Explore the best scenic driving trails in Massachusetts with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Beautiful road through islands and beaches.

Beautiful place that you can visit multiple times and find new beautiful views each time. The biggest highlight would be the lookout tower and the lakes.

I would say the best time to go is in the fall because of the foliage.

beautiful walk and loved the tower and view of Boston

Beautiful flowering trees & well kept up landscaping. Also saw bunnies, frogs, turtles, cardinals, hawk & robins. Gorgeous & peaceful.

trail running
5 months ago

7 months ago

beautiful. no bikes

Beautiful cemetery. However dogs are not allowed there.

walking
Friday, August 05, 2016

Lots of wonderful Italian restaurants in the North End!

walking
Saturday, February 13, 2016

Incredibly beautiful garden cemetery with multiple trail loops. You could spend all day walking here enjoying landscaping, bunnies, birds, sculpture, history. One of my favorite things to do in Boston.

hiking
Wednesday, October 15, 2014

Just like the Mohawks of hundreds of years ago, this is a great passage from Boston to the New York border. Meandering along the Deerfield River is bucolic. A wonderful stop is in North Adams at Mass MoCA. And then stop in for a nosh in Williamstown and stop by the Clark Museum of Art.

hiking
Saturday, December 14, 2013

As a child growing up in New England I always fall back to this area. It has beautiful sites and hiking trails. I have done the loop several times already as a kid and as an adult. It has also a lot of history behind as well. The Mohawk Trail in the early days was a trading route where pioneers traded fur for goods. A lot of other history as well. Great place to visit especially in the Fall.

scenic driving
Wednesday, May 15, 2013

This is the first scenic drive I can remember from childhood. And over the years I still love it as much as my grandparents did when they shared this beautiful ride. There is history, art, culture, shopping, tourist stuff and most of all, beautiful scenery.

scenic driving
Monday, March 07, 2011

This famous, classic route is beautiful at any time of year. During fall foliage, it is stunning! Literally! I've seen people get their first exposure to New England foliage along this road, and watched them stare, open-mouthed. Do not miss this route if you can get there.