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Lower Connecticut River Valley Planning Region

Deep River Center

Deep River Landing – Deep River loop from Deep River Landing

Lower Connecticut River Valley Planning Region

Deep River Center

Deep River Landing – Deep River loop from Deep River Landing

Moderate

4.6

(6861)

7,769

riders

Deep River Landing – Deep River loop from Deep River Landing

02:16

53.7km

260m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: June 16, 2026

Waypoints

Start point

Train Station

Get Directions

5 m

Deep River Landing

Highlight • Viewpoint

A waterside viewing point looking out onto the Connecticut River. A very tranquil spot, keep your eyes out for the wildlife such as eagles and ospreys.

Tip by

1.24 km

Deep River

Highlight • Settlement

This town embodies the quintessential charm of New England, with its picturesque Main Street lined with boutiques, cafes, and historic landmarks.

Tip by

7.24 km

Ivoryton Pond

Highlight • Lake

Falls River feeds Ivoryton Pond which has a small dam at the eastern end. Water from here flows into the much larger Mill Pond a little further east on Main …

Tip by

8.73 km

Comstock Pond/Stream

Nature Reserve

15.3 km

Town Open Space (West Pond Meadow Road)

Nature Reserve

22.4 km

Bushnell-Dickinson House

Highlight • Historical Site

Listed on the National Register of Historic Places in 1978, this house was first constructed in 1790. It was once on the main east–west road through Old Saybrook, offering some pretty historic views.

Tip by

24.6 km

View of Back River from Great Hammock Road

Highlight (Segment) • Viewpoint

Great Hammock Road is one of many beautiful waterside roads in the area. It passes over Back River with views west towards Oyster Point and Indian Town Harbour and east towards Dunks Island.

Tip by

27.8 km

Knollwood Beach

Highlight • Beach

You'll often see people fishing at Knollwood Beach as it has the reputation of being an excellent spot for a successful catch.

Tip by

30.1 km

South Cove

Highlight • Beach

What a place! There is water on either side of you as you ride across Bridge Street. The expanse of blue in all directions makes you feel relaxed and free from all of life's stresses.

Tip by

31.3 km

Original location of Yale College

Highlight • Historical Site

Right across from the Cypress Cemetery, a historic spot in its own right, is the original location of Yale College. There is a large stone with a plaque and an informational sign marking the spot.

Tip by

53.7 km

End point

Train Station

Way Types & Surfaces

Way Types

34.8 km

12.5 km

6.51 km

Surfaces

45.5 km

8.11 km

182 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (50 m)

Lowest point (0 m)

Weather

Friday 19 June

27°C

19°C

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Comments

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Deep River Landing – Deep River loop from Deep River Landing

02:16h

53.7km

260m

Deep River Landing – Deep River loop from Deep River Landing

Deep River Landing

Deep River

Ivoryton Pond

Bushnell-Dickinson House

View of Back River from Great Hammock Road

Knollwood Beach

South Cove

Original location of Yale College

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