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Road cycling routes
United States
Massachusetts
Norfolk County
Walpole

Walpole to Sudbury Reservoir loop via Ashland

Moderate

2.9

(2)

82

riders

Walpole to Sudbury Reservoir loop via Ashland

03:49

89.3km

640m

Road cycling

This moderate 55.5-mile road cycling loop from Walpole to Sudbury Reservoir via Ashland offers scenic views and a good fitness challenge.

Last updated: February 26, 2026

Tips

Cycling is not permitted along parts of this route

After 70 m for 173 m

After 89.1 km for 173 m

Waypoints

A

Start point

Train Station

Get Directions

1

27.5 km

Ashland Town Hall

Highlight • Monument

Ashland is one of the younger towns in the region, as it was initially divided between the towns of Hopkinton and Framingham, which were founded before it. It was not …

Tip by

2

39.1 km

The views out over both arms of Marlborough Brook here are super nice as you go over the bridge. The brook runs into, and is really a part of Sudbury …

Tip by

3

81.5 km

Philip Street & High Street Combo

Highlight (Segment) • Cycleway

A long stretch of winding, wooded, mostly residential roads, lets you enjoy the ride and scenery.

Tip by

B

89.3 km

End point

Train Station

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Way Types & Surfaces

Way Types

58.8 km

29.6 km

646 m

254 m

< 100 m

Surfaces

84.1 km

5.27 km

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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 (110 m)

Lowest point (30 m)

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Weather

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Today

Wednesday 15 July

34°C

19°C

0 %

Additional weather tips

Max wind speed: 23.0 km/h

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Frequently Asked Questions

How long does it typically take to complete the Walpole to Sudbury Reservoir loop via Ashland?

This road cycling loop is quite substantial, covering nearly 90 kilometers. Most cyclists can expect to spend around 3 hours and 48 minutes on the route, depending on their pace and how many stops they make.

What is the terrain like on this road cycling route?

The route primarily features well-paved surfaces, making it very suitable for road bikes. While it's classified as 'moderate' due to its distance and elevation gain, the surface itself is generally smooth and easy to ride.

What are some notable points of interest along the way?

As you cycle, you'll pass by the historic Ashland Town Hall. A highlight of the route is also the scenic View of Marlborough Brook and Sudbury Reservoir, offering picturesque water views. You'll also ride along the Philip Street & High Street Combo, a recognized cycle way.

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

Spring and fall are generally the best seasons for road cycling in Massachusetts. The fall offers beautiful foliage, while spring brings pleasant temperatures. Summer can also be enjoyable, but be prepared for warmer weather. Winter cycling is possible but requires appropriate gear and caution due to potential ice and snow.

Does this route intersect with any other well-known trails?

Yes, the route briefly overlaps with sections of the Bay Circuit Trail and the Sudbury Reservoir Trail. It also touches upon the East Coast Greenway (MA) for a small portion.

Is the Walpole to Sudbury Reservoir loop suitable for beginner cyclists?

Given its distance of nearly 90 kilometers and an elevation gain of about 640 meters, this route is considered moderate and requires good fitness. While the terrain is well-paved, it might be challenging for absolute beginners. Cyclists with some experience and a good fitness level will find it rewarding.

Are there any permits or entrance fees required to cycle this route?

No, there are no specific permits or entrance fees required to cycle this public road cycling route. However, if you plan to explore areas directly managed by the Massachusetts Water Resources Authority (MWRA) around the Sudbury Reservoir, be aware of their regulations regarding access and activities. You can find more information on their official website, such as southboroughma.gov.

Where can I find parking for this cycling loop?

As the loop starts and ends in Walpole, you can look for public parking options within Walpole or nearby Ashland. Specific parking lots are not designated for the start of this particular route, so plan to find street parking or public lots in the town centers.

Is the Walpole to Sudbury Reservoir loop dog-friendly?

This is a road cycling route that primarily uses public roads. While dogs are generally allowed in public spaces on a leash, bringing a dog on a road bike ride of this length and nature is not typically recommended for their safety or comfort. If you're looking for dog-friendly trails, consider shorter, off-road options.

Are there any cafes or rest stops along the route?

The route passes through several towns, including Ashland, where you'll find opportunities for cafes, restaurants, and convenience stores to refuel and rest. Planning your stops in advance can help ensure a smooth ride.

What makes this route a popular choice for road cyclists?

This loop is notable for being listed among the 'Top 10 Most Beautiful Road Biking Routes around Walpole.' Its combination of challenging distance, manageable well-paved terrain, and attractive natural scenery, including views of the Sudbury Reservoir, makes it a rewarding experience for those seeking a significant road cycling adventure.

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