The Hudson Valley’s idyllic reputation is thanks in large part to towns like Kingston, New York. As the state capital during the American Revolution, Kingston’s historic Uptown area, also known as the Stockade District, is filled with stone houses and Federal-era brick buildings that now host bookstores, art galleries, and farm-to-table restaurants—with no chain stores or private-equity coffee shops in sight. Meanwhile, the Downtown area, or Rondout District, sits right on the banks of the Hudson River.

So, where should you stay, eat, and shop in this charming town, known for its artistic vibe and farm-fresh dining? Here’s a weekend guide to Kingston.

### How to Get to Kingston, New York

The easiest way to reach Kingston from New York City is by renting a car. It’s about a two-hour straight shot up I-87, and having a car makes it easy to explore the wider Hudson Valley region. (Uber isn’t very reliable here.) Alternatively, you can take a Trailways bus from Port Authority, which gets you to Kingston in under three hours. If you stay in Uptown Kingston, most shops and restaurants will be within walking distance.

### Where to Stay

Hotel Kinsley
This boutique hotel has 42 guest rooms spread across four historic buildings, including a 19th-century former State Bank of New York and a Georgian stone home dating back to 1680. Don’t expect outdated lodgings, though—the interiors were designed by Robert McKinley of Studio McKinley. Guest rooms feature Farrow & Ball paint, Smeg refrigerators, walnut desks made in Red Hook, and plaid chairs inspired by Jacques Adnet. McKinley described his vision as imagining an extended family inheriting the property, with each member designing a building to reflect their unique style while maintaining a cohesive feel. Plus, the hotel has an excellent on-site restaurant—more on that later.

### Where to Eat and Drink

Chleo
A cozy Uptown wine bar where food is cooked over an open fire. You can’t go wrong with the eggplant, lamb, rhubarb agrodolce, or barbecue carrots—but be sure to listen to the daily specials. In early September, for example, they served tomato pie with a cornmeal crust, while spring featured soft shell crab. For dessert, try the sourdough sundae with miso caramel and cocoa crispies.

Brunette
Located in the waterfront Downtown district, this charming natural wine bar offers a great selection of charcuterie and tinned fish. Don’t miss the trout roe nachos, corn agnolotti, and save room for the skillet cookie.

Restaurant Kinsley
Situated on Wall and John Streets, this is Hotel Kinsley’s standout dining spot. With velvet couches and biophilic design, the interior feels like the 1970s living room of the coolest person you know. Like most Hudson Valley restaurants, the menu changes with the seasons—current highlights include squash doughnuts, pumpkin mole tacos, and chicken pot pie with thyme gravy.

Eliza
A modern European-style bistro serving a cheeseburger with malt salt fries, roast chicken, and oysters. Pair your meal with a skin-contact wine, cider, or their Rhubarbarian cocktail made with rum, lemon, rhubarb syrup, and Velvet Falernum.

Fletcher & Lu
A gourmet deli specializing in sandwiches and more, all made with local meats and produce. The menu changes weekly based on what’s in season.They always have rotisserie chickens ready, along with sandwiches like the pastrami Reuben and tarragon chicken salad. If you’re staying somewhere with a kitchen, stop by for excellent deli meats, daily specials (including housemade bacon), and a wide selection of charcuterie.

Kingston Bread and Bar
True to its name, Kingston Bread & Bar offers an impressive variety of breads—from cinnamon raisin swirl to jalapeño cheddar batard. In the mornings, come by for coffee and fresh pastries like apple turnovers, cardamom buns, and New York-style crumb cake.

Where to Shop
Clove and Creek
Clove & Creek features a thoughtfully chosen mix of textiles, clothing, and kitchen items. You’ll find plaid wool blankets alongside Sea New York sweaters, copper pots, and wooden candlesticks. The collection might seem eclectic at first, but it all fits the rustic Hudson Valley vibe. They also carry their own line of natural apothecary products.

Rough Draft
There’s a calming quality to Rough Draft, perhaps because of its setting. Housed in a pre-Revolutionary War stone building, the shop has wood-beamed ceilings and exposed brick walls. Or maybe it’s just the joy of discovering a wonderful indie bookstore in a time when they’re increasingly rare. Grab a latte or cider from the café and browse the latest books on its historic shelves.

Lovefield Vintage
Every town needs a great vintage store, and Lovefield Vintage more than delivers—even stocking pieces sourced directly from Paris. Their selection spans many styles, with a strong ’60s and ’70s influence.

Hops Petunia
This flower and decor shop pairs fresh blooms with kitchen and garden items, such as vases by Sharland England and bowls by Les Ottomans. They also make a point of showcasing products made in New York, from ceramics to soaps.

Frequently Asked Questions
Of course Here is a list of helpful FAQs about visiting Kingston NY in the autumn

General Kingston Autumn Visit FAQs

Q Where exactly is Kingston NY
A Kingston is located in the Hudson Valley about 90 miles north of New York City and 60 miles south of Albany Its situated on the west bank of the Hudson River

Q Why is autumn a particularly good time to visit
A Autumn is prime time for stunning fall foliage The weather is crisp and perfect for outdoor activities and you can enjoy seasonal treats like apple picking pumpkin patches and harvest festivals without the summer crowds

Q What are the mustsee areas of Kingston
A Kingston is known for its three distinct districts the historic Stockade District the trendy Rondout District and Uptown Kingston

Q Is Kingston a good destination for a weekend trip
A Absolutely Its compact walkable districts and wealth of shops restaurants and history make it an ideal and relaxing weekend getaway

Activities Attractions

Q What are the best ways to see the fall foliage
A You can take a scenic drive along the nearby Hurst Bierd or Route 28 into the Catskill Mountains For a unique view consider a fall foliage cruise on the Hudson River departing from the Rondout waterfront

Q Are there good hiking trails near Kingston for beginners
A Yes The Poets Walk Park in nearby Red Hook is a gentle scenic trail with incredible river views Forsyth Nature Center in Kingston itself offers easy familyfriendly walking paths

Q What if it rains during my visit
A No problem You can explore indoor attractions like the Hudson River Maritime Museum browse the unique shops in the Stockade District or enjoy a tasting at a local brewery or cidery like Keegan Ales or Hudson Valley Farmhouse Cider

Q Im a foodie Whats the dining scene like
A Kingston has a fantastic and diverse food scene Youll find everything from upscale farmtotable restaurants and cozy cafes