Enjoy the East End Al Fresco. 
From Riverhead to Orient to Montauk

The Eastern End of Long Island, New York City’s backyard beach getaway, offers a variety of fun activities for all ages and interests. From Riverhead to Greenport to Montauk, there are the Hamptons, North Fork farms and vineyards, breweries, scenic beaches, and stunning views. From tall ship festivals to music festivals to drag racing events, to the Long Island Aquarium, Splish Splash, and the Parrish Art Museum, there’s something for everyone.

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Wine Tasting: A Journey of Senses with Sommelier Rose Thomas Bannister at Golden Acres Organic Farm

Cheers! Cincin! Salute! Join us in the picturesque setting of the farm as we learn how to taste wine from sommelier instructor Rose Thomas Bannister. She believes that wine tasting has its own language and vocabulary and that the purpose of wine knowledge is greater enjoyment and a deeper connection to the land. We will share charcuterie nibbles as she teaches techniques for a deeper connection with your own senses and cultural memories. Wine tasting includes 3 pours (3 different wines).

Connecting to Local Culture through Wine and Language Is the mission of wine educator Rose Thomas Bannister’s media project, Modo di Bere. “Modo di Bere,” way of drinking, is a pun on the Italian word for a saying, “modo di dire (way of speaking.” This multilingual podcast and YouTube travel show is her way of opening up the wine world concept of terroir, or sense of place, to include the local language. Working with winemakers from Italy, Spain, Austria and the US over the course of her wine career has made Rose Thomas a passionate advocate for sustainable farms whose products contain stories about human history and nature that we can smell and taste. No special skills are required, just a mouth and a nose and to be ready to enjoy yourself!

Come early if you want the opportunity to pick organic strawberries or browse the farm shop! (please check website for U-Pick field updates)

Holiday Fair in Southold

Southold Historical Museum invites you to the Annual Holiday Fair at Southold Town Recreation Center, 970 Peconic Lane, Peconic, NY 11958. This event is a great opportunity to celebrate the holiday season and to purchase unique gift items from a variety of vendors and talented local artisans.

The “Holiday Auction” will feature gift baskets for all ages, so be sure to take a chance to win one for yourself or to give as a holiday gift. In addition, there will be a bake sale and ‘café’ for snacks, crafts for children, and a special visit from Santa and Mrs. Claus from 11am-1pm.

Admission to the event is free, so bring your friends and family for a fun-filled day!

Annual Candlelight Tour & Tree Lighting at Southold Historical Museum

Join us at the annual Candlelight Tour and Tree Lighting  –  a delightful way to start the celebration of the holiday season.

Come visit Santa in the Barn as he waits to greet children alongside a beautiful Christmas Tree. Tour our historic houses including the 18th Century Thomas Moore House and the Victorian Ann Currie-Bell House. Watch carpentry, blacksmith,basket weaving, and print shop demonstrations. Children will enjoy games on the lawn with Santa’s helper. Plus, there is live music throughout the event. Cheer as the Museum Christmas Tree is lit at 5pm.

Admission is free; donations accepted. Event is RAIN or SHINE.

Revolutionary War Re-enactment

Join us for an exciting Revolutionary War Reenactment at the Maple Lane Complex where you can experience what life would’ve been like at a Patriot encampment!

In full costume, the 3rdNew York Regiment reenactors immerse themselves and their visitors in a well-researched experience of what it was actually like to spend the day in a military encampment. Visitors will explore 18th-century camp life, including demonstrations of firearms, military drills, and other daily tasks.

Admission is free. Donations gladly accepted.

Join us for the Summer Antiques, Fine Art, and Crafts Fair on the beautiful grounds of the Maple Lane Complex at 55200 Main Rd., Southold from 9 – 4.

There will be vendors selling fine art, antiques, pottery, photography, handmade crafts, and vintage treasures. There will also be live music! Join us as we partner with the Old Town Arts and Crafts Guild to present this two-day event.

The admission of $5.00 for adults entitles entrants to a free raffle ticket!

Annual Southold Independence Day Parade

Join us for the celebration! Southold Village Merchants’  Fourth of July Parade route runs along Main Road in Southold and winds its way from Boisseau Avenue to Tuckers Lane. 

*photo courtesy of the Suffolk Times

Southold Historical Museum Open for International Museum Day

Southold Historical Museum is once again participating in International Museum Day.  Our historic buildings at the Maple Lane Complex will be open for tours. International Museum Day offers a chance to visit before the true season opening which takes place on June 29 this year. Visitors are invited to explore the grounds which are chock-full of historic buildings and to enter the houses where guides are waiting to share their enthusiasm and knowledge of the very special history of Southold. Additionally, there will be a demonstration of historic carpentry.

Bring your friends and family to learn about our local history. 

East Wind Wedding Showcase

Summer is the perfect time to tour East Wind.

Join us for our Wedding Showcase where you can meet with top event professionals offering the trendiest styles, floral design, photography and entertainment. Tour our spectacular venue and grounds, including our  THE VINEYARD ,the Newly Renovated Veranda and  the Shoppes with the Grand Carousel.  Taste the culinary creations of East Wind’s Executive Chef, enjoy a live DJ performance and win great prizes.

Reservations ONLINE required.  Call 631-929-6585 for more information.

Chefs of the East End

Guests will be treated to a once in a lifetime culinary experience coordinated by Executive Chef Bruce Miller of The Chef Experience while taking in the beautiful views from the waterfront Atlantis Sea Star Ballroom. Nestled on the banks of the Peconic River, this iconic waterfront venue has a one of a kind grand ballroom of this special place.

The evening starts with a curated cocktail hour, followed by an exclusively crafted six-course pairing dinner and then decadent desserts. All of the dishes will feature locally sourced ingredients paired with wines from the unrivaled wineries of the East End. Chefs of the East End redefines the farm-to-table and grape-to-glass experience.

Brooklyn Ballet Opening Night with Q&A at the Sapan Greenport Theatre

Step into the world of dance as Brooklyn Ballet presents their dynamic choreography, celebrating the Opening Night of the Sapan Greenport Theatre. This program was developed during the three-week residency on the North Fork. This will be a very special evening, offering a captivating look at the choreography planned for this iconic ballet company’s upcoming season.

Under the visionary leadership of Founding Artistic Director Lynn Parkerson, Brooklyn Ballet has forged a deep con nection with our community during its residency. From interactive lectures to engaging demonstrations at our local public schools and senior living communities, the professional dancers and teachers have made ballet’s elegance and discipline accessible and enjoyable to diverse audiences. By embracing the dynamic interplay between ballet and street dance, Brooklyn Ballet pioneers a transformative approach to classical performance, enriching their expressive palette through collaborative exploration.

Don’t miss this opportunity to experience the magic of dance and support Brooklyn Ballet’s mission of fostering community engagement through the power of movement.

Refreshments will be available for purchase at Concessions. Reserve your Opening Night ticket now and be part of this unforgettable evening.

Booze Cruise Sunset Adventure: Harvest Wine Cruise

Enjoy local Harvest Wine on our Sunset “BOOZE” cruise adventures! Enjoy a trip on our Atlantis Explorer Tour Boat as we travel along the Peconic River with fun music, complementary drinks and snacks, while enjoying the beautiful summer sunset.

$80/per person. 21 and older. There is a 3.5% discount on purchases made with cash.

Reservations Required.

Check in is at Seaside Grill (behind the Hyatt Place hotel within the Treasure Cove Resort Marina) at least 15 minutes prior to departure.

Booze Cruise Sunset Adventure: Tequila Cruise

Enjoy Tequila Sunrises and Margaritas on our Sunset “BOOZE” cruise adventures! Enjoy a trip on our Atlantis Explorer Tour Boat as we travel along the Peconic River with fun music, complimentary drinks and snacks, while enjoying the beautiful summer sunset.

$80/per person. 21 and older.

Reservations Required.

Check in is at Seaside Grill (behind the Hyatt Place hotel within the Treasure Cove Resort Marina) at least 15 minutes prior to departure.

Taste the East End at the Long Island Aquarium

If you love our Fish & Sips event you don’t want to miss our summer version, Taste the East End, a flavor-filled night of food pairings with local craft beer, wine and cider! Plus live music throughout the property! Guests 21 and over, please.

$98.32* pp includes all food & craft beverage tastings.

Reservations are required.

69th Annual Mattituck Lions Club Strawberry Festival

Whether you choose some of our farm fresh strawberry delicacies, take a ride on a super roller coaster, shop amongst our arts and crafts or listen to some great music or watch many of the great attractions with the kids.

With over 25 rides and a variety of midway games, you won’t be bored! Find a giant Ferris Wheel, Thrill Rides for all and over a dozen rides specific for our youngest visitors.

Stroll through rows of booths filled with fabulous hand crafted items. You’ll find jewelry, knitwear, candles, hand-made crafts and more!

Adults & Children 5 & up = $10 |  Children < 5 years = Free |  *Father’s Day – Dads Free w. paid Child |  Ride Bracelets: $35 Pay One Price

69th Annual Mattituck Lions Club Strawberry Festival

Whether you choose some of our farm fresh strawberry delicacies, take a ride on a super roller coaster, shop amongst our arts and crafts or listen to some great music or watch many of the great attractions with the kids.

With over 25 rides and a variety of midway games, you won’t be bored! Find a giant Ferris Wheel, Thrill Rides for all and over a dozen rides specific for our youngest visitors.

Stroll through rows of booths filled with fabulous hand crafted items. You’ll find jewelry, knitwear, candles, hand-made crafts and more!

Adults & Children 5 & up = $10 | Children < 5 years = Free  |  Ride Bracelets: $35 Pay One Price 11am-5pm  I $40 Pay One Price 5pm-closing I $50 Pay One Price ALL DAY

2:30p – Aqua Cherry
4p – Strawberry Queen Announcement
5p – World Strawberry Shortcake Eating Championship
7:30p – That 70’s Band
10:30p – Fireworks (weather permitting)

69th Annual Mattituck Lions Club Strawberry Festival

Whether you choose some of our farm fresh strawberry delicacies, take a ride on a super roller coaster, shop amongst our arts and crafts or listen to some great music or watch many of the great attractions with the kids.

With over 25 rides and a variety of midway games, you won’t be bored! Find a giant Ferris Wheel, Thrill Rides for all and over a dozen rides specific for our youngest visitors.

Stroll through rows of booths filled with fabulous hand crafted items. You’ll find jewelry, knitwear, candles, hand-made crafts and more!

Adults & Children 5 & up = $10  |  Children < 5 years = Free |  Ride Bracelets: $35 Pay One Price  

7:30p – 9:30p – Fever Band
10:30p Fireworks (weather permitting)

69th Annual Mattituck Lions Club Strawberry Festival

Whether you choose some of our farm fresh strawberry delicacies, take a ride on a super roller coaster, shop amongst our arts and crafts or listen to some great music or watch many of the great attractions with the kids.

With over 25 rides and a variety of midway games, you won’t be bored! Find a giant Ferris Wheel, Thrill Rides for all and over a dozen rides specific for our youngest visitors.

Stroll through rows of booths filled with fabulous hand crafted items. You’ll find jewelry, knitwear, candles, hand-made crafts and more!

Adults & Children 5 & up = $5 |  Children < 5 years = Free |  Ride Bracelets: $30 Pay One Price 

7 – 9p – David Clark’s All About Joel Tribute Band
9:15p Fireworks (weather permitting)

69th Annual Mattituck Lions Club Strawberry Festival

Whether you choose some of our farm fresh strawberry delicacies, take a ride on a super roller coaster, shop amongst our arts and crafts or listen to some great music or watch many of the great attractions with the kids.

With over 25 rides and a variety of midway games, you won’t be bored! Find a giant Ferris Wheel, Thrill Rides for all and over a dozen rides specific for our youngest visitors.

Stroll through rows of booths filled with fabulous hand crafted items. You’ll find jewelry, knitwear, candles, hand-made crafts and more!

Hulling Night |  Free Admission |  Ride Bracelets: $30 Pay One Price

46th Annual Mattituck Street Fair

The 46th annual Street Fair will maintain all the great traditions that Mattituck holds dear, including great food, live music, and many diverse & unique arts and crafts to be sold. We’ll also host another year of Little Miss Mattitucks & Little Mister Mattituck! 

OKTOBERFEST at Reflextions Riverhead

FEATURING LIVE MUSIC BY THE BRATWURST BOYS

Don your dirndl and lace up those lederhosen for a day filled with live entertainment, exciting contests, and delectable German-style cuisine from Seaside Grill. Quench your thirst with refreshing brews from our local craft breweries, including North Fork Brewing Co., Tradewinds Brewing, Twin Fork Beer Co., and ubergeek Brewing Company. This family-friendly event is free to attend and features fun activities like a costume contest and stein holding competition. 

Join us for a festive celebration that’s sure to delight all ages!

Reflextions – Art in the Park

A lighting event with installations lit and Live Music by Soapbox Messiah

Experience Reflextions, a captivating journey awaiting you at Milton L Burns Park (also known as GRANGEBEL PARK) on Peconic Ave in Downtown Riverhead. Set against a scenic backdrop, Reflextions transforms the park into a vibrant, accessible public art space. By day, explore a standalone reflective art display, but as night falls, witness the magic as art pieces illuminate during our special events. Featuring an eclectic mix of “LIGHT” elements, journey through the black light container, take a turn on the seesaws, and grab fun photos with the Butterfly Wings, Seahorse or Octopus. 

Don’t miss out on this immersive experience, where the musical performance from Soapbox Messiah adds another layer to the fun. Performing Revved-up renditions of the greatest Funk and Soul tunes ’70s AM radio had to offer, Soapbox Messiah delivers the kind of show where you’ll know every word and dance to every song!

For more information and details about future Reflextions events, visit reflextionsriverhead.com

October 5th  |  OKTOBERFEST featuring The Bratwurst Boys  |  3p – 9p  

Reflextions – Art in the Park

A lighting event with installations lit and Live Music by Streetwise

Reflextions invites visitors to immerse themselves in a unique, interactive experience nestled within Milton L Burns Park, also known as GRANGEBEL PARK, on Peconic Ave in Downtown Riverhead. Utilizing the park’s scenic beauty, Reflextions creates a captivating public art space that’s free and accessible to all. By day, visitors can explore a standalone reflective art display, but as night falls, the magic truly unfolds with illuminated art pieces during our special events. Featuring an eclectic mix of “LIGHT” elements, journey through the black light container, take a turn on the Seesaws, and grab fun photos with the Butterfly Wings, Seahorse or Octopus. 

Adding to the ambiance, local band Streetwise infuses the air with their music, bringing a nostalgic 80s flair and deep ties to New York City to the Reflextions experience.

For more information and details about future Reflextions events, visit reflextionsriverhead.com

September 7th  |  Musical guest Soapbox Messiah  |  7p – 10p
September 30th  |  OKTOBERFEST featuring The Bratwurst Boys  |  3p – 9p

Reflextions – Art in the Park

A Lighting event with installations lit and Live Music by Who Are Those Guys

Reflextions transforms Milton L Burns Park, also known as GRANGEBEL PARK, on Peconic Ave in Downtown Riverhead into an enchanting, interactive experience for everyone to enjoy. By day, wander through a tranquil reflective art exhibit, harmonizing beautifully with the park’s picturesque surroundings. But as night falls, the true enchantment unfolds with illuminated art pieces during our special events. Featuring an eclectic mix of “LIGHT” elements, journey through the black light container, take a turn on the seesaws, and grab fun photos with the Butterfly Wings, Seahorse or Octopus. 

Adding to the ambiance, live music by Who Are Those Guys fills the air with their timeless sound, drawing comparisons to The Band, Neil Young, Tom Petty, Dylan, and Creedence. With a repertoire spanning rock, blues, folk, and country, Who Are Those Guys brings their unique classic sound to Reflextions, creating an immersive fusion of creativity and community in this free, accessible public art space.

For more information and details about future Reflextions events, visit reflextionsriverhead.com

August 3rd | Musical guest STREETWISE | 7p – 10
September 7th | Musical guest Soapbox Messiah | 7p – 10p
October 5th | OKTOBERFEST with The Bratwurst Boys | 3p – 9p

Paul Reiser at Westhampton Beach Performing Arts Center

Comedian, actor, television writer, author and musician Paul Reiser is one of Hollywood’s most prolific creatives—and he shows no signs of slowing down.

2022 was a busy year for Reiser. In Hulu’s new critically-acclaimed comedy series “Reboot” from Modern Family creator Steve Levitan, Reiser plays Gordon, the original creator of the old sitcom being rebooted. Awards Daily says “Reiser truly excels, giving one of his very best performances…here, he reminds us just how very funny and experienced he is in the world of television comedy.”

He also took his first step into bloody, superhero glory, joining Season 3 of Amazon Prime’s Emmy-nominated The Boys, playing “The Legend.” Also this year Reiser filmed “The Problem with People,” an original comedy feature film which he wrote, produced, and stars in alongside Jane Levy and Colm Meaney.

Reiser currently stars in two hit shows for Netflix: Stranger Things—the company’s biggest series of all time—where he plays Dr. Sam Owens, a role created by the Duffer Brothers specifically for him; and Chuck Lorre’s The Kominsky Method, for which he received an Emmy nomination for Outstanding Supporting Actor in and Golden Globe-winning comedy ended in May 1999 and premiered 20 years later as a limited series on Spectrum Originals. All seven seasons of the original Mad About You and the re-visit are available for streaming on Amazon Prime.

The multi-faceted actor also revived one of his most iconic roles in the highly anticipated return of Mad About You, the long-running hit 90s comedy Reiser co-created and starred in with Helen Hunt. The Emmy, Peabody and Golden Globe-winning comedy ended in May 1999 and premiered 20 years later as a limited series on Spectrum Originals.

Throughout his prolific career, Reiser has worked with both independent and mainstream filmmakers. Having earned acclaim for his supporting role in the Academy Award-winning film Whiplash, Reiser was also recently seen alongside Kevin Hart in the Netflix feature Fatherhood, John McDonagh’s War on Everyone and in frequent collaborator Jeff Baena’s “The Little Hours” and “Horse Girl,” which premiered at Sundance 2020, the fourth film the pair has worked on together. The veteran actor has garnered praise for notable performances in films such as Diner, Bye Bye Love, Aliens, One Night At McCool’s, Beverly Hills Cop I/II and The Thing About My Folks, which Reiser wrote for his co-star Peter Falk.

Reiser is a fixture behind the camera as well. He co-created and co-produced There’s Johnny!, a seven-episode series which originally streamed on Hulu and now streams on Peacock. The show, a fictional story set behind-the-scenes of Johnny Carson’s Tonight Show circa 1972, co-created with filmmaker David Steven Simon and co-produced with director David Gordon Green in conjunction with The Carson Company, premiered to critical praise, with Decider saying There’s Johnny! is “a television experience unlike any I’ve seen on TV in recent years” and “unfolds like a dream, a memory fondly recalled.”

As an author, Reiser’s first book, Couplehood, sold over two million copies and reached the number one spot on The New York Times bestsellers list. His subsequent books, Babyhood and Familyhood, were best sellers as well. Voted by Comedy Central as one of the Top 100 Comedians of All Time, Reiser regularly performs sold-out standup at venues nationwide with dates currently booked throughout 2022 and beyond.

A SUNY Binghamton graduate of its prestigious music program, Reiser co-wrote the theme song for Mad About You, “The Final Frontier,” with Grammy-winning producer Don Was, and released an album of original songs with British singer-songwriter Julia Fordham called Unusual Suspects. Over the course of his career, Reiser has received multiple Emmys, Golden Globes, American Comedy Awards and Screen Actors Guild nominations.

Generously Sponsored by Linda and Robert Pollack

St. Patrick’s Day with CAST

Join CAST for an immersive experience celebrating the culture of Ireland and St. Patrick’s Day With Celtic Roots Folk Band Duffy’s Cut And Vernon Academy Of Irish Dance All Stars. All are welcome!!

2:00pm Duffy’s Cut 

3:15pm Tea & Cookies Reception 

3:30pm Vernon Academy All-Star Showcase

4:00pm Irish Dance Workshop 

THIS IS A FREE EVENT!

Winter Ride Through the Vines at RGNY

Join us this winter for a cozy, horse-drawn ride around our vines!

Learn about Long Island’s terroir and our own minimal-intervention approach as you sip on some warm Mexican hot chocolate.  Return to the tasting room to warm up with a flight of your choice and our tasty RG|MX cheese board!

This 2-hour experience includes: 

  •  Spiced Mexican hot chocolate in RG|NY tumblers for the ride
  •  A 30-min guided, horse-drawn tour around the property
  •  Flight of your choice upon return to the tasting room
  •  Our indulgent RG|MX cheeseboard
  •  Ample photo opportunities!

Winter Watershed Walk Series

Join Peconic Baykeeper and Peconic Estuary Partnership in the second year of our Winter Watershed Walk Series! This year’s series features four new and different locations around the Peconic Estuary. 

We are hitting the trails again this winter to explore some of the beautiful locations around the Peconic Estuary. This is a great chance to learn more about the coastal habitats in the watershed. Walks are open to all ages, please register ahead of time so we may contact you in the event of a cancellation or rescheduling. Please dress for your comfort, warm layers, hats and gloves are encouraged. We will plan to meet at the trailhead and begin walks shortly after 10:00am if you are running late or can no longer attend a walk you have signed up for please let us know. We will do our best to wait for all confirmed registrants.

Please note that parking is limited at some locations and carpooling is encouraged.

To register, contact: alexa@peconicbaykeeper.org or valerie.virgona@stonybrook.edu

About the Walk: This walk is 1.1 miles. We will park and meet at the trailhead.

Winter Lecture: “The Emergence of a True North Fork Cuisine”

Join North Fork Chef and Author John Ross for this fascinating free lecture, the first in Southold Historical Museum’s “Farm to Table: A Not So New Concept” winter series.

Ross has been a professional chef since 1965 and was the chef/owner of Ross’ North Fork Restaurant in Southold, NY for 27 years.  He is considered a pioneer of the Farm to Table movement. He cooked from scratch using local fresh ingredients procured from farm stands, seafood markets, and local wineries at a time when people were embracing convenience foods. He is the author of several books, “The Poetry of Cooking”, “The Food and Wine of the North Fork”, and “The Story of North Fork Wine”

Sponsored by Poliwoda Team of Douglas Elliman Real Estate.

2023 Top East End Summer Events

Highlighting the best of the Hamptons and North Fork summer season encompasses dozens of  festivals, outdoor recreational activities, live music and more for couples and families of all ages. The majority of these events take place during the day or on the weekends, with several that span the course of a half or full week. 

Below are a few summer events on the East End to help make the most of your getaway.

Reflextions Riverhead
Grangebel Park (Milton L. Burns Park), Riverhead
June 17th  |  July 14th  |  August 19th  |  5p – 10p

Reflextions is a free, interactive, walkable public art space that takes place in the summer June-August with an OKTOBERFEST event in September. The events feature assorted elements of light based on artist interpretations and designs including LED, fire, Dayglow, and photoluminescent displays. Each illumination event will include various live performing arts. 

Rites of Spring
The Rites of Spring Music Festival is an annual event that takes place across the North Fork and the East End of Long Island on various dates throughout the summer. The music festival has quickly become the premier classical and contemporary music festival on the North Fork. In addition to great music, locals and visitors can enjoy a great local food and wine paired with an historic setting and inspiring artist talks. 
2023 Summer Calendar:
Saturday June 24th  |  5p
Landcraft Garden Foundation in Mattituck
The Rite of Spring: ​the sound of the earth 
Vassily Primakov, piano, Natalia Lavrova, piano
Music by Igor Stravinsky, Mussorgsky and Saint Saens

Thursday June 29th  |  6p
Poquatuck Hall in Orient
Viennese Atmosphere – Mahler, Weill, Korngold
Gil Goldstein, accordion, Tom Manuel, trumpet, Laura Metcalf, cello, Paolo Bartolani, piano

Thursday July 13th  |  5:30-8:30p
Village Green in Cutchogue -Cutchogue – New Suffolk Historical Council
Music at the Village Green 
Stephen Gorgone, violin, Dan Martinez, viola, Craig Mehler, cello
Music by Franz Schubert and Joseph Haydn 

Saturday, July 22nd  |  5p
Castello di Borghese Vineyard, Cutchogue
Summer Concert & Dine – Ulysses String Quartet
Music by L. van Beethoven, Molina, Richter, traditional folk songs

Sunday August 27th  |  6:30p
McCall Vineyard, Cutchogue
Rustic Mid-Summer Concert – Arnaud Sussmann, violin, Paul Neubauer, viola
Music by Halvorsen, Rolla, Martinu, Mozart, Sibelius

Alive on 25
Main Street, Riverhead
June 30th  |  July 14th  |  July 28th  |  August 11th  |  August 18th (rain date)     
5p – 9:30p

Alive on 25 is a popular, free annual event in downtown Riverhead taking place on select Fridays throughout the months of July and August. The event offers local craft beverages and wine, live music on multiple stages, a car show, artists, street vendors, and activities the whole family can enjoy. The walkable, pop-up festival on main street also features restaurant offerings and specials, artist exhibitions, and much more. 

Jamesport Firemen’s Association Annual Bazaar and Parade
George Young Community Center, Main Road, Jamesport
2023 Schedule:
Tuesday, July 18th  |  6p – 10p
Wednesday, July 19th  |  6p – 11p
Thursday, July 20th  |  6p – 10p  PARADE 7p
Friday, July 21st  |  6p – 11p
Saturday, July 22nd  |  5p – 11p  FIREWORKS  10:30p

A summertime favorite on the North Fork, the Jamesport Firemen’s Association hosts their annual carnival full of exhilarating rides, captivating games and mouth watering bites to eat.  On Wednesday night, the community gathers to pay tribute to local heroes in the Jamesport Parade, and the spectacular fireworks show by the Jamesport Fire Department ends the week’s festivities on Saturday night!

Sweet Corn Harvest
Harbes Family Farm, Mattituck
Saturday, July 22nd  &  Sunday, July 23rd   |   10a – 7p

The annual Sweet Corn Harvest Festival is hosted and takes place at Harbes Family Farm in July each season. The event hosts live music in their courtyard/picnic area both days, as well as a corn eating contest, plus the opportunity to explore Harbes Barnyard Adventure that offers plenty of fun for the whole family. Admission includes a Musical Hayride tour of their 100-acre farm, famous Pig Races, adorable farm animals, and much more.

The Farm also hosts a Watermelon Harvest, Tomato Harvest, Peach Harvest and more. Harbes Orchard and Farm also host a variety of fall events including apple picking, and pumpkin and autumn festivals.

Paddle Battle
Peconic Riverfront, Riverhead
Saturday, July 29th   |   9:15a

Paddle Battle is an annual event that benefits the NY Marine Rescue Center is a rescue and rehabilitation organization that promotes marine conservation. There are two separate races. One is a 2 1/2 mile recreational race, the second is a competitive 5 mile race. There are different categories per race. For instance, categories include recreational kayak, stand up paddle boards and more, depending upon the race. Estimated race start times will be given at check-in. CLICK HERE for more race details and to register.

Cardboard Boat Races
Peconic Riverfront, Riverhead
Saturday, August 5th   |  9a Registration  &  11a Races

Grab your cardboard and duct tape and get crafty! One of Riverhead‘s most exciting summer events is The Annual Cardboard Boat Races. Participants have the opportunity to race in various categories including the Youth Regatta, Grand National Regatta and more. Prizes are given out for the best spirit, best captain, best constructed, most creative, and more. Online pre-registration is required.

The Hampton Classic
Snake Hollow Road, Bridgehampton
August 27th – Sept 3rd

The Hampton Classic Horse Show is a longtime annual Hamptons event that traditionally takes place over the last week of August until right before Labor Day. Well into its fourth decade, it is one of the largest outdoor horse shows in the United States and is widely popular for everyone of all ages. At this week-long show, top equestrians from around the world compete for more than $800,000 in prize money. National champion hunter competitors, Olympic medalists, and scores of children and adult amateurs make up the field throughout the event.

In addition to watching world class equestrian sport, event goers enjoy onsite boutique shops, International food stations and food trucks, daily activities in the kids’ play area and more. Day and weekly passes are available for purchase as are individual and carload tickets.

East End Seaport Museum’s Annual Maritime Festival
Greenport Village
Saturday, September 23rd  &  Sunday, September 24th   |   10a – 5p

Hosted by the East End Seaport Museum, the Annual Maritime Festival celebrates all things nautical and marks the end of the summer season on the East End. With over 100 artisan craft and food vendors to explore, weekend highlights include the Merfolk Parade (Sat. 11a), kayak and cardboard boat races, sea shanty performances, live music, children’s activities and Mermaids!

The Land & Sea Gala will kick off the weekend on Friday, September 22nd from 6:30p – 9:30p at Crabby Jerry’s with a VIP admission at 5:30p. For tickets, visit eastendseaport.org/landandsea