Roamward

Hikes · Connecticut

Best hikes in Connecticut.

Connecticut hiking is traprock ridges and quiet falls — the Sleeping Giant, Bear Mountain, and Kent Falls.

Curated trails5
Distance range0.5–6.6 mi
Biggest climb1,600 ft
Difficulty1 easy · 3 moderate · 1 hard
TerrainTraprock ridges & waterfalls
Best seasonSpring & fall (foliage)
Don’t missSleeping Giant (Tower Trail)

Boots on

5 hikes worth the detour.

Sorted easy to expert. Every one mapped with distance, route type, and elevation gain — built for everyone from the RV & camping crew to the bucket-list crowd.

Kent Falls

Easy · 0.5 mi · Out & back · 250 ft

stairs beside a 250-ft cascade

Chauncey Peak

Moderate · 2.5 mi · Loop · 500 ft

traprock cliffs over a reservoir

Talcott Mountain

Moderate · 2.5 mi · Out & back · 550 ft

Heublein Tower and valley views near Hartford

Sleeping Giant (Tower Trail)

Moderate · 3 mi · Out & back · 750 ft

a stone tower atop the reclining-giant ridge

Bear Mountain (CT)

Hard · 6.6 mi · Loop · 1,600 ft

the highest peak in Connecticut

Know a Connecticut trail we’re missing?

Plan the Connecticut trip

Hikes, gems, scenic drives — all in one Connecticut guide.

See everything worth the detour in Connecticut, then let Roamward build the trip around it. Know a Connecticut trail we’re missing? Add it — we’re building this with the people who actually hike it.

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Full Connecticut guide →All states