Summer Fun

Village Beaches

Every guestroom comes with its own village beach pass. The five beaches that you have access to are: Egypt Beach, Two Mile Hollow Beach, Wiborg Beach (our favorite), Georgica Beach, and Main Beach. We have plenty of umbrellas, chairs, coolers, etc.. to make your beach vacation the one you’ve been dreaming of.

Ask us about our beach picnics for you and a loved one.

Surfing Lessons

Ditch Plains, ditch plains, ditch plains. Ask some of the locals, however, and you might get some different (secret) spots that we will certainly not publish on this site. Main Beach Surf Shop has it all!  From kayak tours, to paddle board rentals, if you want to have fun in the water out here, they are the only game in town.

Winery Tours

Long Island is the only region on the East Coast to grow exclusively European vinifera grapes, the so-called noble grapes–such as Chardonnay, Cabernet and Merlot–instead of American hybrids or lowly indigenous grape varieties like Concord or Catawba.

There is no better representation of the best that our region can offer, than Wolffer Estate. Their fearless winemaker, Roman Roth, has been leading the charge at this blue chip estate for over a decade. Relax on their veranda, and see what the big deal is all about.

Fishing Charters

There is nothing like the exhaustion of a successful fishing trip, and collapsing on our luxury-firm mattresses. A local legend, the Lazybones takes you and others on a nice trip around the Montauk Lighthouse to catch some fluke, etc..  For the more serious fisherman we recommend Captain Gene Kelly’s Montauk Sport Fishing.

Sail Montauk

Have you ever dreamed of learning to sail? Us too.  Last year, the best recommendation we gave our guests was Sail Montauk. Take a sunset ride with a picnic or a bottle of wine and enjoy the best view in The Hamptons.

Flyboard Hamptons

Do you have the guts to try it?  

Paddle Boarding

Paddle Diva offers SUP (Stand Up Paddle Boarding) experiences for Long Island. Paddle Diva offers much more than just stand up paddle boarding. We ensure that your paddle boarding experience is a transformation that starts with your physical well-being and progresses to your mind, helping you become the fun, fit and focused person that you are.

Horseback Riding

The oldest family owned ranch (and the inspiration behind the Showtime hit “The Affair”) the Deep Hollow Ranch offers the best horseback riding experience you will ever find locally.  Please book ahead since they do book out very fast during the summer.

Outdoor Movies

The best way to end a day. Snuggle up with the kiddos, or let us prepare an outdoor picnic for you and your partner. We will provide you with the chairs, etc.. so you can relax and watch one of your favorite movies under the stars.

Ask our front desk for the movie schedule for June – August.


The Children’s Museum of the East End started with a conversation around a kitchen table in Amagansett. In 1997,  seven mothers gathered weekly because they were very disappointed at the few educational opportunities for children on the East End of Long Island. Inspired by the excitement they and their children experienced at the new children’s museums that were opening and helping to define communities around the country, they began meeting regularly at each other’s homes. They hit on the idea of launching a new organization that would teach children about the East End and world around them by promoting learning through play. – See more at:


TheHedgesInnSummer Fun