Best Speakeasy-Style Bars In Westchester

Speakeasy in Westchester

Best Speakeasy-Style Bars In Westchester

Looking for a new date night idea or a night out with your friends? Check out one of the many speakeasy-style bars in Westchester. The fun of finding the location adds to the appeal where you and your date will end up in bars that are secret, mysterious, and fun. You’ll also find elevated bar menus with signature dishes that pair incredibly with their selection of beautifully-crafted cocktails. Read on to check out more about some of the hottest speakeasy-style bars in Westchester.

The Speakeasy at Divino

This speakeasy is located in an alleyway where you will have to go down the stairs and walk under the bridge. Once you find this location, enjoy their signature cocktails and delicious Italian bites. This includes fried mozzarella, arancini, mini meatballs, short rib tacos, and more. Enjoy happy hour at the Speakeasy from Tuesday-Friday from 4:00pm-7:00pm. Additionally, they also offer live music and there is a DJ on the weekends. The speakeasy is open from Tuesday-Sunday from 4:00pm-2:00am. 524 Warburton Ave, Hastings-On-Hudson, NY 10706.

The Blind Pig of Westchester

Located in White Plains, find signature cocktails, wine, beer, and more at this 1930s-style speakeasy. Some standouts include the Piggie Colada (served in a coconut); the Clarified Colada; The Lockdown; and the Fig Manhattan. The Blind Pig is also known for their elevated bar food where you will find bar snacks, charcuterie and cheese platters, and a full dinner and lunch menu. For dinner, find Vampire Deviled Eggs, Whipped Ricotta Toast, a variety of Mac n’ Cheeses platters, and Hot Honey Chicken Sliders, to name a few options. 174 Martine Ave, White Plains, NY 10601.

Whistling Rail

Located at the Bronxville train station, the Whistling Rail serves as a cocktail speakeasy bar and a coffeeshop. The speakeasy has its own separate entrance from North side of the building where you can enjoy cocktails, wine, beer, and tapas. Additionally, they also host special events – such as their upcoming literary cabaret – where writers are invited to share their work. Live jazz on the weekends is also pretty common. The speakeasy is open on Thursday, Friday, and Saturday, starting at 5:30pm. 2 Station Plaza, Bronxville, NY 10708.

Six23 Social

This speakeasy restaurant offers a lively ambiance with delicious food and cocktails created by their talented mixologists. This includes rare and aged spirits, balanced Old Fashioned, and artfully crafted martinis. Some standout menu items include beer mussels, flatbread pizza, drunken beef short ribs, pulled pork sliders, and much more. Six23 Social is open from Tuesday from Thursday from 5pm-12am; Friday and Saturday from 3pm-2am; and Sunday from 3pm-12am. 623 Main St, Sparkill, NY 10976.

Prohibitions End Cocktail Lounge

Enjoy a collection of craft cocktails as well as wine and beer in this speakeasy-style bar.  Additionally, they have a Happy Hour every weekday from 4:00pm-8:00pm and live music. 765 Pelham Rd, New Rochelle, NY 10805.


This bar, located in the structure of a house, is renowned for its dark, romantic vibe. Here, you can enjoy crafted cocktails, wine, and rare whiskies along with their menu of flatbreads,  charcuterie, and small plates. 241 Main St, Mt Kisco, NY 10549