The 10 Best Cliff Jumping Spots in Connecticut

Connecticut has 32 documented cliff jumping spots on CliffScout, 20 of them community-verified. These are the standouts — ranked by verification, documentation, and community activity, not hype. Every listing links to a full page with photos, heights, and access notes.

1. 1

   Brownstone Quarry (Brownstone Adventure Sports Park) Verified

   Portland · jumps 15–100 ft

   This is Brownstone Adventure Sports Park (site of the historic, National Historic Landmark Portland Brownstone Quarries), a paid commercial park at 161 Brownstone Ave in Portland, CT, open daily in summer with posted hours and… Full guide →

2. 2

   Spruce Brook Falls Verified

   Beacon Falls

   Spruce Brook Falls is a chain of cascades in Naugatuck State Forest, Beacon Falls — a 15-foot plunge on the main brook and a 40-foot drop on a tributary, with several smaller falls between moss-covered boulders. Park at the lot… Full guide →

3. 3

   Diana's Pool Falls Verified

   Chaplin

   Diana's Pool sits on the Natchaug River off Diana's Pool Road in Chaplin, with a small dirt lot holding six to eight cars. A cliff roughly 30-35 feet high stands beside the bridge and has long drawn jumpers, though depth varies… Full guide →

4. 4

   Roaring Brook Falls Verified

   Cheshire

   Roaring Brook Falls is Connecticut's tallest single-drop waterfall at 80 feet, tumbling over a wooded ledge on West Mountain in a natural area jointly preserved by the Town of Cheshire and the Cheshire Land Trust since 1978. A… Full guide →

5. 5

   Foothills Road (Millers Pond State Park) Verified

   Durham · jumps 10–25 ft

   This is the cliff-jump area at Millers Pond State Park in Durham, CT: take Exit 11 off Route 9, head west on Route 155, turn left on Millbrook Road, then bear left onto Foothills Road to the park's small free parking lot, which… Full guide →

6. 6

   Chapman Falls Verified

   East Haddam

   Chapman Falls is the signature feature of Devil's Hopyard State Park, where the Eightmile River drops roughly 60 feet over three cascading steps of Scotland schist. Park at the Foxtown Road lot off Hopyard Road; the falls are a… Full guide →

7. 7

   Great Falls Verified

   Falls Village

   Great Falls is Connecticut's highest-volume waterfall, a 50-foot drop spanning about 112 feet on the Housatonic River at Falls Village (Canaan). Park along Housatonic River Road — the lot is small, so arrive early — and walk down… Full guide →

8. 8

   Millers Pond State Park Verified

   Higganum · jumps 10–25 ft

   Millers Pond State Park in Durham/Haddam, CT centers on the 33-acre Millers Pond, reached from a parking area on Foot Hills Road (off Route 155/Millbrook Road). A loop trail passes rock outcrops along the shoreline that people… Full guide →

9. 9

   Seven Falls Verified

   Middletown

   Seven Falls (Seven Falls State Park) is a chain of small cascades - really three or four distinct drops of about 5 feet each - on a rocky brook off Aircraft Road near Route 9 exit 10 in Middletown/Higganum. Roadside lots at Seven… Full guide →

10. 10

    Westfield Falls Verified

    Middletown

    Westfield Falls sits on Fall Brook just off Miner Street in Middletown, a few hundred feet from a small roadside pull-off that holds only 6-8 cars. Two drops are visible: an 18-foot plunge and a 15-foot horsetail landing in a… Full guide →

Browse the full list: all 32 spots in Connecticut