Fall in the Hamptons

The storied Hamptons summer season may get all the attention, but we love it as a destination in the fall. The crowds are gone, the weather rarely gets uncomfortably cold, and it’s an opportunity to appreciate the area’s authentic setting and scenic landscapes.


 

Museum Hopping

Museum hopping in the Hamptons? Yes, it really can be done. There are more than a half-dozen museums to visit during your stay here, and most are hidden gems unbeknownst to the general public. We love the Parrish Art Museum, in Water Mill, which has an exceptional collection of works from the 19th century to the present including pieces by heavy hitters like Jackson Pollock and Chuck Close. 

The East Hampton Historical Society manages seven national landmark historic sites including an 18th-century schoolhouse and Mulford Farm, dating back to the late 17th century and considered one the most significant Englial Colonial farmsteads in the country. Fashion lovers will appreciate The Leiber Collection, in a Renaissance-style Palladian building and displaying a collection of designer Judith Leiber’s sparkly handbags. Oil paintings by her late husband, Gerson Leiber, are also part of the collection. 

Hiking

From our perspective, one of the best ways to experience the Hamptons during the off-season is through hiking. It’s too hot to do in the summer and far more enjoyable when temperatures drop. We can arrange for privately guided hikes for guests of all fitness levels and ages in numerous areas- all equally picturesque and worth exploring. There are the seaside set trails in Montauk Point State Park, the serene wildlife dotted paths at the Elizabeth A Morton National Wildlife Preserve in Sag Harbor (a favorite for children, even toddlers) and more. 

Movie Night at an Iconic Theater

Following a devastating fire in December 2016, The Sag Harbor Cinema- a true gem of the Hamptons- is finally reopening at the end of March. Known for its screenings of independent and foreign films, the theater first opened in 1915 and was named Sag Harbor Cinema in 1978. 
The programming for the spring includes first-run films, family and children's films, classics, foreign films, documentaries and silent films. Also expect retrospectives of great film-makers. 
One of our team members can fill you in on the latest schedule and help book you tickets. 

Bird Watching and Wildlife Viewing at Accabonac Harbor

Located in Sag Harbor, the 200-acre Accabonac Harbor is a dream for bird watchers with its abundance of red fox, resting ospreys, black ducks, sharp-tailed sparrows and more. The 29-acre Merrill Lake Sanctuary is a beautiful preserve at the harbor. Explore on your own or book a private tour with our resident guide, Bruce, who can point out various bird species, take you on walks on scenic trails and show you other sights. The tour length can be customized. Please see one of our team members to book. 

Pumpkin and Apple Picking

Fall is here, and with it comes crisp days and all the pleasures of the new season.

Apple picking is on top of our list as a favorite activity to partake in during this time of the year, and the Hamptons is home to several farms where you can get in on the fun. 

Hank's Pumpkintown grows a variety of apples and also has corn mazes and other activities that are great for families. 

Harbes Family Farm offers apple and pumpkin picking, corn mazes, hayrides and even a spooky night maze. 

Milk Pail has a diverse range of apples from Honeycrisps to ginger golds. The farm also offers pumpkin and squash picking- the latter includes butternut and spaghetti squash.