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Routes
Road cycling routes
United States
Massachusetts
Norfolk County

Norfolk to Gregg Conservation Land loop via Claybrook Road

Routes
Road cycling routes
United States
Massachusetts
Norfolk County

Norfolk to Gregg Conservation Land loop via Claybrook Road

Moderate

3.0

(7)

37

riders

Norfolk to Gregg Conservation Land loop via Claybrook Road

02:20

54.9km

390m

Road cycling

Embark on a road cycling adventure through the scenic landscapes of Norfolk County, Massachusetts, with this moderate loop. You will cover 34.1 miles (54.9 km) and gain 1289 feet (393 metres) in elevation, making it a good workout that takes about 2 hours and 19 minutes to complete. As you…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

Get Directions

1

21.6 km

Claybrook Road

Highlight (Segment) • Cycleway

A winding smooth rolling road, with not too much traffic. Trees, ponds, swans, and McMansions on either side, and all the time a slight gradient keeps you working.

Towards the …

Tip by

2

24.6 km

Gregg Conservation Land

Highlight • Forest

As you ride through this area, you can enjoy the beautiful scenery. The lush and dense green forest spans 42 acres, with some open areas exclusively designated for walking. It's a pleasant resting spot to appreciate the surrounding area.

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3

28.3 km

Wilsondale Street

Highlight (Segment) • Cycleway

Starting from Dedham St, after a short climb up Strawberry Hill, you can enjoy the downs and ups as you zip along Wilsondale. There's some tight turns, so be careful, …

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4

33.6 km

Powisset Street

Highlight (Segment) • Cycleway

A nice to ride section through the Noanet Woodlands with little traffic.

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B

54.9 km

End point

Parking

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Way Types & Surfaces

Way Types

39.0 km

15.9 km

Surfaces

53.1 km

1.81 km

119 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 (90 m)

Lowest point (30 m)

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Weather

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Today

Saturday 30 May

14°C

6°C

90 %

Additional weather tips

Max wind speed: 33.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to complete the Norfolk to Gregg Conservation Land loop via Claybrook Road?

This road cycling loop is approximately 54.9 kilometers (34.1 miles) long and typically takes around 2 hours and 20 minutes to complete on a racebike. This duration can vary based on your cycling speed and any stops you make along the way.

Is this road cycling loop suitable for beginners?

The loop is rated as moderate. While it features mostly paved surfaces, there are elevation gains of about 393 meters (1,289 feet), which require good fitness. Cyclists with some experience will find it manageable, but it might be challenging for absolute beginners.

Where is the best place to start and park for this cycling loop?

While a specific trailhead isn't designated, the loop starts and ends in Norfolk, Massachusetts. You would typically find parking in a suitable public area within Norfolk to begin your ride. Specific parking details for Gregg Conservation Land itself would need to be checked locally, but starting in Norfolk provides flexibility.

What is the terrain and road surface like on this route?

The route primarily features mostly paved surfaces, making it well-suited for racebikes. You can expect varied terrain with moderate elevation changes, providing an engaging ride without being overly strenuous.

What kind of scenery can I expect along the way?

This loop offers diverse and appealing New England scenery. You'll pass through areas with lush green landscapes, potentially near ponds and the Charles River, and through forested sections, especially around Gregg Conservation Land. The route provides a refreshing escape with characteristic charm.

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

The best time for road cycling in Norfolk County, Massachusetts, is typically during the spring, summer, and fall months. These seasons offer pleasant temperatures and vibrant scenery. Fall, in particular, can be beautiful with changing foliage, though it's wise to check for road conditions and weather before heading out.

Are dogs allowed on this cycling route?

This route primarily follows public roads and passes through areas like Gregg Conservation Land. While dogs are generally allowed in many conservation areas, specific rules regarding leashing and cycling with dogs can vary. It's best to check local regulations for Gregg Conservation Land and any other specific parks you might pass through.

Do I need any permits or pay entrance fees for this loop?

Generally, road cycling on public roads in Massachusetts does not require permits or entrance fees. For conservation lands like Gregg Conservation Land, access is typically free for recreational use. However, it's always a good idea to check the specific policies of any conservation land you plan to enter directly.

Does this route connect with other cycling paths or trails?

Yes, the route intersects with several other paths and trails. You'll find sections that overlap with the Bay Circuit Trail, Bay Colony Rail Trail, Charles River Link Trail, and various smaller loops such as the Blue Loop and Red Loop, offering opportunities to explore further if desired.

What makes this particular cycling loop notable?

This loop is notable for its combination of natural beauty and varied, yet manageable, terrain. It offers access to significant natural spaces like Gregg Conservation Land, providing a refreshing escape. The mix of paved roads and moderate elevation changes makes it an engaging ride for recreational road cyclists seeking scenic rewards and a good workout.

Are there any challenging sections on the route?

Given the moderate difficulty rating and an elevation gain of approximately 393 meters, you can expect some climbs throughout the route. While generally manageable for cyclists with good fitness, these elevation changes will provide a good workout and could be considered challenging sections for those less accustomed to hills.

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