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South Central Connecticut Planning Region

Meriden

Rock in the Hammonasset River – Guilford Historic Town Center loop from Francis T. Maloney High School

South Central Connecticut Planning Region

Meriden

Rock in the Hammonasset River – Guilford Historic Town Center loop from Francis T. Maloney High School

Hard

3.4

(29)

riders

Rock in the Hammonasset River – Guilford Historic Town Center loop from Francis T. Maloney High School

06:20

140km

1,040m

Road cycling

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is right next to a parking lot.

Last updated: March 18, 2026

Tips

The surface along some of this route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 45.1 km for 99 m

After 112 km for 279 m

Waypoints

Start point

Parking

Get Directions

5.40 km

Highland Pond

Highlight • Lake

Cyclists find a serene retreat at Highland Pond in Middletown, USA. The pond, nestled amid scenic landscapes, provides a peaceful spot for a rest during a cycle ride. Cyclists can …

Tip by

45.1 km

Evelyn & Hawthorne Smyth Sanctuary

Nature Reserve

45.9 km

River Road

Highlight (Segment) • Viewpoint

River Road, along with a few of the other paved roads and bridges in the area, offers views of the Connecticut River. There are a bunch of neighborhoods on the …

Tip by

70.1 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

72.3 km

Plum Bank Beach

Highlight • Beach

This is the town beach for Old Saybrook. It's open from 8:00 a.m. to dusk, with lifeguards available from 10:00 a.m. to 6:00 p.m. When the lifeguards are present you …

Tip by

73.2 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

81.5 km

Westbrook Town Beach

Highlight • Beach

Fly along the seafront at Westbrook Town Beach or stop for a snack at one of the stands pitched up along the sand. Views across the Long Island Sound make this a great place to ride.

Tip by

90.4 km

If you bike down Cottage Road, you can access the Hammonasset River at the Town of Madison Canoe/Kayak Launch. This is a popular spot for just soaking in views of the river under the West Main Street Bridge.

Tip by

103 km

Guilford Historic Town Center

Highlight • Historical Site

Guilford's historic center is built around the town green, which was laid out in 1639. The green is host to a number of events throughout the year as well as …

Tip by

111 km

Malley's Pond

Nature Reserve

140 km

End point

Parking

Way Types & Surfaces

Way Types

86.9 km

28.8 km

24.4 km

153 m

133 m

Surfaces

112 km

27.0 km

580 m

267 m

133 m

Elevation

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

Highest point (130 m)

Lowest point (0 m)

Weather

Today

Tuesday 2 June

24°C

6°C

0 %

Additional weather tips

Max wind speed: 12.0 km/h

to get more detailed weather forecasts along your route

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

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Rock in the Hammonasset River – Guilford Historic Town Center loop from Francis T. Maloney High School

Highland Pond

River Road

Knollwood Beach

Plum Bank Beach

View of Back River from Great Hammock Road

Westbrook Town Beach

Rock in the Hammonasset River

Guilford Historic Town Center

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