SouthamptonFest Fall Festival
Friday, September 30th – Saturday, October 1st, 202211:00am – 6:00pm
Agawam Park
85 Jobs Lane, Southampton, NY
SouthamptonFest is back in its 10th year, drawing attendees from all over New York and featuring a weekend of arts, crafts, music, pumpkin carvers and the popular chowder contest — plus a whole lot more.
Click Here to check out the full schedule
Sag Harbor Song Festival
Friday, September 30th, 2022 – Sunday, October 2nd, 2022
6:30pm – 8:30pm & 12PM on Sunday
The Church
48 Madison Street
Sag Harbor, NY
The Church will host the inaugural Sag Harbor Song Festival. Philanthropist, entrepreneur, music lover, and East Hampton resident Lena Kaplan, founded the festival, which began as a longing to hear live song again after the pandemic kept the world deprived.
i-tri’s 5th Annual Hamptons Ride & Wine
Saturday, October 1st, 20227:30am – 3:00pm
1947 Scuttlehole Road
Bridgehampton, NY
Scenic Bike Ride, Gourmet Lunch, and Wine Tasting:
Choose a 10-mile ride to the beach and back or a 30-mile ride through the East End Villages. These rides start and end at the Channing Sculpture Garden (adjacent to the Channing Daughters Winery) in Bridgehampton
Spooky Spirits At The Rogers Mansion
Saturday, October 1st, 2022 – Sunday, October 2nd, 2022
9:00am – 5:00pm
Rogers Mansion
17 Meeting House Lane
Southampton, NY
Experience the horrors of a haunted Gilded Age Mansion throughout the month of October at the Rogers Mansion.
East Hampton History Festival
Saturday, October 1st, 202210:00am – 2:00pm
10 James Lane
East Hampton, NY 11937
Harkening back to the History Festivals that occurred on the Farm decades ago, this year’s event will feature an array of activities including historical reenactors, games, music, walking tours, craft demonstrations, artmaking, and student history projects.
Morning Walk At Mashomack Preserve
Saturday, October 1st, 2022
10:00am – 12:00pm
Rogers Memorial Library
91 Coopers Farm Road
Southampton, NY, USA
Come along on a morning nature walk at the Mashomack Preserve on Shelter Island. Spend time enjoying the natural wonders of the coastline and acres of creeks, woodlands and fields. The hike distance will be about 3.5 miles, but can be adjusted individually.
Farm To Table Dinner With Michelin Star Chef Anita Lo
Saturday, October 1st, 2022
5:00pm – 8:30pm
Silly Lilly Fishing Station
99 Adelaide Avenue
East Moriches, NY
Enjoy an evening on the water at Silly Lilly Fishing Station in East Moriches, NY, celebrating seasonality and local producers of Long Island. This event is a fundraiser for the non profit Chefs for Impact’s youth program teaching NYC students all about sustainability, nutrition, agriculture, and culinary skills for better personal and planetary health.
Joplin’s Pearl At Bay Street Theater
Saturday, October 1st, 2022
8:00pm – 10:00pm
Bay Street Theater
1 Bay Street
Sag Harbor, NY
A tribute concert to the late Janis Joplin! An evening of songs from the Woodstock era, Amber Ferrari’s Joplin promises to transport audiences back to 1969!
MightyMan Triathlon Returns To Montauk
Sunday, October 2nd, 2022
6:00am – 5:00pm
Fort Pond
Montauk, NY
A BIG event! One of the few metro area races that offers three triathlon distances to accommodate all race levels and interests.
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