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Things to do in Kingston, NY: America’s First Capital

Kingston, NY, was America’s first capital and is now an upstate hub for creatives in New York State. If you’re looking for the best things to do in Kingston, NY, you’ll find trendy restaurants, coffee shops, vintage shops, and also fascinating American history.

Kingston is one of my favorite weekend trips from NYC, so keep reading for the best things to do in Kingston, New York!

Note: This post contains affiliate links, which means that if you click a link and make a purchase, I may make a commission at no additional cost to you.

A row of colorful shopfronts in Kingston, NY

Why Visit Kingston, NY

Kingston is the ideal place to escape NYC for a few days if you want to get some peace and quiet, but also want the option of going out to restaurants or bars in the evening, exploring some cute shops, or even hitting up some art galleries.

A rainbow painted crosswalk leading to the exterior of a hotel in Kingston, New York

Getting to Kingston, NY

Kingston is about a 2 hour drive from New York City. Driving is the best option because Kingston isn’t completely walkable. It has a few walkable neighborhoods, such as the Rondout, but having a car gives you the most freedom and flexibility to explore the area.

If you choose to drive and have a little extra time, I recommend stopping at Ravenwood in Kerhonkson. Depending on your route, it might be a little out of the way but it’s such an upstate gem. Ravenwood is a barn that features a coffee shop, stylish design store and also a farm stand.

A woman smiling and holding a small dog in her lap. She is sitting at a cafe table in front of a big tan colored wooden barn.
My top and skirt here were both gifts from Revolve and you can shop them here and here.
A piece of pizza and a paper coffee mug on a table with a view of a green lawn and trees at Ravenwood Barn

If you don’t have a car, you can take the Adirondack Trailways Bus to the Kingston Bus Terminal. Or, if you prefer to take the train, you can take the Amtrak or Metro-North to Hudson, NY and take a 40 minute taxi into Kingston.

Getting Around Kingston, NY

Although Kingston’s 3 main commercial districts are each walkable, Kingston as a whole is best explored by car.

Kingston’s 3 main neighborhoods are:

  • Rondoubt, which is the waterfront district
  • Midtown, which is popular with artists, and
  • historic Uptown which is also called the Stockade and has historic buildings from the 1600s and 1700s.
A woman wearing a yellow dress and walking her dog in front of a white house with a red door
Uptown is a walkable district. My dress was a gift from Revolve and you can shop it here.

Where to Stay in Kingston, NY

There are a handful of hotel options in and around the Kingston area:

Renting a house is also a great option for your trip to Kingston, NY, especially if you’re traveling with a group:

The back of a house with a big wooden deck surrounded by trees and green grass in Kingston, NY

Other home rentals that look great incude:

Best Things to do in Kingston, NY

Restaurants, Coffee Shops + Bars in Kingston, NY

For a small city, Kingston has a solid mix of trendy and traditional bars, restaurants and coffee shops. These are some of the best.

Village Coffee and Goods

Village Coffee and Goods is a popular midtown spot for coffee and breakfast. They also sell local milk, grains, pantry staples and home goods.

Rough Draft Bar & Books

Rough Draft Bar & Books is an Uptown bookstore with a coffee shop that also serves beer.

Uptown Coffee

Uptown Coffee is a staple place to get your caffeine fix when in Kingston’s Uptown neighborhood.

Monkey Joe Roasting Company

Monkey Joe Roasting Company roasts is own single origin coffee each week.

Armadillo Kingston

Armadillo Kingston is a cheerfully decorated spot for tacos and margaritas in the Rondoubt area of Kingston that also has outdoor seating.

Ole Savannah Southern Table and Bar

Ole Savannah Southern Table and Bar is a southern comfort food spot in the Rondout area. It’s also a popular wedding and event venue.

Mariner’s Harbor

Mariner’s Harbor is a waterfront seafood restaurant in the Rondoubt neighborhood.

The grey exterior with red awnings of Mariners Harbor restaurant, one of the best things to do in Kingston, NY

Ship to Shore

Ship to Shore is a traditional American bistro that also is inspired by New York Steakhouses. It’s close to the waterfront in the Rondoubt area.

Savona’s Trattoria

Savona’s Trattoria is an Italian Restaurant in the Rondoubt that’s housed in a former luxury hotel that dates back to the 1800’s.

Pakt

Pakt in Midtown is known for its breakfasts and comfort food.

Sissy’s Cafe

Sissy’s Cafe is a breakfast and lunch spot that serves juices, smoothies and (mostly) healthy salads and sandwiches.

Hoffman House

Hoffman House is a traditional American restaurant housed in a historic building that was built prior to 1679 (the exact date is unknown). If you sit in their outdoor garden like we did, don’t forget to take a peek inside the historic restaurant.

Bun’s Burgers

Craving a burger and fries? Head to Bun’s Burgers.

Brunette Winebar

Brunette Winebar is a charming winebar with a pink exterior and stylish interior in the Rondoubt district.

Stockade Tavern

Stockade Tavern is a cocktail bar with an old school vibe.

Snapper Magee’s

Snapper Macgee’s is a local dive bar in Kingston.

Lis Bar

Lis Bar is a cocktail bar in Kingston that also has a solid food menu.

The Anchor

The Anchor is a spot to grab burgers and craft beer.

Shopping in Kingston, NY

Kingston has an interesting mix of shopping, from upscale home goods, to vinyl, to vintage clothing. These are some great places to shop in Kingston.

Rough Draft Bar and Books

Rough Draft Bar and Books is a classic bookstore with a well-curated selection.

Rhino Records

Rhino Records is an uptown gem that sells used records, CDs and books.

Lovefield Vintage

Lovefield Vintage has a lovingly curated selection of vintage clothing, accessories and more.

Clove and Creek

Clove and Creek is a charming gift shop in the Rondoubt district that sells home goods, accessories and more.

Zaborski Emporium

Zaborski Emporium is a fascinating architectural salvage store full of old treasures.

Bop to Tottom

Bop to Tottom sells fun and funky gifts, clothes and accessories.

Hamilton and Adams

Hamilton and Adams stocks casual, but stylish, menswear.

Hops Petunia

Hops Petunia is a florist in Kingston’s Rondoubt that creates beautiful and unique floral arrangements.

The exterior of Hops Petunia florist in Kingston New York, a white brick shopfront with black trim

Flora Beauty

Flora Beauty is a modern apothecary that stocks skincare, fragrance and essential oils.

Oak42

Oak42 is a women’s boutique that stocks trendy and contemporary brands.

Kingston Candy Bar

Kingston Candy Bar is a classic old school candy store that sells all of your favorite childhood candy, and also ice cream.

Outdoor Activities

If you want to do something other than eat, drink or shop while you’re in Kingston, these are some ideas.

Minnewaska State Park Preserve

If you love hiking, spend the afternoon at the Minnewaska State Park Preserve.

Kaaterskill Falls

If you have a car, drive to the most famous waterfall in New York’s Catskills – Kaaterskill Falls.

Kayak, Canoe and SUP Rentals

Enjoy some time on the river with kayak, canoe and stand up paddleboard rentals from A Day Away Kayak Rentals.

Kingston Historic Sites + Museums

Kingston was America’s first capital, which means it doesn’t lack for historic sites.

The Four Corners in the Uptown Stockade District

Kingston’s Stockade District is an 8 block area that is also referred to as Uptown Kingston. This is the original site of the mid-17th century Dutch settlement of Wiltwyck. The intersection of John and Crown Streets in Uptow Kingston in known as “The Four Corners” because it’s the only intersection in America where 18th century stone houses stand on all four corners.

Old Dutch Church

Marvel at the Old Dutch Church in Kingston’s Uptown. Formally organized in 1659, it’s one of the oldest continuously existing congregations in America.

The stone exterior of Old Dutch Church in Kingston, NY

Rondout Lighthouse

Visit the Rondoubt Lighthouse, which was completed and lit in 1915.

Trolley Museum

Traveling with kids? Visit Kingston’s Trolley Museum and take a ride on their trolley.

That wraps up my list of the best things to do in Kingston, New York? Have you been or are you planning a trip?

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