2018 Annual Guide: Eastham

Eastham • North Eastham

Fort Hill. Photo by Jennifer Dow

Photo Ops: 

Fort Hill is a beautiful spot to shoot any time of day, but it’s especially lovely at sunrise. It’s also a good place to see a rainbow. Sunset at Thumpertown Beach is nothing short of stunning, and since locals know this, the top of the stairway to the beach is often a gathering place at day’s end. Over on the ocean side, early birds can catch a gorgeous sunrise at Coast Guard Beach.

Windmill Green

Favorite Spots:

Eastham’s Windmill Green is the locale for all sorts of happenings, from craft fairs and concerts to full-on festivals. But this pretty spot is also a great place to hang out in fine weather, and an ideal place to picnic. In addition to a number of benches, it has a gazebo and a historic pump in front of the even more historic windmill.

Mom & Pops:

The Hole in One has a location in Orleans as well, but it’s still very much a family affair, run by four sisters and their husbands and open all year for coffee and donuts, with breakfast and dinner served in the adjacent Fairway Restaurant. Up the road a bit is the Friendly Fisherman, a great little summertime venue.

Don’t Miss!

Windmill Weekend makes the week after Labor Day something to look forward to, with art and craft fairs, the Great Tricycle Race, a sand-sculpting contest and parade. Summertime features Monday evening concerts on Windmill Green.