Best Restaurants for Outdoor Dining in Pleasantville

Price

$$
$$$
$$$$

Cuisine

AmericanItalianSteakhouseSeafoodFrenchIndian

Regions

RocklandWestchester

Neighborhoods

ArmonkBriarcliff ManorChappaquaCroton FallsDobbs FerryIrvington

Top Rated

CharmingFancyGood for business mealsGood for groupsGood for special occasionsGreat for brunch

Dining Options

All dining options

Delivery only

Takeout only

Seating Options

BarCounterStandardHigh TopOutdoor

Award-winning

MICHELIN

Accessibility

Gender-neutral restroomWheelchair access

25 restaurants available nearby

1. Chatterbox

4.8

Exceptional(223)

$$$$Price: Very Expensive

• American • Pleasantville

Booked 6 times today

Traditional Italian-American Cuisine with a Modern Twist

2. Basso56

4.7

Exceptional(1528)

$$$$Price: Expensive

• Italian • Chappaqua

Booked 36 times today

Basso by PXK offers a contemporary Italian dining experience with a deep respect for tradition. Located in the heart of Chappaqua at 11 King Street, the restaurant is now under the culinary direction of Chef Peter X. Kelly.Inspired by his extensive travels throughout Italy, from the Michelin-starred kitchens of Milan to the rustic trattorias of Tuscany, Chef Kelly brings a modern perspective to classic Italian dishes. He emphasizes the use of fresh, seasonal ingredients sourced from local farms and artisan producers within the Hudson Valley. Savor a menu that celebrates the comforting familiarity of Italian cuisine while embracing innovative techniques and presentations.Pots, Pans & Pasta Sunday BrunchSundays, 11:30 AM to 2:30 PMEnjoy a continuous feast of delicious dishes presented table side, including a bountiful selection of fresh pastas, seasonal fruits and salads, frittatas, a variety of meats and fishes, and flavorful grains and risottos.

A photo of Crabtree's Kittle House restaurant

3. Crabtree's Kittle House

4.6

Exceptional(3217)

$$$$Price: Expensive

• Contemporary American • Chappaqua

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 The Kittle House Inn. 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 The 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 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.

4. Bistro 146

4.7

Exceptional(417)

$$$$Price: Expensive

• Seafood • Pleasantville

An American French Seafood restaurant in Pleasantville.Bistro 146 is proud to present a well crafted menu concentrated on mostly hi quality fish and premium shellfish using organic fresh ingredients to create the most delicious dishes to please your palate while indulging in the best seafood from the ocean to table!

5. Le Jardin du Roi

4.7

Exceptional(584)

$$$$Price: Moderate

• French • Chappaqua

Booked 5 times today

Le Jardin du Roi, in downtown Chappaqua, invites guests to dine in French/American bistro style. The dark, wooden interior creates a cozy setting where you can enjoy a relaxed meal, celebrate a special occasion, or spend a nice night out with your family and friends. The ever-popular patio provides a perfect atmosphere for outdoor dining. Open seven days a week, serving breakfast, lunch and dinner. Our wait-staff is knowledgeable, friendly and eager to make your dining experience one to remember. For the past eighteen years, Le Jardin du Roi has been a favorite local establishment in town. We offer full service BBQ catering, please give us a call 914 238 1368 for details.When booking a reservation, please keep in mind that Standard reservations are for indoors only. We are unable to guarantee seating under our outdoor tent.

A photo of The Thorn Restaurant and Bar restaurant

6. The Thorn Restaurant and Bar

4.4

Awesome(59)

$$$$Price: Expensive

• Mediterranean • Thornwood

Booked 2 times today

Located in Thornwood's newly developed Columbus Plaza, The Thorn Restaurant & Bar brings a taste of the Mediterranean into Westchester County. We offer an eclectic variety of food and signature drinks as well as indoor and outdoor dining.

A photo of 3 Westerly Bar and Grill restaurant

7. 3 Westerly Bar and Grill

4.3

Awesome(1667)

$$$$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 Ibiza Kitchen - Chappaqua restaurant

8. Ibiza Kitchen - Chappaqua

4.2

Awesome(87)

$$$$Price: Moderate

• American • Chappaqua

Booked 4 times today

For two decades now Ignacio Blanco has been a trailblazer in America for modern Spanish cuisine, first in TriBeCa at Meigas and other restaurants he’s opened in Connecticut. The current Ibiza Kitchen, opened in 2018, is one of his finest efforts, and there simply is no more affable host than he, ever passionate about introducing you to, or adding to your knowledge of, a style of food that is, as he says, a way of life in Spain.

A photo of 105-Ten Bar and Grill restaurant

9. 105-Ten Bar and Grill

4.7

Exceptional(111)

$$$$Price: Expensive

• American • Briarcliff Manor

Booked 4 times today

Opened in January of 2014, 105-Ten Bar & Grill has continued to be a popular destination for guests from all over Westchester County. Offering a wide array of starters, salads, flatbreads, burgers, sandwiches, entrees, and much more. Our 20 seat bar features four 65" large screen TV's for all the big live sporting events. 12 rotating beers on tap, numerous wines by the glass options, specialty cocktails and a full bar give all of our guests plenty of beverage options. We also have a fully heated outdoor dining tent that is available 7 days a week for lunch & dinner. Live Music on Thursday & Saturday Nights.

10. Gavi

4.7

Exceptional(463)

$$$$Price: Moderate

• Italian • Armonk

Booked 5 times today

Gavi Restaurant is a friendly Italian Restaurant.IF REQUESTING PATIO, PLEASE CALL TO CHECK PATIO AVAILABILITY & RESERVEPatio seating is not guaranteed via open table reservations. Thank you! (914) 273 6900

See what locals rave about

From verified diners like you

M
Michael
New York City •8 reviews
5.0
Dined 3 days ago
Outstanding overall experience. Excellent menu options. Top quality ingredients meet highly skilled preparations equals great food. Professional and timely service without being overbearing. Beautiful setting. Can’t wait to return!
More info
Basso56Price: Expensive• Italian• Chappaqua
•
4.7
M
MARGARET
New York City •13 reviews
5.0
Dined 5 days ago
Staff was excellent so was the food. Staff made sure everything was satisfactory. Highly recommend this restaurant
More info
Le Jardin du RoiPrice: Moderate• French• Chappaqua
•
4.7
A
AndyVIP
New York City •19 reviews
4.0
Dined 5 days ago
We dined with another couple and all of us loved the wide selection and the quality of the dishes we ordered. We'll definitely return.
More info
Bistro 146Price: Expensive• Seafood• Pleasantville
•
4.7
P
PAULAVIP
New York City •16 reviews
5.0
Dined on Feb 14, 2025
Valentine’s Day is always difficult at a restaurant but it could not have been nicer. From the welcome we received at the front (big smiles, coat check, etc) through dessert and a complimentary rose on leaving, it was a magical evening. The food was delicious and the service was impeccable.
More info
Crabtree's Kittle HousePrice: Expensive• Contemporary American• Chappaqua
•
4.6
M
Michael
New York City •4 reviews
5.0
Dined on Feb 14, 2025
Excellent food, great and attentive service, big food portions
More info
ChatterboxPrice: Very Expensive• American• Pleasantville
•
4.8

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