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Best Historic Restaurants in Pleasantville

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7 restaurants available nearby

A photo of Crabtree's Kittle House restaurant
4.6
Exceptional(3200)
Price: Expensive
• Contemporary American • Chappaqua
Booked 16 times today
Built in 1790 as a barn and named for local farmer John Kittle, the farm to table connection that began back then continues today at Crabtree's Kittle House. Internationally renowned for its Wine Spectator Grand Award wine list, superlative hospitality and contemporary American cuisine, it is a sophisticated country dining experience located only 45 minutes from Manhattan. Whether stopping in for a casual meal in the Tap Room or planning a formal intimate celebration from 2 to 200 guests, you'll find something for everyone and every occasion at Crabtree's Kittle House. The culinary team focuses on the local bounty of the Hudson Valley, from salads, burgers, & fresh cold shellfish to more refined cuisine, available in both the Tap Room, Main Dining Room and Ivy Hill Room. And nowhere is there a greater selection of fine wines (5000!) and other libations. Also a Bed & Breakfast, there are 14 rooms for overnight accommodations.
A photo of 3 Westerly Bar and Grill restaurant
4.4
Awesome(1662)
Price: Expensive
• American • Ossining
Booked 5 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 Fogo de Chao - White Plains restaurant
4.3
Awesome(722)
Price: Moderate
• Brazilian • White Plains
Booked 74 times today
Fogo de Chão is an internationally-renowned steakhouse from Brazil that allows guests to discover what's next at every turn. Founded in Southern Brazil in 1979, Fogo elevates the centuries-old culinary art of churrasco - roasting high-quality cuts of meat over an open flame - into a cultural dining experience of discovery. Please join us in our dining room, in our more casual Bar Fogo, or bring the Fogo Experience to you with Fogo To-Go or Catering. Visit our website to make a reservation or place an order.
A photo of Peter Pratt's Inn restaurant
4.7
Exceptional(195)
Price: Expensive
• American • Yorktown Heights
Booked 10 times 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 Hudson Social - Dobbs Ferry restaurant
4.2
Awesome(414)
Price: Moderate
• American • Dobbs Ferry
Booked 4 times today
PLEASE STOP AT OUR HOST STAND DIRECTLY IN FRONT OF THE RESTAURANT FOR A PARKING PASS. If you are looking to enjoy the beautiful Dobbs Ferry waterfront, host a special event, or you are taking the train up from or to Manhattan, Hudson Social is the perfect stop for great food and drinks. Located in the Historic Dobbs Ferry train station house, we offer a cozy and welcoming dining experience.Our cafe offers an assortment of the finest baked goods, coffee, and fresh juices. Our “all day” menu represents an American Bistro using all-natural and local ingredients.We feature a spacious indoor dining area, along with outdoor seating & bar. We have ample parking, consisting of our own spaces next to the restaurant, and permits for parking in the Dobbs Ferry commuter lot. We offer entertainment weekly, and we would be happy to cater your next party or event.
A photo of Two Spear Street New American Restaurant restaurant
4.7
Exceptional(590)
Price: Moderate
• Contemporary American • Nyack
Booked 6 times today
Family owned and operated, Two Spear Street is Downtown Nyack's premier restaurant offering views of the historic Hudson River and Tappan Zee Bridge. Two Spear Street’s Dishes are an eclectic blend of New American Inspired Dishes with influences from around the world. Our experienced wait staff and bartenders are committed to delivering an outstanding dining experience. Two Spear Street offers a Bar/Patio Menu, Weekend Brunch and Dinner Menu. We hope you join us soon. The Rubino Family!
A photo of Freelance Cafe & Wine Bar restaurant
4.8
Exceptional(295)
Price: Moderate
• Contemporary French / American • Piermont
Booked 5 times today
The Freelance Café & Wine Bar is of the one of the founding restaurants of Piermont’s now bountiful selection of eclectic spots to wine and dine in this historic and charming village by the Hudson River.The Freelance menu offerings consist of Small Plates, Large Plates, and Daily Specials. The menu remains a touchstone for Modern American Cuisine as informed and inspired by the French Bistro, the Italian Trattoria, the Japanese Izakaya and ever more tastefully global inspiration. We offer a long list of favorite dishes whether that’s French Onion Soup, Thai Pasta, Braised Short Ribs or Classic Crème Brulee, as well as an inspiring selection of wines by the glass or bottle. Rated by Zaget as “ Another fabulous dining experience” the Freelance cafe is a consistent winner.

See what locals rave about

From verified diners like you
From verified diners like you
  • jeffVIP
    New York City •73 reviews
    5.0
    Dined 2 days ago
    Actually, it was better than ever. We loved the new menu and some of the initial changes with new ownership and the staff as always was attentive and fantastic. 
    More info
    Crabtree's Kittle HousePrice: Expensive• Contemporary American• Chappaqua
    4.6
  • lauretteVIP
    New York City •7 reviews
    5.0
    Dined 3 days ago
    great food, service, drinks, ambience.. the quality of the food is better than texas de brazil, the service was great and asked you what do you want and they brought it to you .. other places you get what comes around!! we will be back!
    More info
    Fogo de Chao - White PlainsPrice: Moderate• Brazilian• White Plains
    4.3
  • EdwardVIP
    New York City •17 reviews
    5.0
    Dined 5 days ago
    We've been coming to Peter Pratt's for Christmas Eve for the last several years. It is the perfect place to celebrate that holiday. It's like stepping back in time. Of course, it's also a perfect place to dine anytime. We love sitting on the porch on a balmy summer evening. It doesn't get better than that. The food and service are always perfect.
    More info
    Peter Pratt's InnPrice: Expensive• American• Yorktown Heights
    4.7
  • Danielle
    New York City •2 reviews
    4.0
    Dined on Dec 14, 2024
    My friends and I came to celebrate my birthday. The staff was attentive and the food was very good.
    More info
    3 Westerly Bar and GrillPrice: Expensive• American• Ossining
    4.4
  • jane
    New York City •6 reviews
    5.0
    Dined on Dec 12, 2024
    We had a lovely lunch at the Thayer. The fried chicken was expertly seasoned and the best I've had. Crunchy where it should be and juicy and tender inside. The Cole slaw was just right. Great snap to the fries. The other dish was the Chicken Salad club. Hit every mark and totally enjoyed it. We also ordered the soup of the day and the only mishap was it was brought out not piping hot. A quick word to the waiter and the soup was retuned and the temperature was corrected. In fairness, most restaurants never serve piping hot soup, which they should. We had a view of the Hudson and the ambiance of the hotel and restaurant is old world elegance. The price was very reasonable for the quality and quantity of food. We will definitely go back. It would be a fabulous place to watch the autumn colors. Next time.
    More info
    MacArthur's Restaurant at The Historic Thayer HotelPrice: Very Expensive• American• West Point
    3.8
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