Rounds Rock Trail

EASY 4 reviews

Rounds Rock Trail is a 0.9 mile moderately trafficked loop trail located near Cheshire, Massachusetts that features beautiful wild flowers and is good for all skill levels. The trail is primarily used for hiking, walking, nature trips, and birding and is best used from May until October. Dogs are also able to use this trail but must be kept on leash.

0.9 miles 137 feet Loop

dogs on leash

kid friendly



nature trips




wild flowers


8 months ago

perfect for what it is...which is a short and easy mini hike with a surprisingly awesome view considering the lack of effort required to get there. This was my 5 year old's first experience on a trail and for that type of situation it was indeed perfect to get him into the woods with a very cool view at the end.

9 months ago

Quick and easy trail. Two scenic vistas.

1 year ago

Quick easy trail with nice view, did see plane crash site

3 years ago

Beautiful, short and easy hike. GPS read it at about 1.8 though signage indicates a shorter distance. Two scenic vistas with great views, blueberry patches at top, plane crash site from 1948 with memorial. Great hike for kids.