Leaf-covered paths, quiet ponds, rocky overlooks and miles of rail trail are waiting across our 13 towns. Pick your pace and make a day of it.
These favorites offer a mix of easy outings and true hikes. Conditions, permitted uses and parking can change, so open the official information before heading out.
Gentler routes for walking, biking and taking in the scenery at your own pace.
A broad former rail corridor with long, gentle stretches, bridges and a newly lit 400-foot tunnel at Bolton Notch—excellent for walking or riding.
Follow the route of the historic Air Line Railroad through changing woods and open landscapes on one of Connecticut's signature multi-town trails.
Eastern Connecticut's connected greenways make it easy to plan an out-and-back outing or link together a longer foliage ride across neighboring towns.
Ponds, picnic spots and approachable trails for an easy day outside.
A beautiful choice for a relaxed fall afternoon, with wooded trails, pond views, picnic areas and routes that connect with Vernon's larger trail system.
Pair wide water views with peaceful woodland paths. The open landscape makes the changing fall colors feel especially dramatic.
Discover local trail maps for Crandall Park and Tolland's conservation areas—perfect for a quick walk when you want fall color without a long drive.
Head uphill for towers, ledges and some of Tolland County's best fall views.
Climb toward Soapstone Mountain, wander the Blue-Blazed Shenipsit Trail and catch a sweeping canopy of autumn color from the observation tower.
Explore a compact but memorable landscape of ledges, woodland and historic pathways, with connections into the Hop River trail network.
Rockier terrain and deeper woods for hikers ready to spend more time on the trail.
For a true woods-away-from-it-all feeling, explore rocky paths, deep forest and the quiet shores of Bigelow and Mashapaug ponds.
A classic eastern Connecticut hiking experience winding through forests, streams and quiet backcountry. Choose a manageable section and bring a trail map.
From an after-work walk to a full day in the forest, Tolland County gives us plenty of room to breathe, move and explore.
Send the trail name, town, official information link and what makes it special.