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Southold Historical Museum annual golf tournament

North Fork Country Club 26342 Main Rd., Cutchogue, NY, US

Southold Historical Museum’s “History in the Making” Golf Tournament returns Sept. 24 at North Fork Country Club in Cutchogue. The day includes golf with dinner, drinks, contests and prizes, with a dinner-only option also available.

Autumn Antiques, Fine Art, and Crafts Fair

Southold Historical Museum Maple Lane Complex 55200 Main Road, Southold, NY, United States

Browse antiques, fine art, pottery, photography, handmade crafts and vintage finds at Southold Historical Museum’s Maple Lane Campus. The two-day fair also includes live music, and $5 adult admission includes a raffle ticket.

Greenport maritime festival

Mitchell Park Mitchell Park, Greenport, NY, US

The Greenport Maritime Festival is a village-wide celebration of maritime culture on Greenport’s working waterfront, with programming across Mitchell Park, the marina and surrounding streets. Southampton Animal Shelter Foundation will be on site Saturday with adoptable pets.

Riverhead Fire Department Open House

Riverhead Fire Department 540 Roanoke Avenue, Riverhead NY 11901

Saturday, Sept. 26, 1-4 p.m. at Riverhead Fire Department headquarters, 540 Roanoke Ave., Riverhead. The free family event will feature fire truck tours, live demonstrations, fire safety education, children’s activities, opportunities to meet local firefighters and emergency-service representatives, and free refreshments. Rain date: Sunday, Sept. 27.

Pianist Magdalena Baczewska at the Jamesport Meeting House

Jamesport Meeting House 1590 Main Road, Jamesport, NY, United States

Pianist Magdalena Baczewska opens the Jamesport Meeting House 1731 Series with a program of works by Chopin, Cowell, Debussy, Ravel, Ali-Zadeh, Glass and Pärt. The concert will be followed by a reception with the artist.

NFBHC 5K Walk for Breast Cancer Awareness

Tanger Outlets Riverhead 1770 W Main St, Riverhead, NY, US

The North Fork Breast Health Coalition is holding the 28th Anniversary “5K Walk for Breast Cancer Awareness” on Sunday, September 27. The fundraiser takes place at Tanger Riverhead, which sponsors the event. Participants can pre-register through the NFBHC website or register from 7:30-8:45 AM that morning. The walk begins at 9 AM and is over […]

Autumn Antiques, Fine Art, and Crafts Fair

Southold Historical Museum Maple Lane Complex 55200 Main Road, Southold, NY, United States

Browse antiques, fine art, pottery, photography, handmade crafts and vintage finds at Southold Historical Museum’s Maple Lane Campus. The two-day fair also includes live music, and $5 adult admission includes a raffle ticket.

Wading River-Shoreham Chamber of Commerce fall festival

Shoppes at East Wind 5768 Route 25A, Wading River, NY, United States

The Wading River Shoreham Chamber of Commerce’s annual Fall Festival returns to The Shoppes at East Wind with live music by SouthBound, line dancing, food trucks, and local vendors. Kids’ activities include a bounce house, crafts, and hands-on activities. Free admission; rain or shine.

Ev&Em Vineyards adoption event

Ev&Em Vineyards 3165 Main Rd, Laurel, NY, US

Southampton Animal Shelter Foundation brings adoptable pets to Ev&Em Vineyards for an afternoon adoption event. Meet animals looking for homes and learn how to support the shelter while wine is available for purchase.

The Young Dubliners at the Suffolk

The Suffolk 118 East Main Street, Riverhead, NY, US

The Young Dubliners perform at The Suffolk in Riverhead. The long-running Celtic rock band is touring while working on its 10th studio album.

An Evening With Asi Wind at the Suffolk

The Suffolk 118 East Main Street, Riverhead, NY, US

Magician Asi Wind brings his show to The Suffolk in Riverhead. Wind has been honored by Hollywood’s Magic Castle and is known for his off-Broadway show “Inner Circle” and his appearance on “Penn & Teller: Fool Us.” Tickets are $49–$99.

The P.E.A.C.E. Project: exhibit and awards ceremony

Riverhead Free Library Riverhead, NY, United States

The Riverhead Free Library will present The P.E.A.C.E. Project, a juried fine art photography exhibition and competition with the 2026 theme The Mind’s Eye. The event includes an exhibit of selected works and an awards ceremony recognizing Grand Prize through Third Prize winners.

Digital Dive: Hoopla and Kanopy

Riverhead Free Library Riverhead, NY, United States

Riverhead Free Library will offer a drop-in session to help patrons learn how to use Hoopla and Kanopy. Staff will show attendees how to get started streaming and downloading digital content with a library card.

Country fair at Hallockville Museum Farm

Hallockville Museum Farm 6038 Sound Avenue, Riverhead., NY

Hallockville Museum Farm’s 45th annual Country Fair returns Oct. 3-4 with farm animals, tractors, craft demonstrations and vendors, children’s activities, wagon and kiddie train rides, tractor pulls, live music and food. Half-price admission is offered Sunday from 10 a.m. to noon.

Italian genealogy at Riverhead Free Library

Riverhead Free Library Riverhead, NY, United States

Genealogist Eileen Swanberg discusses how to research Italian ancestry using U.S. and Italian records. Learn how to identify hometowns in Italy, find and translate records, and understand naming patterns.

Witches & Wizards Paddle on the Peconic

Peconic Riverfront Heidi Behr Way, Riverhead, United States

Costumed paddlers will take to the Peconic River for Downtown Riverhead’s inaugural Witches & Wizards Paddle. Participants can decorate their paddleboards, kayaks or canoes and dress for the occasion. Spectators are welcome to watch from the Riverwalk and riverfront. When: Saturday, Oct. 3, 2026, from 3 to 3:30 p.m. Where: Peconic Riverfront, downtown Riverhead For […]

“History by a Hair” book reading and discussion with author Richard Kurin

North Fork Arts Center 211 Front Street, Greenport, NY, US

Richard Kurin, Smithsonian Distinguished Scholar and Ambassador-at-Large, presents a reading and discussion of his new book, “History by a Hair,” at the North Fork Arts Center. The program includes an onstage conversation with descendants featured in the book, followed by a book signing with copies available for purchase from Burton’s Books.

Country fair at Hallockville Museum Farm

Hallockville Museum Farm 6038 Sound Avenue, Riverhead., NY

Hallockville Museum Farm’s 45th annual Country Fair returns Oct. 3-4 with farm animals, tractors, craft demonstrations and vendors, children’s activities, wagon and kiddie train rides, tractor pulls, live music and food. Half-price admission is offered Sunday from 10 a.m. to noon.

Murder Mystery at the Library: Take and Solve Kit

Riverhead Free Library Riverhead, NY, United States

Pick up a free take-home murder mystery kit from Riverhead Free Library starting Oct. 5 and try to solve the case on your own. Participants can return at the end of the month to see if they cracked it.

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