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Road cycling routes
United States
Massachusetts
Middlesex County
Marlborough

Wayside Inn Grist Mill – Longfellow's Wayside Inn loop from RZA Island

Routes
Road cycling routes
United States
Massachusetts
Middlesex County
Marlborough

Wayside Inn Grist Mill – Longfellow's Wayside Inn loop from RZA Island

Easy

3.4

(7)

94

riders

Wayside Inn Grist Mill – Longfellow's Wayside Inn loop from RZA Island

00:48

18.7km

100m

Road cycling

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: June 1, 2026

Waypoints

A

Start point

Parking

Get Directions

1

2.34 km

Wayside Inn Grist Mill

Highlight • Monument

The Wayside Inn Grist Mill is a water-powered stone mill that was built in 1929. This attractive, historic building, with its distinctive red wheel and tall waterfall, still produces cornmeal and wheat flour as demonstrations for visitors. You can stop in for a bite to eat or dismount from your bike and explore the grounds.

Tip by

2

2.75 km

Longfellow's Wayside Inn

Highlight • Historical Site

The inn was first built in 1716, and is on the National Register of Historic Places. It remains a charming rustic hotel, restaurant, and venue, and features a number of freestanding historic buildings and grounds.

Tip by

B

18.7 km

End point

Parking

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Way Types & Surfaces

Way Types

15.5 km

1.84 km

1.43 km

Surfaces

18.5 km

210 m

< 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 (110 m)

Lowest point (50 m)

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Weather

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Today

Friday 24 July

28°C

13°C

0 %

Additional weather tips

Max wind speed: 7.0 km/h

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Description

If you're looking for an easy road cycling route that offers a quick spin through scenic New England, the Wayside Inn Grist Mill – Longfellow's Wayside Inn loop from RZA Island is a solid choice. This 11.7 miles (18.8 km) road cycling route, rated easy, features a gentle 327 feet (100 metres) of elevation gain and can be completed in about 46 minutes. It's perfect for a leisurely outing or a warm-up ride, letting you enjoy the historic surroundings without breaking a sweat, making it one of the more accessible Wayside Inn Grist Mill cycling routes.

What to expect on Wayside Inn Grist Mill – Longfellow's Wayside Inn loop from RZA Island

This loop takes you through the picturesque rural New England landscape surrounding the historic Longfellow's Wayside Inn. You'll pass by fields, streams, and forests, with the charming historic buildings of the Inn property, including the Grist Mill and Martha-Mary Chapel, serving as key points of interest. The ride is generally smooth and well-suited for racebikes, offering a relaxed pace to soak in the scenery. It's an ideal route for cyclists who appreciate history and natural beauty without demanding climbs or technical terrain.

Planning your visit

While the immediate trails on the Wayside Inn property are for walking only, this road cycling loop utilizes the surrounding roads. Parking for cyclists is generally available near the Wayside Inn, but it's always a good idea to arrive earlier on busy weekends. The area is beautiful year-round, but spring and fall offer particularly pleasant cycling weather and stunning foliage. Remember to carry water, especially during warmer months, as amenities might be spread out along the route.

Trail details

  • Distance: 11.7 miles (18.8 km)
  • Elevation gain: 327 feet (100 metres)
  • Difficulty: easy
  • Estimated time: 46 minutes

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