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Routes
Road cycling routes
United States
Massachusetts
Middlesex County
Newton

Eliot to Hale Reservation loop

Moderate

4.7

(3399)

8,842

riders

Eliot to Hale Reservation loop

01:28

35.0km

240m

Road cycling

Embark on the Eliot to Hale Reservation loop, a moderate road cycling route that takes you through scenic woodlands and past Willett Pond. This 21.7 miles (35.0 km) journey involves 802 feet (245 metres) of elevation gain, offering a rewarding ride that you can complete in about 1 hours and…

Last updated: April 23, 2026

Tips

The surface for a segment of your route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 17.4 km for 221 m

Waypoints

A

Start point

Train Station

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1

16.7 km

Paved Road Through Hale Reservation

Highlight (Segment) • Trail

Small scenic paved road through Hale. Only one small stretch (five yards or so) where the road was not great.

Tip by

B

35.0 km

End point

Train Station

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Way Types & Surfaces

Way Types

20.8 km

9.18 km

4.41 km

499 m

< 100 m

< 100 m

Surfaces

33.8 km

1.01 km

188 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 (80 m)

Lowest point (30 m)

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Weather

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Today

Sunday 24 May

13°C

10°C

93 %

Additional weather tips

Max wind speed: 16.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

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

This route offers a varied experience. You'll encounter rolling to rugged hills with significant climbs and descents, particularly in the Blue Hills Reservation area around Eliot Tower. Hale Reservation features a mix of woodlands and gentler, rolling terrain, with some paved roads winding through it. Expect a combination of well-paved surfaces and potentially less-maintained sections, especially when connecting between the reservations.

Is this cycling route suitable for beginners?

Given its 'moderate' difficulty rating and elevation changes, this route is best suited for cyclists with good fitness. While some sections might be easier, the climbs in the Blue Hills can be challenging. Beginners might find it strenuous, but experienced riders will appreciate the diverse terrain.

What are the main points of interest along the route?

A significant landmark is Eliot Tower on Great Blue Hill in the Blue Hills Reservation, offering expansive views of the Boston skyline. The route also includes a Paved Road Through Hale Reservation, which winds through scenic woodlands and past features like Willett Pond. You'll experience diverse natural landscapes in both reservations.

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

Spring and fall generally offer the most pleasant cycling conditions with comfortable temperatures and beautiful foliage. Summer can be enjoyable, but be prepared for warmer weather. Winter cycling is possible but may require appropriate gear and caution due to potential ice or snow, especially on less-maintained sections.

Where can I park to access this cycling route?

While there isn't one designated parking lot for this specific loop, you can typically find parking within or near both the Blue Hills Reservation (e.g., Houghton's Pond area) and Hale Reservation. Check the respective reservation websites for official parking areas and any associated fees or regulations.

Are there any permits or entrance fees required for this route?

Generally, there are no specific permits or entrance fees required to cycle on the public roads and within the main areas of Blue Hills Reservation or Hale Reservation. However, always check the official websites for the most current information, as policies can change.

Does this route connect with other trails?

Yes, the route utilizes and connects with various paths. Within Hale Reservation, there's an extensive network of mountain biking trails, though this route primarily sticks to paved sections. The route also passes through sections of the Page and Sadie Trail, Upper Falls Greenway, Blue Blazed Trail, Sudbury Aqueduct Trail, and Oak Street, among others.

Is this a loop route?

Yes, the 'Eliot to Hale Reservation loop' is designed as a circular route, bringing you back to your starting point.

What kind of scenery and wildlife can I expect?

You'll cycle through diverse ecosystems, from the woodlands and rocky hills of the Blue Hills offering panoramic views, to the serene woodlands and ponds of Hale Reservation. Keep an eye out for local wildlife, as both reservations are rich natural environments.

Is the route dog-friendly?

While the route is primarily on public roads and within reservations, specific dog policies vary. Dogs are generally allowed in both Blue Hills and Hale Reservations but must be kept on a leash. Always clean up after your pet. Check the individual reservation rules for any specific restrictions.

Are there any cafes or places to refuel along the way?

This route primarily focuses on natural areas. While there aren't many direct on-route cafes, you'll pass through areas relatively close to towns like Westwood and Milton, where you can find options for food and drink. It's advisable to carry sufficient water and snacks for the duration of your ride.

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