Over the Mountain Hike

Saturday November 7, 2026

9:00 a.m. - 1:00 p.m. • Location: 120 Mountain Ave., Bloomfield

Enjoy an invigorating hike from Simsbury to Bloomfield co-sponsored by the Traprock Ridge Land Conservancy (TRLC), Simsbury Land Trust (SLT), and Bloomfield Parks, Recreation, and Leisure Services. The free hike – now in its 13th year – will showcase TRLC, SLT, and town properties that provide trail connectivity linking the two towns through Penwood State Park. And the fall scenery should be gorgeous!

The hike will be approximately 5 miles. Meet at 9:00 a.m. at the hike's end point, the Oliver Filley House in LaSalette Park in Bloomfield (120 Mountain Ave.). Bloomfield Parks, Recreation, and Leisure Services will provide a bus to shuttle hikers to this year's starting point, SLT’s Tanager Hill property in Simsbury. SLT’s Walk Book notes that Tanager Hill is “the most diverse parcel” of preserved land in Simsbury.

The group will proceed through Tanager Hill to the yellow trail in Penwood State Park.

In Penwood, hikers will visit Lake Louise and The Pinnacle for spectacular fall views of Simsbury and the Farmington Valley.

From there, the hike will proceed southeast to TRLC's Stout Family Fields, Bloomfield's public gateway to Penwood State Park. We will then do a short stretch on the road to reach TRLC's Hawk Hill Farm property, a working farm with passive recreation trails, including a designated ‘tree trail’ with several notable trees, including a magnificent American elm. Hawk Hill adjoins Bloomfield’s LaSalette Park, which will return the group to the historic Oliver Filley House and their vehicles.

We invite you to take advantage of this annual opportunity to hike between our two
neighboring towns and enjoy the end of the fall color.