovers. Take a stroll down Tinker Street and check out all the quirky shops. Hungry? Tinker Taco Lab has some fresh and inventive tacos that’ll hit the spot. Need a moment of peace? Visit the Karma Triyana Dharmachakra Tibetan Buddhist Monastery. Woodstock isn’t just a place; it’s an experience that’ll resonate with your soul.

New Paltz, New York

If you’re into outdoor adventures, New Paltz, New York, is your playground. The Mohonk Preserve offers some challenging rock scrambles, while the Wallkill Valley Rail Trail is perfect for a peaceful hike or bike ride. Rent a bike and explore the scenic Hudson Valley countryside, or tackle the famous Lemon Squeeze hike for some breathtaking views. New Paltz is a mix of thrill and tranquility that invites you to connect with nature.

Rhinebeck, NY

Rhinebeck, NY, is akin to stepping into a picturesque postcard. This colonial village has a modern twist with chic eateries and stylish hotels. Wander through the Hudson River Historic District and marvel at the grand riverfront estates. Rhinebeck blends history with contemporary comforts, making it a sophisticated yet cozy retreat. It’s the kind of place that leaves a lasting impression.

Tl;dr

As we wrap up our journey through Kingston and its nearby gems, let’s take a moment to appreciate the rich tapestry that makes the Hudson Valley so special. From Kingston’s historic streets and majestic Catskill trails to its vibrant art galleries and mouthwatering restaurants, this city offers a perfect blend of history, adventure, and culture. Keep those scenic views, historical tidbits, and the warm community vibes close to your heart—they’re what make the Hudson Valley truly enchanting.

Frequently Asked Questions

What makes Kingston, NY, historically significant?

Kingston is New York’s first capital and the birthplace of the state’s first government in 1777. Plus, it has a rich maritime history and some seriously well-preserved architecture dating back to the 17th century.

Are there any unique outdoor activities in Kingston, NY?

Absolutely! You can hike and bike on the scenic Wallkill Valley Rail Trail, explore the Rondout Lighthouse, and visit the Forsyth Nature Center to soak in the natural beauty. It’s an outdoor lover’s paradise!

Can I experience local arts and music in Kingston?

For sure! Kingston is buzzing with local arts and music. Check out the Ulster Performing Arts Center and don’t miss the annual O Positive Festival for a taste of local and regional talent.

What are some of the best places to eat in Kingston?

You’ve got to try Hotel Kinsley’s Restaurant Kinsley for some New American comfort food and hit up Lola Pizza for amazing wood-fired pizzas and homemade pasta. Your taste buds will thank you!

Where can I stay when visiting Kingston, NY?

You’ve got options! Stay at the historic Hotel Kinsley, enjoy the luxurious Hutton Brickyards, or embrace the bohemian vibe at Hotel Dylan. Each spot offers a unique Hudson Valley experience. Enjoy your stay!