A stone medieval-looking fortress an eccentric actor built above the Connecticut River in East Haddam, full of trick locks and hand-carved oddities, with a hilltop view over the valley.
Road trips · Connecticut
Connecticut road trips & hidden gems.
The stops worth changing a travel day for in Connecticut — crowd-voted gems, events worth traveling for, and the public golf you can actually book. Curated by Roamward, the scenic road-trip planner.
Hidden gems
What locals say you shouldn’t miss.
Crowd-nominated in the Gem Hunt. Add yours and vote the finalists into the app.
A surreal, partly restored hillside of cinder-block Bible scenes and a glowing cross overlooking Waterbury — kitschy, eerie, and open for free daytime visits.
A series of cascades totaling some 250 feet tumbling beside a streamside staircase trail in the northwest Litchfield Hills — a quick, rewarding stop off Route 7.
A roadside diner near the Massachusetts line in Union where every guest takes home free used books pulled from the shelves stuffed throughout the dining room.
A wooded park in East Haddam built around Chapman Falls, a 60-foot cascade over stair-stepped stone, with mossy trails and a whisper of local folklore.
A UConn museum in Storrs holding one of America's largest puppet collections, from marionettes to elaborate stage figures, with free admission and live performances in the quiet northeast corner.
Tee it up
Public golf you can book in Connecticut.
Bloomfield · $$$ — Pete Dye's first New England design
New Haven · $$$ — Raynor's bold collegiate masterpiece
Plan the Connecticut trip
Get the scenic route, the stops, and the timing.
Roamward turns these into a real road trip — the drive, the detours, and the stays. Join early access for the iOS beta.