Things to Do in Martha's Vineyard

You've found it — the freshest take on things to do, see and know on Martha's Vineyard this side of Cape Cod. Carefully curated with input from our team of local experts (our staff!), on our blog you'll find vacation planning tips and insider advice for making yours a great stay on the island.


Take on the Best Hiking Trails on Martha’s Vineyard


There’s nothing better than a Martha’s Vineyard vacation during the summer months. Our idyllic weather, picturesque scenery, and quaint New England charm beckon to tourists from across the globe. Most people may not know that our lovely island hosts a plethora of hiking trails in the Massachusetts countryside. Our staff at Vineyard Square Hotel & Suites highly recommend that you enjoy the summer weather and natural scenery while walking the best hiking trails in Martha’s Vineyard. 

Explore the Best Hiking Trails on Martha’s Vineyard

There’s no better way to start your Martha’s Vineyard romantic getaway than with a tranquil trail around our beautiful island:

  • Caroline Tuthill Preserve Loop is less than two-and-a-half miles long and features a marvelous arrangement of wildflowers.
  • Menemsha Hills Reservation Trail is a moderately trafficked trail that features a staircase leading to the beach. While we advise against swimming, it does provide an opportunity for a pleasant walk along the shoreline. 
  • Tisbury Great Pond Trail is perfect for hiking, trail running, and walking. Take a few moments to survey the pristine lake and keep an eye out for birds and wildlife. 
  • Woodland Wonderland Trail features a leisurely walk around a lake just outside of Edgartown, MA.

While these represent only a few of the best hiking trails on Martha’s Vineyard, there’s a whole list of other walking paths near Edgartown, MA at

Our Staff’s Favorite Trails

As you know, a quick Google search can only procure so much information regarding hiking trails in Massachusetts, which is why our staff has put together a list of our favorite paths in the area:

A Massachusetts Getaway You’ll Never Forget 

When you embark on a Massachusetts getaway on Martha’s Vineyard, you’re in for relaxation, rejuvenation, and romance. Luxuriate in our lovely rooms, explore the vineyard, and treat yourself to decadent takeout or delivery dining options. For more suggestions on the best hiking trails on Martha’s Vineyard, please give us a call at 508-627-4711.