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Routes
Bike touring routes & trails
United States
Massachusetts
Norfolk County
Wellesley

Wellesley Hills to Moose Hill Reservation loop via Gregg Conservation Land

Routes
Bike touring routes & trails
United States
Massachusetts
Norfolk County
Wellesley

Wellesley Hills to Moose Hill Reservation loop via Gregg Conservation Land

Hard

5.0

(5583)

16,134

riders

Wellesley Hills to Moose Hill Reservation loop via Gregg Conservation Land

04:25

73.7km

510m

Cycling

This difficult 45.8-mile touring cycling loop from Wellesley Hills to Moose Hill Reservation offers diverse terrain and scenic views.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

7.26 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.

Tip by

2

27.0 km

Moose Hill Farm Road

Highlight (Segment) • Trail

This very pleasant section of road leads you to Moose Hill Farm. Moose Hill is a very old wildlife reserve created in 1916.

This place is also home to the …

Tip by

3

53.4 km

Cruising along Seekonk Street and South Street, you pass through beautiful lush green wetlands and over the Charles River. This area of land has been protected from development to store …

Tip by

B

73.7 km

End point

Parking

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Way Types & Surfaces

Way Types

58.3 km

7.81 km

6.28 km

1.34 km

< 100 m

Surfaces

69.8 km

2.36 km

1.34 km

246 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 (30 m)

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Weather

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Today

Saturday 30 May

15°C

6°C

91 %

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 this touring cycling loop?

This extensive touring cycling loop, stretching approximately 73.7 kilometers (45.8 miles), typically requires about 4 hours and 25 minutes to complete. This duration is for cyclists with very good fitness due to the route's challenging nature.

What is the difficulty level of this cycling route?

This route is categorized as 'difficult' and a 'Hard bike ride'. It is best suited for cyclists with 'very good fitness' due to its length, elevation gain, and some potentially unpaved segments.

What kind of terrain can I expect on this cycling loop?

The route primarily features mostly paved surfaces, offering a smooth ride. However, be aware that some segments may be unpaved and difficult to ride, contributing to its 'hard' rating. You'll encounter undulating roads with steady, smooth climbs and descents that include 'fun chicanes' (sharp turns).

What natural features and highlights can I see along the route?

You can expect diverse and picturesque scenery, including woodlands, open fields, and wetlands. Notable areas include Gregg Conservation Land, Moose Hill Farm Road, and the Charles Valley Natural River Storage Area. Moose Hill Reservation is a significant wildlife sanctuary and part of a Mass Audubon Society Wildlife Sanctuary.

Are there any scenic viewpoints on the loop?

Yes, Moose Hill Reservation features 20 miles of trails with breathtaking views, especially during fall foliage. You'll pass through mixed forests, old farm fields, and red maple swamps, offering many scenic opportunities.

What kind of wildlife might I encounter?

Given that Moose Hill Reservation is a wildlife reserve and a Mass Audubon Society Wildlife Sanctuary, you have opportunities to observe local wildlife and natural landscapes. The diverse habitats along the route support various species.

Where can I park to access this cycling loop?

While specific parking lots for the entire loop are not detailed, you can look for parking options near Wellesley Hills to begin the loop, or near Gregg Conservation Land in Walpole or Moose Hill Reservation in Sharon, MA, to access different sections of the route.

Is this cycling loop suitable for families or beginners?

No, this loop is generally categorized as a 'Hard bike ride' requiring 'very good fitness' due to its length, elevation, and some unpaved sections. It is not recommended for beginners or young families looking for an easy ride.

Is the Wellesley Hills to Moose Hill Reservation loop dog-friendly?

While specific regulations for the entire loop are not available, individual conservation lands and sanctuaries often have their own rules. Moose Hill Reservation, as a Mass Audubon sanctuary, typically allows dogs on leash on its trails, but it's best to check specific rules for Gregg Conservation Land and other sections you plan to traverse.

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

The fall season is particularly recommended for cycling this route, as Moose Hill Reservation offers breathtaking views, especially during fall foliage. Spring and early summer can also be pleasant, but always check weather conditions.

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

Generally, no specific permits or entrance fees are required for cycling on public roads and most conservation lands along this route. However, if you plan to access specific facilities or areas within the Mass Audubon Moose Hill Wildlife Sanctuary, it's advisable to check their website for any visitor fees or specific regulations.

Are there places to eat or stay near the route?

Yes, both Wellesley Hills and the areas around Moose Hill Reservation (Sharon, MA) and Gregg Conservation Land (Walpole, MA) offer various options for cafes, pubs, and accommodation. You'll find amenities in the towns along or near the loop.

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