You know the old saying: “It’s not summer until someone takes a lawn dart to the face.” Or something like that; we’re sure you have your own variation. The point is, after all the shenanigans, the one true way to know the warm weather has arrived is to get out of work, throw your jacket aside, and knock back some refreshing adult beverages with your friends and coworkers in the crisp, cool air.
Yes, we’re talking outdoor happy hours. Westchester is filled with venues sporting decks, awnings, patios, and rooftop lounges. We thought we’d help give you a head start with a breakdown of some of our favorite alfresco locales for imbibing.
The Brazen Fox
75 Mamaroneck Ave, White Plains; 914.358.5911
Visit this family-friendly restaurant located in downtown White Plains for drinks on the rooftop patio. Happy hour is Monday through Friday from 4–8 p.m. with food and drink specials included. You can also enjoy live music during the DJ Party Nights, which start at 11 p.m. During the outdoor happy hour, cocktails, draft beers, and wines are all $7.
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Captain Lawrence Brewing Co.
369 Lexington Ave, Mount Kisco; 845.261.3279
444 Saw Mill River Rd, Elmsford; 914.741.2337
Stop by this brewing company for happy hour at one of the two 2024 Best of Westchester winner’s locations. The brewery happy hours run all day, with drinks until 10 p.m. on Wednesday (with a food special on wings from 4-9 p.m.), 4-6 p.m. on Thursday, and 2-6 p.m. on Friday. Also on Friday, take advantage of BOGO drinks from 12-7 p.m. Pair your $9 drafts, $31 pitchers, and $12 flights with a bite from the shared menu.
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Divino Cucina Italiana
524 Warburton Ave, Hastings-on-Hudson; 914.274.8501
Head over to this Italian eatery near the Hastings train station for a standout happy hour. Stop by the restaurant or speakeasy Tuesdays to Fridays from 4-7 p.m. for $8 house wines, $8 cocktails, $5 beers, and an array of appetizers.
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Freebird Kitchen & Bar
161 Mamaroneck Ave, White Plains; 914.607.2476
“The only rooftop beer garden in White Plains” doesn’t disappoint. Look forward to views of the cityscape and clear blue skies this time of year. Stick around for the outdoor happy hour bar menu on Tuesdays to Thursdays from 3:30-6 p.m. and Fridays from 2-6 p.m., during which time you can enjoy drinks starting as low as $4.
Hudson Prime Steakhouse
5 N Buckhout St, Irvington; 914.231.6800
This family-owned restaurant has exquisite Hudson River views, with a variety of select cuts and dry-aged meat. Happy hour is Tuesday to Friday from 4–7 p.m., during which time you can enjoy beers starting at $6, house wine and cocktails for $10, and plenty of happy hour bites.
Hudson Social
11 Station Plz, Dobbs Ferry; 914.478.3634
Soak in the Dobbs Ferry waterfront alongside a meal made with local ingredients and a cocktail at happy hour prices. On Monday to Friday from 3-6 p.m., select beers and all wines are $9, draft beers are $6, and cocktails and martinis are $10. If you’re looking for a $9 bite, you can choose from chicken wings, pretzel bites, cheese quesadilla, fried pickles, chicken tenders, or chips and guacamole.
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Le Fontane
137 Somerstown Tpke, Katonah; 914.232.9619
If you’re trying to up your happy hour game, try Le Fontane. Fit with a garden and a bubbling fountain, this patio is the perfect summer setting for happy hour indulgences. Le Fontane’s happy hour runs 4-6:30 p.m. on Mondays and 12-6:30 p.m. on Tuesdays through Fridays. For sipping, choose between $5 and $8 wines, $5 appetizers, and $3 off any cocktail.
Southern Table Kitchen and Bar
39 Marble Ave, Pleasantville; 914.618.3355
Come to Southern Table for tasty, farm-fresh Southern cooking. Happy hour is Monday through Friday from 3–7 p.m. On Mondays, margaritas are half price, while Wednesdays are all about half-priced bottles of wine. Margaritas start at $16, while wine starts at $13.
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The Tapp
17 N Broadway, Tarrytown; 914.229.3239
This Westchester bar features Monday game nights, Tuesday trivia, Wine Down Wednesdays, and Thursday karaoke. Outdoor seating is also available. Come to happy hour from 4–6 p.m., during which time you can get $2 off draft beer, and glasses of wine or prosecco for $8. Appetizers are $6 to $8.
Related: Summer Food Festivals You Won’t Want to Miss Around Westchester
