My favorite time of year on the North Fork is Fall. The farms, wineries, apple picking, treats and seaside views are perfection for an autumn getaway.
There are multiple locations for Harbes all with different activities and events so check the website, but a great stop for all ages.
Harbes Family Farm - Mattituck
Greenport is the cutest old fishing village out east with great shops, restaurants, parks and fun activities.
Homepage - Greenport
Apples are one of the main features of Fall and Woodside has cider tastings, picking, and more. Check the website for details on times and dates.
Woodside Orchards
Waterdrinker has two locations but in September the have a Garlic Festival in Riverhead
Long Island Garlic Festival | Riverhead, NY | Water-drinker.com
With two locations - Manorville and Riverhead they offer seasonal family fun so check the website to plan your trip.
Waterdrinker Family Farm & Garden | Manorville | water-drinker.com
Great stop all year round, it can get crowded given its easy location, but they have tons of music and other activities for a fun day out east.
Visitor Information - Baiting Hollow Farm Vineyard
For the foodies out there, this is an annual event that draws a crowd in early September.
North Fork Foodie Tour North Fork Foodie Tour
Great white wines and food options and closer to main roads and transportation.
Jamesport Vineyards | Little Oak Wood Fired Kitchen
My absolute favorite. The best winemaker on the island and all the wines are incredible
Rose Hill Vineyards
Feels a bit like an Italian farmhouse but on the North Fork of Long Island. Great drink options and snacks and often have music and events
Terra Vite North Fork Winery & Vineyard
While out east, Greenport Harbor Brewing has a great location with music, games, food, and fun.
Peconic — Greenport Harbor Brewing Company
Another great farmstand stop along the way for some harvest treats.
Wickham's Fruit Farm
More than just fruit and veggies, this is a true farm to table sourcing spot.
Farm To Table Food | 8 Hands Farm | Southold
Not an actual vineyard but a great tasting room and in a location with other stops to make as well.
Coffee Pot Cellars Tasting Room
The little street of Love Lane is worth a little walk around and stop in for a treat.
Love Lane Kitchen
A beautiful inn and a restaurant, this is a great place to include in your trip out east.
JEDEDIAH HAWKINS INN & RESTAURANT -
Higher end location but all very new and beautiful views of the sound. If you are looking for a place to stay and don't mind a splurge this is a great one.
Hotel Moraine
Rose all day (that is all they serve - sparkling and still) but you feel like you are in the South of France and the staff is lovely.