Go swimming and have a picnic at Burr Pond, then hike the trails in search of the bronze tablet marking Connecticut's role in the Civil War and the Industrial Revolution.
Visited the first weekend of October while it was overcast and in 50s. The trees provided good coverage from occasional sprinkles. It's an easy hike that mostly hugs the pond, with occasional jaunts into thick woods. There's rocks and tree roots on the trail so be ready to do some maneuvering, but it's fairly well maintained so not an issue if you wear running shoes. The blue trail (2.5 mile loop) is a great walk pre/post wine trail explorations. It's gentle enough for young kids or those without any hiking experience who want to take in some nature and escape the city. Highly recommend for the views and coming in mid-late October as the leaves look just about ready to change. We took our Boston terrier and loved that the trails are dog friendly!
Mo V. on Burr Pond
This is a great trail with an easy path to follow. You need to watch the tree roots and rocks as you hike along the lake, but it makes your hike more aerobic. it is moderate in traffic with a muxure of dog walkers, families and avid hikers. Very pretty views and I enjoyed the spring flowers popping up align the trail. it's certainly a favorite for me and my hiking crew.
I ran this trail at dusk tonight with the last few minutes of sun for the first part and a headlamp for the rest. The scenery was peaceful and the path is mostly flat with a few short ups and downs thrown in about 1/3 (or 2/3, if you start the other way) of the way around to keep it interesting. It was rocky and a little soggy in spots but very manageable. It will be a great trail for the kids and a nice place to squeeze in a quick run on some rocky trail when time is short.