A proper wine tasting in New York can mean a guided flight, a working winery or simply a serious bottle list with food. In Williamsburg, the choice is especially clear: The Four Horsemen is a Michelin-starred natural-wine bar, while Brooklyn Winery offers ticketed tastings a short trip away. Red Hook adds a waterfront winery experience, and City Winery takes you across to Pier 57 for guided weekend pours. The practical details matter. One venue closes on Monday and Tuesday, another can involve a queue outside a small storefront, and one tasting costs $20 with the fee credited towards your bill. Here is where to go, what it costs and how to plan the order.
Ask Karpo in the app to compare the best Williamsburg wine tasting option with Red Hook or City Winery, including booking order, opening times and the simplest route from where you are.
The Four Horsemen, Williamsburg — natural wine with a Michelin star
The Four Horsemen is the answer if your idea of a wine tasting is a knowledgeable pour followed by small plates rather than a formal classroom. Current Michelin listings place it among New York’s one-star restaurants, and current coverage identifies it as a Williamsburg natural-wine bar focused on natural, biodynamic and low-intervention bottles. The menu changes with the seasons. Inside, whitewashed burlap walls, plywood floors, a bent-plywood and reclaimed-teak bar, cedar ceiling slats and sound-absorbing ceiling treatments give the small room a warm, carefully controlled feel. Reservations are strongly advised. Michelin says walk-ins can queue, and a current 2026 Resy report describes a large line forming outside the storefront before service.
You will find The Four Horsemen at 295 Grand Street, Williamsburg, Brooklyn, NY 11211. It opens Monday to Thursday from 5:30pm to 10:45pm, Friday from 11am to 10:45pm, Saturday from 11am to 3:30pm and Sunday from 11am to 10:45pm. This is the most food-led and wine-serious choice in the group, suited to a planned dinner or a patient bar visit rather than a quick educational flight. Current wine-list tracking shows bottles from $39 to $990, with a median bottle price of $132; Michelin lists the restaurant in the $$$$ price tier. The practical move is to reserve first and treat any walk-in attempt as a queue gamble.
Brooklyn Winery, Williamsburg — the easiest structured tasting
Brooklyn Winery is the closest direct alternative to The Four Horsemen and the clearest choice when you searched for a literal wine tasting near me. It is a boutique working winery at 61 Guernsey Street, Williamsburg, Brooklyn, NY 11222, with a tasting room, flights, light bites and scheduled educational experiences. You can choose a casual flight or book something more organised, including a tour, a blind-tasting game or a food-pairing class. The room is warm and social, with a prominent wine back bar, a communal-feeling guest area and visible working equipment such as a grape press and production tanks. Ticketed activities begin promptly, and guests more than 10 minutes late are not admitted.
Brooklyn Winery is closed Monday and Tuesday. Its hours are Wednesday and Thursday from 4pm to 9pm, Friday from 4pm to 10pm, Saturday from noon to 10pm and Sunday from noon to 7pm. Prices are specific: the harvest or winemakers tasting is $20, the library tasting is $23, Classic Tour & Tasting and Smarter Than a Somm are $40, and the Wine & Grazing class is $45. Reservations open up to one month ahead. Choose it if you want a defined tasting format, a lower published entry price or an activity that gives the evening a shape. It is also the easiest add-on from The Four Horsemen, near McCarren Park and the Nassau G stop.
The Red Hook Winery, Red Hook — guided pours beside the water
The Red Hook Winery is the more literal winery outing: wine is made and bottled on site from New York State grapes, and the tasting room occupies Pier 41’s Liberty Warehouse at 175 Van Dyke Street, Pier 41, Suite 325A, Red Hook, Brooklyn, NY 11231. The reservable experience is a seated, guided tasting of six wines, while the venue also offers flights, glasses and barrel-room tours. The setting changes the character of the visit. Expect industrial waterfront surroundings, high-top barrel tables and views towards the Verrazzano Bridge and East River. Walk-ins are accepted in designated indoor and outdoor areas. Tasting guests receive 10% off retail bottle purchases.
The winery’s current homepage lists daily hours from noon to 10pm, but its FAQ gives tasting-room hours of Monday, Thursday and Sunday from noon to 7pm, and Friday and Saturday from noon to 9pm; Tuesday and Wednesday are not listed as tasting-room days, so confirm the slot before travelling. A reservable table costs $20 per person, credited towards the final bill, while private guided-tasting pricing appears during booking. Reservations for the following month open on the first day of each month and are paid in full online. This suits a dedicated waterfront afternoon more than a spontaneous Williamsburg bar crawl. Complimentary parking is available at the top of the pedestrian pier entrance.
City Winery New York City, Chelsea — five guided pours at Pier 57
City Winery New York City is the largest-format option here: a 32,000-square-foot urban winery, restaurant and music venue at 25 11th Avenue, Pier 57, New York, NY 10011. Its guided weekend tasting explains five pours, varietals and winemaking, while the wider venue offers wine flights, a full restaurant and live shows. The room combines an open dining area, a waterfront patio, visible barrel storage and stainless-steel tanks, with views over the Hudson and Little Island. For the guided tasting, book the Tasting Room dining option through Resy. Weekend guided tastings run from noon to 6pm, so this is not simply an anytime bar flight.
City Winery is open Monday to Thursday from noon to 10pm, Friday from noon to 11pm, Saturday from 10am to 11pm and Sunday from 10am to 10pm. The current page confirms the five-pour tasting and restaurant wine flights but does not publish a fixed tasting price. Reservations are recommended, though walk-ins are welcome. Choose it for a broader restaurant-and-entertainment outing, a Manhattan waterfront setting or a group that wants more room than The Four Horsemen provides. Check the booking calendar before leaving Williamsburg because hours can shift around concerts or special events. You will need to cross into Manhattan and enter Pier 57 rather than treating this as a Brooklyn stop.
How to choose
For natural wine and a serious meal, start with The Four Horsemen. It is the only Michelin-starred restaurant in this list and the strongest match for low-intervention, biodynamic and natural bottles, but it is also the option with the highest potential spend and the least reliable walk-in plan. Brooklyn Winery is the practical Williamsburg answer when you want a published tasting price, a tour or a class. Its $20 and $23 tastings are straightforward, while the $40 and $45 activities suit anyone who wants instruction or food pairing. Both venues are in Williamsburg, so they can be combined in one neighbourhood plan, though The Four Horsemen’s service window and Brooklyn Winery’s scheduled start times need careful ordering.
Red Hook Winery is best treated as its own waterfront outing. It is farther south, offers wine made from New York State grapes and gives you a six-wine guided format, with complimentary parking at the top of the pedestrian pier entrance. Confirm its tasting-room hours because the homepage and FAQ present different schedules. City Winery requires a trip to Manhattan and Pier 57, making it the least convenient follow-on from Williamsburg but the most expansive setting, with Hudson views, a restaurant and music programme. Ask Karpo in the app for the route and booking order before you set off, especially if you are working around a concert, a timed class or a reservation.
One correction before you search
Corkbuzz is not an open Union Square wine bar anymore. Its current official site says its wine bars are closed, although older guides still list the former location at 13 East 13th Street as operating. If that result appears while you search for wine tasting near me, do not build your evening around it. Use the current Williamsburg, Red Hook or Pier 57 options above, and check the relevant booking page before travelling.
Please drink responsibly. Must be of legal drinking age.
Tags: #winetastingnearme #newyorkcity #williamsburg #brooklyn #naturalwine #thefourhorsemen #brooklynwinery #redhook #redhookwinery #citywinery #chelsea #hudsonriverpark #wineflights #urbanwinery
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Ask Karpo first
Before leaving, ask Karpo in the app to check which Williamsburg option fits your timing, whether Brooklyn Winery has the right tour or class slot, and whether The Four Horsemen is better approached with a reservation or a queue plan. If you want a dedicated winery visit instead, ask for the booking order from Williamsburg to Red Hook Winery, including its current tasting-room schedule, or across to City Winery at Pier 57, where weekend guided tastings run from noon to 6pm and concert schedules can affect the day.
