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Hamptons.com
March 27, 2024

Top Hamptons Restaurants to Dine Al Fresco This Spring

Chloe Scheuchby Chloe Scheuch
in Dining, Trending
Home Dining

This weekend, we experienced the first taste of Spring. I took my pup for a beach walk on Cold Spring Harbor yesterday, and the shorebreak resembled glass. The sky reflected that same energy with not a cloud in sight– something good was in the air.

 

When the temperatures rise above 50 degrees, it calls for a drink or bite to eat outside. While we haven’t quite welcomed the crowds that accompany the Hamptons come Summertime, I have seen a noticeable increase in the number of people strolling down Main Street in the mornings and evenings. I think everyone is waking up from their winter slumber. Some of my favorite places to dine al fresco and people-watch will be opening up their outdoor seating soon. So, we put together just a few of our favorite spots.

 

Cowfish- Hampton Bays 

Nothing beats a Cowfish Rum Punch and a sunset that matches its coloring. Grab a sweater because the Canal breeze can be brisk in the Spring, but it’s the perfect precursor to Summer fun. 

 

Le Charlot- Southampton

South of France meets The Hamptons. The outdoor seating at Le Charlot puts you directly in the heart of Main Street, Southampton. Heat lamps and faux palm trees really set the mood. 

 

Shippy’s- Southampton 

Come this Spring, Shippy’s will be opening up their alley-side seating. Although nestled slightly away from the sidewalk strollers, their alley seating ambiance brings romance. String lighting up above and pebbles below translate to a backyard garden experience. 

 

Baron’s Cove- Sag Harbor

While the Harbor breeze might still be a little brisk for outdoor dining, it could pair well with a pre-dinner drink with friends. Warm up by the fireplace while enjoying the sunset on their Adirondack chairs. 

 

Elaia Estiatorio- Bridgehampton 

I recently had a delicious and refreshing salad from Elaia Estiatorio that I think will be my Summer go-to. Nothing tastes better after a day in the sun than a tart red wine vinaigrette and some fresh cucumbers. Make sure to check their Instagram to find out when street-side seating officially begins. 

 

Sunset Beach- Shelter Island 

It’s never too early for a Sunset Beach night. Until June 22nd, they’ll only be operating on the weekends. I’m no psychic, but I see a weekend trip to Sunset Beach in your future.

 

Blue Parrot Bar and Grill- East Hampton

What sounds better than some fresh guacamole and a Spring breeze? To me- nothing. Blue Parrot Bar and Grill in East Hampton is tucked away from the buzzing Main Street of East Hampton and has a fun outside setup. 

 

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Exploring the Rich Heritage and Modern Appeal of Chess in the Hamptons

Exploring the Rich Heritage and Modern Appeal of Chess in the Hamptons

  • The magic of The Soho Sessions returns to the Hamptons this summer, bringing a rare and intimate live performance to Stephen Talkhouse in Amagansett on Monday, August 25, 2025. This one-night-only event features Grammy Award-winning artist Maren Morris (with introduction by the actor Jason Biggs) and the genre-defying powerhouse Yola in a night of music with purpose and soul.⁠
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It’s also a night for change. The event supports Music Will, the largest nonprofit music education program for schools in the U.S., which aims to reach 10 million students annually by 2030. It’s a cause that hits home for Morris: “I loved my choir and theatre classes in high school; they really shaped my theory and love for being creative in every medium,” she recalls. “It also teaches you how to be a team player and work together.”⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
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#stephentalkhouse #talkhouse #amagansett #marenmorris #yola #concert #hamptons
  • @wagsandwalks @themontaukbeachhouse 

Puppies + Pilates + @montaukila = The Perfect Day

Check out our Events Calendar for more events! (link in bio)

#wagsandwalks #animaladoption #adoptdontshop❤️ #dog #montauk #montaukbeachhouse #montaukila #pilates
  • Check out the Top Hamptons Events This Weekend! ⁠
⁠
✨ 50th Annual Hampton Classic Horse Show⁠
📅 Sun, Aug 24 – Sun, Aug 31, 2025 | 8am–5pm⁠
📍 240 Snake Hollow Rd, Bridgehampton, NY⁠
🐴 One of the largest outdoor horse shows in the U.S., a premier summer destination for competitors & spectators.⁠
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🎶 Apollo in the Hamptons⁠
📅 Fri, Aug 22, 2025 | 6pm⁠
📍 Si Si, 295 Three Mile Harbor Hog Creek Rd, East Hampton, NY⁠
Experience the essence of the legendary Apollo Theater with DJ Cassidy, Doug E. Fresh & more!⁠
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🦈 50th Anniversary of JAWS Celebration – Montauk⁠
📅 Sun, Aug 24, 2025 | 12pm–7pm⁠
📍 Shark Bar Montauk, 2167 Montauk Hwy⁠
Screening, live music with Molly Scheider, themed cocktails, shark merch 🦈 — all to benefit Hayground School.⁠
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😂 Chelsea Handler at WHBPAC⁠
📅 Fri, Aug 22, 2025 | 8pm⁠
📍 WHBPAC, 76 Main St, Westhampton Beach, NY⁠
A night of comedy with Chelsea Handler!⁠
⁠
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🎵 The Knocks at Surf Lodge⁠
📅 Sat, Aug 23, 2025 | 4pm⁠
📍 The Surf Lodge, 183 Edgemere St, Montauk, NY⁠
The Knocks bring their signature groove to the Hamptons.⁠
⁠
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🌅 Generation S.O.S – Live From Water Mill Fundraiser⁠
📅 Sun, Aug 24, 2025 | 5pm–8pm⁠
📍 Water Mill, NY⁠
Featuring Jason Biggs, Luke K, & MC Sophie Sumner.⁠
⁠
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🇬🇷 Mykonos Nights at Calissa⁠
📅 Fri, Aug 22, 2025 | 10pm⁠
📍 Calissa, 1020 Montauk Hwy, Water Mill, NY⁠
End-of-summer vibes with DJs, drinks & dancing.⁠
⁠
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👜🐶 Bark Jacobs by Marc Jacobs at The HUB⁠
📅 Sat, Aug 23, 2025 | 11am–7pm⁠
📍 The HUB, 2183 Montauk Hwy, Bridgehampton, NY⁠
Shop Marc Jacobs & get your pup’s portrait or initials hand-painted on your accessories.⁠
⁠
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🐾 Wags & Walks’ Party Cruise⁠
📅 Sun, Aug 24, 2025 | 3pm–5pm⁠
📍 Easy Breeze Cruises, 462 W Lake Dr, Montauk, NY⁠
Cruise Montauk waters with cocktails & adoptable pups.⁠
⁠
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🎨 5th Annual Celebrating Creatives of Color⁠
📅 Sat, Aug 23, 2025 | 11am–5pm⁠
📍 The Church, 48 Madison St, Sag Harbor, NY⁠
Showcasing artists & authors of color, with works available for sale.⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #weekend #hamptonsclassic #jaws #montauk #apollotheater⁠
  • The Southampton Animal Shelter Foundation held its “Sweet 16th” Unconditional Love Gala, a premier Hamptons event celebrating compassion, community, and animal welfare at a private estate in Bridgehampton. The Unconditional Love Gala is SASF’s largest fundraiser of the year, with proceeds directly supporting the shelter’s mission to provide care, rehabilitation, and forever homes for homeless animals. ⁠
⁠
Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#animalshelter ⁠
#fundraiser #hamptons #southampton
  • Make sure you check out the sunset music series before the end of August. For more info on dates and times check out the Wölffer website.

#sumsetmusic #winestand #wölffer #rosé
  • Hilary Matt Interiors is a residential design firm started and located in New York City with projects spanning across the country, including in the Hamptons and East End.⁠
⁠
Hilary, principal and founder, is known for a bold aesthetic that is comfortable and livable. She always keeps her clients at the forefront so they can express themselves as individuals through their spaces. After starting out in the fashion industry, Hilary felt a call to interior design where she has been bringing her unique approach and style to every space as the brand continues to grow.⁠
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Hilary spoke more about her background, how each HMI project differs from one another, and why the Hamptons is such a special place to her. She also shared her top 5 interior design tips as inspiration.⁠
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Can you discuss your background and how you got started with interior design?⁠
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HM: I studied business and apparel merchandising. After graduating, my first job was at a women’s contemporary showroom in NYC. I had always loved fashion and wanted to be in the industry. After a year, I realized it wasn’t quite what I expected. I had always been interested in interior design, so I took a leap of faith and accepted a job as an assistant to an interior designer. I was initially nervous to leave fashion, but I figured I could always return. I ended up loving it and worked with her for eight years, learning the ins and outs of the business. I also took classes on weekends and evenings to learn computer programs, scaling, and other essential skills. After leaving that position and having my first son, I started my own company, which has snowballed into what we are today.⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#hilarymatt ⁠
#hilarymattinteriors ⁠
#hamptons ⁠
#interiordesigner⁠
#hamptons lifestyle⁠
#interiorstyling⁠
#design
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    • Shelter Island, South Ferry
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