The Most Beautiful Places to Visit in Massachusetts

Get some fresh air.

Mount Greylock
Mount Greylock | Nigel Munoz/Flickr
Mount Greylock | Nigel Munoz/Flickr

If you’re itching for an adventure or to see simply something outside of your apartment window, we’ve rounded up some of the best sights worth seeing across Massachusetts. With safe social distancing in mind, pack up your bag and set out for a few of New England’s finest and fresh-air-filled discoveries. For an updated list of parks and reservations opening up, along with further details on their social distancing guidelines, check out The Trustees’ latest reopened properties for even more.

Mount Greylock

As the highest point in Massachusetts, Mount Greylock sits at 3,491 feet, providing views as far as 90 miles away and some much needed meandering throughout New England. With a scenic driving route up the summit, you can keep your distance and enjoy the sights safely from the seat of your car.

Martha's Vineyard
Martha's Vineyard | dr. huxtable/Flickr

Menemsha Hills

Surrounded by rocky edges and the ocean, venture off to Menemsha Hills to enjoy one of the longest walks on the Vineyard. Make sure to stop at the top of Prospect Hill, the second highest point on the Vineyard, for exceptional sights of the Elizabeth Islands.

Bartholomew’s Cobble

A historic and rugged landscape created by geologic upheavals 500 million years ago, Bartholomew’s Cobble boasts grassy meadows, shady forests, freshwater marshes, five miles of hiking trails, and two small caves for easy exploring. For added adventure, head to Hurlburt’s Hill for panoramic views of the Housatonic River Valley.

Garden in the Woods
Garden in the Woods | Lisa Mattei/Flickr

Garden in the Woods

Garden in the Woods, which recently opened back up on June 1, is a wooded botanical garden only 20 miles from Boston. Stretching across 45 acres, it’s the nation’s first plant conservation organization, with over 1,000 plants on display for your viewing pleasure and garden inspiration. In order to check out, you’ll have to purchase tickets online as the organization is taking precautions to limit parking and the number of visitors.

Jacob’s Ladder Trail

Through Lee, Becket, Chester, Huntington, and Russell
If you’re looking to embark on a picturesque drive throughout the Berkshires, set your GPS to Jacob’s Ladder Scenic Byway. The route features top-notch scenic overlooks and winds its way through quaint towns worth taking a pit stop for some fresh air.

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Jillian Hammell is a Thrillist contributor. Follow her on Twitter and Instagram.