1. Halloween Costume Ball by Anthony's Live
When: Saturday, November 1st at 8PM
Where: Windows on the Lake, 235 Lake Shore Road, Lake Ronkonkoma, NY
Get ready for a spooktacular night as Anthony's Live Events presents The Ultimate Halloween Costume Party at Windows on the Lake! Join us for an all-inclusive evening featuring a premium open bar, our chef’s famous gourmet station buffet, and a thrilling Midnight Costume Contest with cash prizes for the winners. Dance the night away with DJ Pacasso from 103.5 WKTU, spinning the hottest and most unforgettable tracks from the ’70s, ’80s, ’90s, and today’s hits. Don’t miss this electrifying Halloween celebration filled with great music, amazing food, and non-stop fun!
2. Patchogue Official Day of The Dead Bar Crawl
When: Saturday, November 1st at 1 PM
Where: 49 South Ocean Avenue, New York, United States, Patchogue, NY
Celebrate Día de Muertos in unforgettable style at the Patchogue Day of the Dead Bar Crawl on Saturday, November 1, 2025! This extraordinary event fuses the vibrant traditions of Día de Muertos with the electric energy of Patchogue’s nightlife for a one-of-a-kind cultural celebration. Honor loved ones and embrace life surrounded by colorful décor, lively music, and festive camaraderie. Don your most creative Day of the Dead attire—think bold face paint, intricate skull designs, and dazzling costumes—and keep the Halloween spirit alive with a unique cultural twist. Journey through Patchogue’s top venues, each transformed in the spirit of Día de Muertos, and enjoy exclusive drink specials, themed cocktails, and a thrilling party atmosphere. Dance, toast, and connect with fellow revelers as you celebrate this cherished Mexican tradition. Whether you’re a seasoned bar crawler or a first-time participant, this event promises the perfect blend of cultural appreciation and nightlife excitement.
3. Paws of War 5K
When: Saturday, November 1st at 9 AM
Where: Heckscher State Park, 1 Heckscher State Parkway, East Islip, NY
Paws of War is a remarkable non-profit organization dedicated to helping both ends of the leash by supporting America’s heroes and the animals they love. Through a variety of life-changing programs, Paws of War saves the lives of Veterans and First Responders by providing vital support and highly trained Service Dogs. The organization also conducts rescue missions overseas, helping deployed military members save and reunite with the dogs and cats they’ve protected and cared for during their service. For many, these animals become family—and thanks to Paws of War, they are given a second chance to live safe, happy lives together here in America.
4. Long Island Turkey Trot 5K Run/Walk
When: Saturday, November 1st at 8:30 AM
Where: Eisenhower Park, Eisenhower Park - Field 2, 1899 Hempstead Turnpike, East Meadow, NY
Flock on down to Eisenhower Park to kick off turkey trot season with a festive Fall 5K! Whether you run, jog, or stroll, you’ll enjoy crisp autumn air, lively energy, and a community full of holiday spirit. Cross the finish line and celebrate your achievement with exclusive turkey-themed swag and delicious treats courtesy of Waterloo Sparkling Water. It’s the perfect way to start the season—fun, fitness, and fall vibes all in one!
5. Holiday Craft Fair
When: Sunday, November 2nd at 10 AM
Where: Southold American Legion Hall, 51655 Main Rd., Southold, NY
Kick off your holiday shopping season on the North Fork at the Southold American Legion Auxiliary’s 13th Annual Holiday Craft Fair on Sunday, November 2, from 10 a.m. to 3 p.m. at the Legion Hall, 51655 Main Rd., Southold. Browse more than 25 local vendors offering beautifully handcrafted gifts, delicious home-baked treats, and unique specialty items perfect for everyone on your list. Admission is free, and guests can also purchase raffle tickets for a chance to win a 50/50 cash prize. Enjoy a tasty bite while you shop—hot dogs, homemade chili, rice pudding, and beverages will be available for purchase throughout the day.
6. Fallback Half Marathon & 5K
When: Sunday, Novemberr 2nd at 9 AM
Where: Heckscher State Park - Field 4, 1 Heckscher State Parkway, East Islip, NY
Turn back the clock and turn up the fun at the Half Marathon and 5K at Heckscher State Park! Celebrate the season surrounded by stunning fall foliage as you run or walk through this scenic course. Participants will enjoy a lively atmosphere, sweet swag, and delicious post-race treats courtesy of All Round Foods and Waterloo Sparkling Water. Don’t miss this perfect mix of fitness, fun, and fall vibes!
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