Top 12 Things to Do in Kingston, NY for First-Time Visitors

I’ll be honest—part of me wanted to keep Kingston, NY, a secret.
There’s something so special about this place that I felt a little protective of it. Tucked away in the Hudson Valley, Kingston has this relaxed, historic charm that’s hard to find these days—and once you visit, you’ll know exactly what I mean.

My first trip here was with a few close friends, and it totally won me over. Since then, I’ve gone back more times than I can count. Whether it’s the quiet beauty of the old stone buildings, the artsy vibe, or the peaceful waterfront views, there’s just a magic to Kingston that makes you want to slow down and stay a while.

So, if you’re planning a weekend escape from the city or road-tripping through the Catskills, make sure Kingston is on your itinerary. From cool local shops to historic sites and great food, I’m excited to share all the things I’ve discovered in this gem of a town

A Quick Overview of Kingston

Kingston, New York’s first capital, is a small, historic town nestled in the Hudson Valley about two hours north of New York City. That’s a lot of history packed into its old streets-but Kingston doesn’t feel stuck in the past. You’ll find a fun, creative vibe there, with art galleries, cute cafes, local shops and a beautiful riverfront.

The town breaks down into three main areas: Uptown (historic and charming), Midtown (artsy and local) and Downtown (by the water and full of life). History buffs, foodies, nature lovers and those just looking for a chill weekend away will all find something in Kingston.

The best times to visit are spring and fall. Spring (April to June) is when the weather is mild, flowers start blooming and outdoor spots really come alive. Fall (September to October) is especially magical with those colorful leaves, crisp air and cozy vibes. It’s a great time to stroll around town or hit nearby hiking trails.

Summer’s great too-if you love festivals and waterfront fun. Winter is quieter, and while it’s colder, you can still explore museums, cafes and enjoy a peaceful getaway.

12 Best Things to Do in Kingston, NY

1. Walk the Historic Uptown Stockade District

Uptown Kingston, the Stockade District, is the oldest part of the city-and it feels like stepping back in time. You’ll find 17th- and 18th-century stone buildings, charming boutiques, local bookstores, cozy cafes and vintage shops. Just wander around and soak up the history.

Don’t miss the Senate House, where New York’s first state government met during the Revolutionary War. Antiques, art and window shopping fans will love the relaxed, walkable vibe of this neighborhood. There are plenty of great spots to grab coffee, brunch or a sweet treat while you explore.

Visitor tip: parking is usually easy Uptown, but wear comfy shoes-you’ll be walking on those old stone sidewalks and cobblestone streets.

2. Visit the Hudson River Maritime Museum

Right on the Kingston waterfront, the Hudson River Maritime Museum tells the story of the Hudson River’s rich history and how it helped shape life in New York. It’s not just a museum with old artifacts (though there are plenty of those). It’s also a working boatbuilding and sailing school with a lot of energy and hands-on learning.

You can explore exhibits about steamboats, shipping and the river’s role in connecting upstate towns to NYC. If you’re up for something more interactive, they offer boatbuilding workshops, sailing lessons and even boat tours during the warmer months.

That’s a great spot for both kids and adults-and perfect if you’re into history, craftsmanship or just being near the water. Visitor tip: check their website before you go-some activities like sailing tours or woodworking classes fill up fast, especially on weekends.

3. Explore the Rondout Waterfront

If you’re looking for a spot to relax by the water, Rondout Waterfront in Downtown Kingston is the place to be. This scenic area along the Rondout Creek (which flows into the Hudson River) is lined with local shops, restaurants, galleries, and a marina, all with beautiful water views.

It’s the perfect place for a slow afternoon—grab an ice cream, walk along the river, browse some local boutiques, or catch a sunset by the docks. There’s often live music, festivals, or pop-up events happening in the warmer months too, giving the whole area a fun, community vibe.

Plus, it’s right next to the Hudson River Maritime Museum, so you can easily combine both in one visit.

Visitor Tip: Time your visit around golden hour—sunset over the water here is seriously stunning and makes for some great photos!

4. Take a Ride on the Catskill Mountain Railroad

For a fun, nostalgic experience, ride the Catskill Mountain Railroad through Kingston and beyond. This historic railroad follows the old route that connected the town to the Catskill Mountains. As you ride, you’ll see stunning views of the Hudson River, forests and the countryside.

The Kingston Point Rail Trail, which runs along the railroad, is also a great place to walk or bike. Easy access from Midtown Kingston to the waterfront. Still under development but already a nice place to take a leisurely stroll or get some fresh air before your train ride.

Whether you just want to take in the views or looking for a unique way to see the area, this is one you won’t forget.

Visitor Tip: Check the schedule in advance—train rides are seasonal and they often have themed trips like fall foliage tours or Santa train rides around the holidays!

5. Hike or Picnic at Forsyth Nature Center

If you want to get out into nature without leaving town, Forsyth Nature Center is the place. Located in Kingston’s Old Dutch Church Park, this peaceful park has wooded trails perfect for a short hike or just a walk. A small but beautiful spot to enjoy the outdoors with lots of greenery and wildlife to see.

If you’re in the mood for a laid back afternoon, pack a picnic and sit by the pond or under the trees. The center also has a small zoo with farm animals so it’s a great stop for families with kids.

Whether you want a quiet nature walk or a picnic with a view, Forsyth Nature Center is a nice way to unwind and enjoy Kingston’s natural beauty.

Visitor Tip: If you’re visiting in summer, bring bug spray—it’s a peaceful spot but the mosquitoes can be a bit active!

6. Visit the Trolley Museum of New York

If you like quirky, off the beaten path spots, you have to check out the Trolley Museum of New York on the Kingston waterfront. Run by passionate volunteers who are dedicated to preserving the history of trolleys in the area.

A great stop for anyone who loves trains, history or just something fun and different to do. You can climb aboard historic trolleys and during the summer months they even offer trolley rides along a short section of track. Open weekends 11am-5pm April to October so add it to your to do list if you’re visiting during that time.

I loved seeing the old trolleys up close and learning about how they were a big part of life in the Hudson Valley. A simple and fun way to go back in time.

Visitor Tip: The museum is small, so it’s easy to explore in an hour or two—perfect for a quick, family-friendly stop when you’re near the waterfront!

7. Discover Art at the D.R.A.W. and Arts Society of Kingston (ASK)

If you’re into art, Kingston has some hidden gems that will definitely spark your creative side. Two places you absolutely shouldn’t miss are The D.R.A.W. (The Downtown Rondout Waterfront Art Group) and the Arts Society of Kingston (ASK). Both are wonderful spaces that showcase local talent and give you a chance to see the town’s thriving arts scene.

At The D.R.A.W., you’ll find a rotating collection of artwork from regional artists, plus workshops and special events that let you get hands-on with your own creativity. Over at ASK, the vibe is more community-focused, with art exhibitions, performances, and cultural events that celebrate Kingston’s diverse artistic landscape.

I had such a great time popping into these spots, and you’ll leave feeling inspired by the artists, their work, and the sense of community these places foster.

Visitor Tip: If you’re visiting during a special exhibition or event, make sure to check out their websites or social media for updated hours and info—it’s worth planning your trip around one!

8. Stroll Through the Kingston Farmers Market

If you love fresh, local finds, the Kingston Farmers Market is a must-visit. This market is open year-round, but the vibe changes depending on the season. During the warmer months, the outdoor market is a lively spot where you’ll find everything from local produce to handcrafted goods and artisan treats. It’s the perfect place to browse, sample something new, or pick up unique products that you can’t find anywhere else.

When the weather turns cooler, the market moves indoors at the Old Dutch Church every other Saturday, giving you a cozy spot to shop for winter vegetables, baked goods, and seasonal items.

I love wandering through the market, chatting with local vendors, and picking up something new every time I visit—whether it’s homemade jam, fresh bread, or some local cheese.

Visitor Tip: If you’re visiting in the summer, get there early to beat the crowds and grab the best picks from the vendors!

9. Visit the Senate House State Historic Site

For history buffs, a visit to the Senate House State Historic Site is a must. Located in Uptown Kingston, this site is where New York’s first state government met in the late 1700s. The house itself is a beautifully preserved example of colonial architecture, and inside, you’ll find exhibits that tell the story of early state history, the American Revolution, and how Kingston played a role in shaping New York.

Walking through the rooms, you can almost imagine the debates and decisions that took place here. It’s one of those spots where you really feel connected to the past. The grounds are also lovely, perfect for a peaceful stroll after your visit.

Visitor Tip: The guided tours are super informative, so if you can, I’d recommend taking one to get the full historical experience!

10. Catch a Show at Ulster Performing Arts Center (UPAC)

Kingston is a city that really knows how to put on a show. And one of the best places to experience that is the Ulster Performing Arts Center (UPAC). This historic venue has been entertaining locals and visitors for decades. You’ll find live music, comedy, dance and theater performances there—top-notch acts in a beautifully restored space.

I’ve been to a few shows at UPAC, and the atmosphere is always fantastic. The mix of vintage charm and modern acoustics creates the perfect setting for any show. That’s why it’s a great spot to catch a touring act, local performance or seasonal event—no matter what you’re in the mood for.

Be sure to check the calendar ahead of time (and book those tickets quickly). UPAC hosts some amazing events throughout the year.

11. Dine at Farm-to-Table Restaurants in Kingston

Kingston is also home to some incredible farm-to-table restaurants that focus on fresh, locally sourced ingredients. Foodies will love the authentic, seasonal meals you can enjoy here. I’ve had the good fortune to dine at a few of Kingston’s best spots—and each one offered a unique taste of the region.

Locally grown vegetables, fresh meats, cheeses and homemade breads are just a few of the fresh, flavorful and thoughtfully prepared dishes you’ll find. The Kingston Standard is a standout place to try, with a creative menu and cozy atmosphere. The Stone Soup Café is another favorite of mine, featuring wholesome dishes made with ingredients sourced directly from local farms.

Make a reservation, especially on weekends. These popular spots can fill up quickly, but they’re worth the wait.

Hidden Gems in Kingston

Beyond the popular attractions, Kingston has a treasure trove of hidden gems waiting to be discovered. Uptown Kingston is where you’ll find charming local shops, art galleries and a few secret spots that give the town its unique character. You can stumble upon vintage stores, quirky boutiques and independent bookstores as you wander through the town.

Kingston’s art scene is pretty vibrant, too. The T.R. Gallo Park Gallery and Hutton Brickyards are just two of the incredible art galleries you’ll find here. And if you’re lucky, you might even spot one of the town’s many hidden murals tucked away in alleyways or behind buildings.

One of my favorite spots is a cozy little café tucked in an alleyway in Midtown Kingston. It’s the perfect place to enjoy a quiet coffee or snack while taking in some local art.

Take the time to wander off the beaten path in Kingston. You never know what little gems you’ll discover.

Kid-Friendly Things to Do

Kingston is just as much fun for kids as it is for adults. Whether you’re visiting with toddlers or teenagers, there are plenty of fun and engaging things to do.

1. Hudson River Maritime Museum

While the museum offers educational exhibits on the history of the Hudson River, it also features interactive exhibits that younger kids can enjoy.

Kids can learn about the river’s history, explore model boats, and even get hands-on with some of the displays. During warmer months, they can also go on a family-friendly boat tour to experience the Hudson from a whole new perspective.

2. Hudson River Cruise

Take the kids on a boat ride along the Hudson River for some beautiful views and a fun adventure. It’s a relaxing, kid-friendly experience where you can enjoy Kingston’s waterfront from the water.

Some cruise companies even offer themed trips, like pirate-themed cruises for little ones who love adventure!

3. Kingston Point Rail Trail

Perfect for a family walk, bike ride, or even rollerblading, the Kingston Point Rail Trail is a smooth, paved path that stretches from Midtown Kingston to the waterfront.

Along the way, you’ll find scenic spots for a picnic or a rest, and it’s an easy route for kids of all ages.

4 . Kingston’s Ice Arena

If your family is into ice skating or looking for a fun indoor activity, the Kingston Ice Arena offers public skate sessions, lessons, and even figure skating shows. It’s a great way to keep the kids active while having a blast on the ice.

5. Wild Earth Natural Learning Center

For the more adventurous families, the Wild Earth Natural Learning Center offers outdoor programs for kids to explore nature, learn survival skills, and connect with the environment. From wilderness camps to family nature walks, this is a perfect place for young explorers to get their hands dirty and learn outdoors.

Day Trips from Kingston, NY

Staying in Kingston for a few days puts you right in the heart of exploring some of the region’s most charming nearby towns. Whether you’re after art, nature or just a fun day trip, these places have something special to offer. Here are my top picks for nearby towns that are perfect for a day out.

1. Woodstock

It is a must-visit for anyone who loves art, nature or quirky small-town vibes. That 25-minute drive from Kingston is well worth it. Woodstock’s artsy spirit is legendary—and so is its connection to the famous Woodstock Festival (even though it wasn’t actually held there!).

I spent a day wandering through the town’s unique galleries and funky shops, grabbing lunch at a cozy café and soaking up the creative energy. Hiking enthusiasts will love the Overlook Mountain Trail for its stunning views of the Catskills.

Woodstock is a town that’s made for walking. Leave the car behind and stroll through the town. Don’t miss the Woodstock Music Shop—it’s a total gem. And while you’re there, check out the Overlook Mountain Trail.

2. New Paltz

It is just a 20-minute drive south. This charming town is nestled in the Shawangunk Mountains. Hiking trails abound here, including the Sam’s Point Preserve (with its gorgeous waterfalls and views) and Minnewaska State Park. I loved exploring the historic Huguenot Street, which feels like a step back in time with its colonial buildings. New Paltz has a lively downtown with local boutiques and delicious eateries.

If you’re up for a challenge, the Mohonk Mountain House hiking trails offer views from the top that won’t disappoint.

Kingston itself offers a range of charming accommodations to suit any travel style. Here are my top picks for places to stay.

Where to Stay in Kingston

Kingston itself offers a range of charming accommodations to suit any travel style. Here are my top picks for places to stay.

1. The Forsyth B&B

The Forsyth B&B is a cozy, intimate option. This beautifully restored historic home has comfy rooms with old-world charm and modern amenities. It’s within walking distance to the historic uptown area, making it a perfect home base for exploring Kingston. Don’t miss the homemade breakfast—they serve the most delicious pancakes and fresh fruit.

2. The Kingston Hotel

The Kingston Hotel is a more modern, affordable option. It has a small, intimate vibe, with simple but stylish rooms. Additionally, it’s conveniently located near restaurants, shops, and the town’s historic district. That location can’t be beat if you want to be close to everything.

Visitor Tip: It’s a no-frills place, but the location can’t be beat if you want to be close to everything.

3. The Woodstock Inn on the Millstream

Just a short drive from Kingston, The Woodstock Inn on the Millstream is a peaceful retreat nestled along a beautiful stream. This charming inn offers spacious rooms with a rustic yet modern vibe, and some even have balconies overlooking the stream—perfect for a relaxing stay. It’s a great place if you want to experience the artsy vibe of Woodstock while still being close to Kingston.

Visitor Tip: If you’re visiting in the summer, be sure to take advantage of the lovely outdoor patio to enjoy the scenery.

4. The Old Court House Inn

For something a bit different, The Old Court House Inn offers a stay in a historic building that was once the town’s courthouse. This inn is a great choice if you’re into history and architecture, offering elegant rooms and a cozy atmosphere. It’s located right in the historic Stockade District, so you can easily walk to attractions, restaurants, and shops.

Visitor Tip: This place has a lot of character, so take some time to explore the building’s history—it’s fascinating!

Final Thoughts

Kingston, NY offers a perfect blend of history, culture, and scenic beauty — making it a wonderful weekend destination for all types of travelers. Whether you’re wandering the vibrant Rondout Waterfront or stepping back in time at the Stockade District, there’s a unique charm in every corner.

If you’re looking to continue your journey through charming small towns and breathtaking nature, consider exploring the peaceful escapes of East Tennessee or the serene riverside vibes of Cold Spring next.