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Best Live Music Restaurants in Peekskill

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9 restaurants available nearby

A photo of Gleason's restaurant
4.2
Awesome(184)
Price: Moderate
• Italian • Peekskill
Booked 6 times today
Gleason's uses fresh and local ingredients in a casual fun atmosphere. A full service restaurant that aims to cultivate the perfect night out. Specializing in artisan pizza and hand-crafted cocktails, Gleason's has a wide range of choices to satisfy all. Gluten free options are available. Gleason's has a stage for weeknight entertainment. We host a variety of events including live music, comedy, and interactive theater.
A photo of Division Street Grill restaurant
4.0
Excellent(282)
Price: Expensive
• American • Peekskill
Located in the heart of Historic Downtown Peekskill's Artist District, The Division Street Grill offers eclectic American and International Cuisine, with Live Jazz Entertainment Friday & Saturday, in a New York Style setting.
A photo of Birdsall House restaurant
4.7
Exceptional(230)
Price: Moderate
• Gastro Pub • Peekskill
Booked 2 times today
Established in 2010 by Tim Reinke and John Sharp, the Birdsall House quickly became a destination for craft beer and locally sourced cuisine (some from our own garden!) in the Hudson Valley. Chef Sturgess Spanos, a French-trained veteran, showcases his talent and flair for innovation, which compliment the gastropub's beer-centric beverage program. The Birdsall House Beer Garden opened in 2011 offering patio dining and picnic tables for groups to congregate and socialize over a pint. We look forward to your visit.
A photo of Restaurant 1915 and Blue Roof Tapas Bar - Bear Mountain restaurant
4.0
Excellent(883)
Price: Very Expensive
• American • Bear Mountain
Booked 7 times today
It is our goal to have our menu derive from fresh and local seasonal ingredients from Hudson Valley and New York area. By supporting sustainable practices, our guests have the pleasure of experiencing what farm to table dining is about and offering a new take on American Cuisine. We strive to create a memorable experience not only in our food but also with the rich history 19|15 offers. The over 100-year-old fireplace is in the main dining room. Phenomenal panoramic views of Bear Mountain and the Hudson River. **For any questions related to reservations, please contact our Reservation Specialist (845) 786-2731
A photo of River Outpost Brewing Company restaurant
4.4
Awesome(258)
Price: Moderate
• Brewery • Peekskill
Booked 3 times today
RIVER OUTPOST BREWING CO. IS WESTCHESTER’S NEWEST CRAFT BEER BREWERY AT CHARLES POINT IN PEEKSKILL, NY.Featuring a wide range of original beers, from IPAs to pilsners to stouts, brewed on location.
A photo of 3 Westerly Bar and Grill restaurant
4.4
Awesome(1671)
Price: Expensive
• American • Ossining
Booked 17 times today
Located in Ossining’s luxurious Harbor Square, adjacent to the Metro North Station and the NY Waterway Terminal, 3 Westerly Bar and Grill is a Modern American Restaurant housed within a distinctive free-standing lighthouse that features a variety of indoor/outdoor dining options—all of which offer stunning views of the scenic Hudson River waterfront. **Outdoor seating is on a First Come First Serve Basis. We do not accept Outdoor Reservations. Reservations are for Indoor Only.
A photo of The Gramercy restaurant
4.5
Awesome(491)
Price: Moderate
• American • Yorktown Heights
Booked 6 times today
At The Gramercy, we hold dear the simplest joys of life; family, friends, good food and good wine. We value one thing above all else: a delicious meal with our family and friends. We strive to be gracious hosts and to treat everyone that comes into our home as our extended family. We are grateful for the opportunity to share our sense of hospitality with you. As a guest in our home, you can be assured you will not leave until you have been well-fed and over-served. Thank you for visiting and bon appétit.
A photo of Peter Pratt's Inn restaurant
4.3
Awesome(212)
Price: Expensive
• American • Yorktown Heights
Booked 1 time today
PETER PRATT’S INN IS OPEN FOR OUTDOOR DINING ON OUR BEAUTIFULLY RESTORED DECK AND LAWN, AS WELL AS LIMITED-SEATING INDOOR DINING INSIDE OUR GORGEOUSLY RENOVATED 1700’S FARMHOUSE RESTAURANT - ALL FOLLOWING NEW YORK STATE’S PUBLIC HEALTH GUIDELINES, INCLUDING STAFF AND TABLE DISTANCING, MASK WEARING BY STAFF AND CUSTOMERS, LIMITED CAPACITY INDOOR DINING, AND CONTINUOUS SANITIZING OF STAFF AND RESTAURANT.
A photo of Tee Bar & Grille restaurant
4.8
Exceptional(74)
Price: Moderate
• Contemporary American • Jefferson Valley
Booked 3 times today
Welcome to the Tee Bar & Grille a modern American bistro nestled within the serene greens of our beautiful golf course. We pride ourselves on creating an exceptional dining experience where delicious food meets the ambiance of the sport. Our passion for culinary craftsmanship is evident in every dish we serve, as we strive to offer a contemporary twist on classic American favorites. Whether you're a golf enthusiast, a local foodie, or simply seeking a memorable meal in a picturesque setting, our bistro is the perfect destination. We are open all year long and you don't need to be a golfer to dine here! We have a great happy hour Monday - Friday 3pm- 6pm as well as live bands and DJ's throughout the year!!

See what locals rave about

From verified diners like you
From verified diners like you
  • Nadia
    Alabama •28 reviews
    5.0
    Dined 5 days ago
    Excellent place to experience a friendly professionally trained staff, efficient and discrete, combine to all you can imagine pleasing your palette for a brunch with a stunning surrounding. Thank you the Bear Mountain Inn and the 1915 restaurant, I spent a very relaxing weekend
    More info
    Restaurant 1915 and Blue Roof Tapas Bar - Bear MountainPrice: Very Expensive• American• Bear Mountain
    4
  • Anne Marie
    New York City •5 reviews
    5.0
    Dined on 4 Mar 2025
    This was my first time at Birdsall House, but one person in our group had been there many times. The food was delicious. The staff was super helpful, polite and friendly. We did not feel rushed at all. The only negative was that the music was a bit too loud for a light afternoon crowd. Would definitely recommend and visit again.
    More info
    Birdsall HousePrice: Moderate• Gastro Pub• Peekskill
    4.7
  • Sheri
    New York City •7 reviews
    5.0
    Dined on 2 Mar 2025
    Food is always good and love the music. A nice place to come to enjoy good food & music
    More info
    Gleason'sPrice: Moderate• Italian• Peekskill
    4.2
  • John
    New York City •1 review
    5.0
    Dined on 27 Oct 2024
    We reserved two tables for a family get-together. The bar and seating area was clean and had plenty of chairs and space to walk around. We ordered a bunch of appetizers, and everything came out hot and fast. Beers and drinks were great, and our servers took really great care of us. It was a bit loud, but obviously, a bar with Sunday football and an arcade in the back is going to be loud- we didn't mind it.
    More info
    River Outpost Brewing CompanyPrice: Moderate• Brewery• Peekskill
    4.4
  • Musiclover
    New York City •2 reviews
    5.0
    Dined on 18 Mar 2023
    Nice venue. It was a pleasure to dine here. The food quite tasty and I so enjoy listening to great acoustic music while having dinner. A really nice evening out!
    More info
    Division Street GrillPrice: Expensive• American• Peekskill
    4
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