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Hamptons.com
February 6, 2020

Long Island Winterfest Back For Its 13th Iteration

Nicole Barylskiby Nicole Barylski
in Recreation
Home Recreation

If you’re ready to spice up your winter season, look no further because the 13th Annual Long Island Winterfest (LIW) is about to offer five weeks of incredible live performances, art installations, local wine and craft beer tastings, culinary experiences, and more.

Winterfest, which will be celebrated on both the North Fork and South Fork, will launch with a Kick Off Party on Friday, February 7 at Hotel Indigo Long Island – East End (1830 West Main Street, Riverhead). The gathering will feature live music and dancing, a Chinese Auction, 50/50 raffle, and photo booth, as well as over 25 vendors highlighting local eats and sips. Representatives from Bidawee Pet Adoption, Bistro 72/ Hotel Indigo, Cause Cafe, Crook & Marker, Discover the Hamptons, East End Food representing the Riverhead Farmer’s Market, Eastern Long Island Entertainment, Fermented Farm Goods, Fishers Island Lemonade, Hampton Trading Company, Harvest Moon Oysters, Heron Suites, Jamesport Farm Brewery, Jen’s Sweet Scents, Long Ireland Beer Company, Long Island Spirits, Loretta Fay Bags, Mattitaco, Moustache Brewing Co., Murphs Bloody Mary, Nuna Knits, Pecks of Maine, Peconic Ballet Theatre, Peconic Cellars, Spirit’s Promise Equine Rescue, Sunflower Bakery, Talk Treats to Me, Tend Coffee, Touchstone Crystal with Swarovski, Twin Forks Brewery, and more will be onsite. For those who really want to make an evening out of it, or have a prior commitment, the fun will continue with an after-party. The Kick Off will take place from 7 to 10 p.m. and tickets (includes entry to the after-party) are $55 in advance and $65 at the door. Admission to just the after-party (9 to 11 p.m.) is $20.

While the event was launched as Jazz on the Vine, with a focus on jazz, obviously, the festival has evolved to encompass a myriad of music genres, and also a celebration of local arts and theater, food and beverage, hospitality, farms and nonprofits. “Shoulder season tourism will always be a critical need for the entire South Fork,” Glenn O. Vickers II, President & CEO of Discover The Hamptons, relayed. “Strategically collaborating with the 13th Annual Long Island Winterfest (which originated on the North Fork) has allowed us to pool our strengths to build upon the $3m+ economic impact of Long Island Winterfest from 2019. Both locals and visitors of the region are in store for some amazing experiences based around the taste, sounds and sights of the Hamptons this winter.”

This year’s festivities will bring attendees to 30 East End venues for 100 events. Those interesting in making the most of the festival and partaking in a staycation, ten local lodging establishments are offering Winterfest options.

“From a commerce perspective, Winterfest has become an important economic driver to the East End during a season that is slower for most businesses,” Diane Tucci, Winterfest Lead Coordinator, explained. “A measurable and growing impact has been made over the past 12 years with the generous support from our sponsors, allowing Winterfest to market and expand the East End economy through programming and outreach.”

Experiences will range from trivia nights to show stopping sets to craft cocktail demonstrations to line dancing to wine pairings to paint night to Art Barre and much more.

“There are so many gems to experience in the Hamptons this time of year,” Vickers noted. “Westhampton Village, Southampton Village and East Hampton Village, to name a few, are wonderful communities to experience and their local businesses provide world class shopping, dining and beautiful natural resources to match.”

There will also be special Winterfest tours hosted at vineyards, breweries and restaurants.

Winterfest regulars will be thrilled to learn that 2020 will feature the launch of the LIW VIP Passport program. Passport holders will be privy to discounts, giveaways and VIP treatment, of course, at LIW venues, as well as a complimentary ticket to the Kick Off After Party. The VIP Passport is $39.95, and the first 150 that join the VIP club will be inducted into the LIWF VIP Founders Club, which also earns them a $20 restaurant gift card and LIWF goody box, made in partnership with The North Fork Box.

For more information, visit longislandwinterfest.com.

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May 24 @ 10:00 AM - May 24 @ 05:00 PM
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En Plein Air with Howard Rose at The Corwith House

May 24 @ 10:00 AM - May 24 @ 01:00 PM
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Le Closet Celebrates Five Years of Business!

May 24 @ 10:30 AM - May 24 @ 05:30 PM
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65th Viennese Opera Ball Held At Cipriani 42nd Street

65th Viennese Opera Ball Held At Cipriani 42nd Street

  • It’s Memorial Day Weekend in The Hamptons! 

So many pop-ups, collaborations, and more! 

🎶 Chloe Caillet & Kaytranada at The Surf Lodge
📍 183 Edgemere St, Montauk, NY
📅 Saturday, May 24 | 🕓 Doors at 4PM

🔥 SlowFires NYC x Ruschmeyers Pizza Pop-Up
📍 Ruschmeyers, 161 2nd House Rd, Montauk, NY
📅 Fri, May 23 – Sat, May 24 | 🕓 4–9PM

🎨 Dolce Vita Pop-Up in Southampton
📍 95 Main Street, Southampton, NY
📅 Fri, May 23 – Sun, May 25 | 🕚 11AM–3PM
Dolce Vita x Down the Street’s Summer Art Series: view new art drops, shop, and enjoy seasonal treats.

👜 Lands’ End x Round Swamp Farm
📍 Round Swamp MTK – 71 S Elmwood Ave, Montauk
📍 Round Swamp BH – 97 School Street, Bridgehampton, NY
📅 Fri, May 23 – Sat, May 24 | 🕣 8:30AM–6PM
Get a custom tote with any $200+ purchase—1 per customer.
📸 AD: Ryan Woehler | 📷: Chris Klinge | 👗: Jenny Huebner | 📸 Asst: Dan Kleinschmidt

🎤 Hello Brooklyn at The Stephen Talkhouse
📍 161 Main St, Amagansett, NY
📅 Saturday, May 24 | 🕥 10:30PM
It’s not a true Hamptons weekend without a night at Talkhouse! Dance the night away with Hello Brooklyn.

🍪 Levain Bakery X John’s Drive-In
📍 Levain Bakery, 354 Montauk Hwy, Wainscott, NY
📅 Starts May 23 | 🕗 8AM–5PM
Thick, gooey Levain cookies + classic scoops from John’s = summer magic.

🪩 Silent Disco Dance Party at Guild Hall
📍 158 Main St, East Hampton, NY
📅 Sunday, May 25 | 🕗 8–11PM
Dance in the garden!

🪁 Kites for Kids Benefit at Main Beach
📍 101 Ocean Ave, East Hampton, NY
📅 Saturday, May 24 | 🕑 2–5PM
Decorate & fly a kite—all proceeds benefit the Eleanor Whitmore Early Childhood Center.
📸 Photo Credit: John Musnicki

🍻 Jon Divello at Kidd Squid
📍 11 Spring St, Sag Harbor, NY
📅 Sunday, May 25 | 🕔 5–7PM
Live music + fresh brews = perfect weekend vibes.

🌸 Garden Club of East Hampton’s Garden Party
📍 Mulford Farm, 10 James Lane, East Hampton, NY
📅 Friday, May 23 | 🕕 6–8PM
Enjoy hors d’oeuvres, drinks, and a Silent Auction featuring art, books, and more.

🌿 Jenni Kayne’s Hamptons Kickoff
Celebrate summer with in-store events all weekend long at the Amagansett Store and the Southampton Store!
📸 Photo Credit: Holly Sarah Burgess

Tap the link in bio for info!
  • My curiosity piqued when I saw the new, shovel-ready plans at 28 Pepperidge Lane in Amagansett. Included with this nearly two-acre property, are sophisticated and luxurious plans by the firm Resolution: 4 Architecture (RES4). New construction in the Hamptons isn’t easy—but what if your dream home could be architect-designed and delivered directly to you? What is the latest in prefab architecture in 2025?⁠
⁠
To explore this intriguing approach further, Scott connected me directly with Robert Luntz, the co-founder of RES4. See our conversation on redefining luxury through modern modular design, its growing relevance in the Hamptons, and the future of high-end prefabrication.⁠
⁠
For more information about the plans in place at 28 Pepperidge Lane, Amagansett, contact Scott Bradley.⁠
⁠
RES4 has been a pioneer in modern prefab architecture. What inspired you to focus on this method of construction?⁠
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We’ve spent over two decades innovating ways to deliver exceptional, modern homes efficiently and affordably. Our modular methodology uniquely allows us to combine luxury, precision, and accessibility, transforming the landscape of high-end housing by delivering refined design to a broader market.⁠
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@resolution4architecture @hamptons_waterman_lifestyle @hamptonsrealestate⁠
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Read the full interview at Hamptons.com. (Link in Bio)⁠
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#architecture #hamptons #hamptonsrealestate #luxury⁠
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  • NYC Second Chance Rescue hosted its 5th Annual Rescue Ball Gala — a dazzling evening of compassion, community, and celebration — at Pier Sixty in New York City.⁠
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The event honored two inspiring individuals for their outstanding advocacy and dedication to animal welfare: Martha Stewart, iconic lifestyle entrepreneur and lifelong animal champion, and Dr. Dan Belkin, leading dermatologist and passionate rescue animal advocate.⁠
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Set against the stunning waterfront views of Pier Sixty, the gala brought together philanthropists, celebrities and compassionate supporters to champion NYC Second Chance Rescue’s mission. The night featured a special live performance by Rob Thomas, a special appearance by Georgina Bloomberg, a lively auction led by celebrity host Elvis Duran, host of Elvis Duran and the Morning Show on Z100, surprise guest Alexandra Daddario, and a high-energy DJ set by GEO ROC that kept guests dancing for a cause.⁠
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📸: Sylvain Gaboury/PMC⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#secondchancerescue #nyc #marthastewart #robthomas ⁠
  • The 14th Annual Montauk Music Festival is back! ⁠
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Check out the top Hamptons events this weekend!⁠
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🎶 Montauk Music Festival⁠
📅 Fri, May 16 – Sun, May 18⁠
📍 Multiple venues, Montauk, NY⁠
A volunteer-run, grassroots celebration of Montauk’s vibrant live music scene.⁠
⁠
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🐾 ARF’s Pet Celebration Day⁠
📅 Sat, May 17 | 📍 124 Daniel Hole Rd, East Hampton⁠
A tail-wagging good time! ⁠
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🧵 Airing of the Quilts⁠
📅 Sat, May 17 | 12–5PM⁠
📍 The Art Center at Duck Creek, East Hampton⁠
A beloved outdoor tradition! Bring a quilt, share your story, and explore the beauty of the log cabin pattern.⁠
⁠
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🌴 Jimmy Buffett Day at Clubhouse Hamptons⁠
📅 Sat, May 17 | 1–5PM⁠
📍 174 Daniels Hole Rd, East Hampton⁠
Tropical attire encouraged! Live music, raffles, and good vibes—all for a great cause.⁠
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🎉 Hampton Library’s Family Fest Fundraiser⁠
📅 Sat, May 17 | 2–5PM⁠
📍 Channing Daughters Winery, Bridgehampton⁠
Games, music, food trucks, and “The Sled” mobile tech library—family fun with a local flair!⁠
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🎸 Jackie Greene at The Stephen Talkhouse⁠
📅 Fri, May 16 | 7PM⁠
📍 161 Main St, Amagansett⁠
Roots rocker Jackie Greene takes the stage. Don’t miss this intimate performance!⁠
⁠
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🚲 Springs Bike Ride⁠
📅 Sat, May 17 | 10AM–12PM⁠
📍 Start: Bridge Lane over Sag Pond⁠
Ride through historic Springs after a quick tour of the local library and historical society.⁠
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😂 Comedy in The Hamptons: Joe DeVito⁠
📅 Sat, May 17 | 7–10:30PM⁠
📍 Canoe Place Inn, Hampton Bays⁠
Catch NYC comedy favorite Joe DeVito for a night of nonstop laughs.⁠
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💿 Hamptons Vinyl Record Fair⁠
📅 Sun, May 18 | 12–6PM⁠
📍 LTV Studios, Wainscott⁠
Dig through crates, catch live sets, and vibe with fellow music lovers.⁠
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🎬 Now Playing at Sunset Theater: Sinners⁠
📅 Fri, May 16 – Mon, May 19⁠
📍 2 Brook Rd, Westhampton Beach⁠
A chilling new horror film starring Michael B. Jordan and Hailee Steinfeld.⁠
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📷 Anthony Lombardo Photography Exhibition⁠
📅 Sat, May 17 | 12–4PM⁠
📍 Southampton Cultural Center⁠
A showcase of stunning visuals from a standout local photographer.⁠
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📲 Head to Hamptons.com for more events!⁠
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#hamptonsweekend #montaukmusicfestival #weekend⁠
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  • On Tuesday, April 29th, Kenneth Cole and co-hosts led a special launch event at the Core Club in New York City in partnership with the Mental Health Coalition ahead of Mental Health Awareness Month.⁠
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The evening began with an intimate reception, allowing guests to mingle and connect over cocktails. It was followed by an elegant seated dinner and a special performance from multi-platinum recording artist Rachel Platten.⁠
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Check out the full gallery at Hamptons.com (Link In Bio)⁠
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📸: Photography Courtesy of BFA: Yvonne Tnt⁠
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#kennethcole #rachelplatten #rachelrosnahan #nyc
  • It’s Mother’s Day Weekend! ⁠
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From fine jewelry to live music, art, brunches & nature — here’s what’s happening:⁠
⁠
💎 Jen Proudman Jewelry Pop-Up⁠
🗓️ Friday, May 9 | 2–5PM⁠
📍 Le Closet, 9 Windmill Lane, Southampton⁠
✨ Shop stunning gem-carved fine jewelry while browsing luxury consignment.⁠
⁠
🎬 Gary Cooper Festival⁠
🗓️ Fri, May 9 – Sun, May 11⁠
📍 Southampton Playhouse, 43 Hill St⁠
🌟 A weekend honoring a Hollywood icon with screenings and celebrations.⁠
⁠
🖼️ 17 Women Art Exhibition⁠
🗓️ Sat, May 10 – Sun, May 11 | 11AM–4PM⁠
📍 Ashawagh Hall, East Hampton⁠
🎨 Featuring painting, sculpture & photography by 17 female artists.⁠
⁠
🏛️ Southampton History Museum Spring Fair⁠
🗓️ Saturday, May 10 | 11AM–4PM⁠
📍 17 Meeting House Lane, Southampton⁠
🎶 Live 19th-century music, local legends, crafts, games & more!⁠
⁠
🍳 Artists’ Table Brunch @ Watermill Center⁠
🗓️ Saturday, May 10 | 12–2PM⁠
📍 Watermill Center⁠
🥗 Chef-made meal & artist presentations in an intimate setting.⁠
⁠
🌹 LongHouse Talks: Roses in the Garden⁠
🗓️ Saturday, May 10 | 2–4PM⁠
📍 LongHouse Reserve, East Hampton⁠
📚 Photographer Ngoc Minh Ngo shares stories & images from her new book.⁠
⁠
🎸 The Barnstorm Live @ The Clubhouse⁠
🗓️ Saturday, May 10 | 9PM⁠
📍 174 Daniels Hole Rd, East Hampton⁠
🎤 NYC’s favorite party rock band hits the Hamptons!⁠
⁠
🗿 Vadis Turner’s “Venus Rising”⁠
🗓️ Saturday, May 10 | 4–5PM⁠
📍 LongHouse Reserve⁠
🔥 Bold new outdoor sculpture debut + Artist Walk & Talk.⁠
⁠
🌊 Paddle Diva’s Mother’s Day Paddle & Brunch⁠
🗓️ Sunday, May 11 | 11AM⁠
📍 Vandevere Marina, East Hampton⁠
🛶 Paddle, then brunch with Fresno. Get a free MOM-osa!⁠
⁠
🍽️ Mother’s Day Dining Guide⁠
🗓️ Sunday, May 11⁠
🎁 Treat mom to a perfect brunch, lunch or dinner.⁠
⁠
🎨 ArtSea Create & Sip: Horseshoe Crab Molt⁠
🗓️ Tuesday, May 13 | 6–8PM⁠
📍 Tiana Bayside, Hampton Bays⁠
🖌️ Paint + sip night celebrating horseshoe crabs. No experience needed!⁠
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📍 Check out more events at Hamptons.com (Link in Bio)⁠
#hamptonsevents #eastendhappenings #mothersdayweekend #artinthehamptons #livemusic #southamptonny #easthampton #hamptonslife⁠
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