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Routes
Road cycling routes
United States
Connecticut
Southeastern Connecticut Planning Region
Norwich

Norwichtown to Windham loop

Moderate

3.0

(14)

77

riders

Norwichtown to Windham loop

02:46

60.2km

560m

Road cycling

This moderate 37.4-mile road cycling loop from Norwichtown to Windham offers scenic views and 1832 feet of elevation gain.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

17.7 km

Bailey’s Ravine

Highlight • Waterfall

Small waterfall just off the road. You don't need to go far down the trail head to get a glimpse of the ravine.

Tip by

2

48.4 km

River Park

Highlight • River

Great place for a break with beautiful scenery. Good views of the Shetucket River.

There is a gazebo and picnic area.

Tip by

B

60.2 km

End point

Parking

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Way Types & Surfaces

Way Types

37.4 km

16.1 km

6.73 km

< 100 m

Surfaces

47.9 km

12.3 km

< 100 m

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Elevation

Elevation

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

Highest point (140 m)

Lowest point (20 m)

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Weather

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Monday 13 July

29°C

14°C

-- %

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Frequently Asked Questions

Where does the Norwichtown to Windham loop start, and is there parking available?

The route typically starts at the Norwichtown Green on East Town Street in Norwichtown. Parking is generally available in this area, making it a convenient starting point for cyclists.

How long does it typically take to complete this cycling loop?

The estimated cycling time for the 60.2 km (approximately 37.4 miles) route is about 2 hours and 46 minutes, though this can vary based on your pace and stops.

What is the terrain like on this cycling loop?

The route is characterized by rolling terrain and is described as hilly, with an elevation gain of around 2083 feet over 36.1 miles. While primarily well-paved, there may be some unpaved sections that add to the challenge. There are no 'killer hills,' but it requires good fitness.

Is this route suitable for beginner cyclists?

This is considered a moderate road ride requiring good fitness due to its hilly and rolling terrain. While not extreme, beginners might find the elevation gain challenging. It's not typically recommended as an 'easy' ride.

What kind of scenery can I expect along the route?

You'll cycle through the scenic eastern Connecticut countryside, enjoying views of mostly backcountry roads and rolling terrain. The route passes through various quaint communities, offering a glimpse into the rural charm of Connecticut.

Are there any notable landmarks or stops along the way?

Yes, along the route, you can find a store in Baltic and a general store with a deli in Scotland. There's also a potential lunch stop at the town green in Windham Center. Additionally, the route passes by Bailey’s Ravine and River Park.

What is the best time of year to cycle this route?

The route is best enjoyed during seasons with pleasant weather, typically spring, summer, and fall, when the roads are clear and the scenery is vibrant. Always check local weather conditions before heading out.

Is the Norwichtown to Windham loop dog-friendly?

This is a road cycling route, so while dogs are generally not suitable for riding alongside bikes on busy roads, if you are carrying a small dog in a bike trailer or basket, it would depend on your setup and the dog's comfort. There are no specific restrictions against dogs on the public roads themselves.

Do I need any permits or pay entrance fees to cycle this route?

No, as this route primarily uses public roads through various communities, there are no specific permits or entrance fees required to cycle the Norwichtown to Windham loop.

Are there places to stop for food or drinks on the loop?

Yes, you'll find a store in Baltic and a general store with a deli in Scotland. The town green in Windham Center also offers a good spot for a potential lunch break.

Is this a loop trail or an out-and-back route?

As the name suggests, the Norwichtown to Windham loop is a circular route, meaning you'll end up back at your starting point without retracing your path.

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