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Routes
Bike touring routes & trails
United States
Massachusetts
Essex County
Peabody

Border to Boston Trail Loop

Moderate

3.5

(2)

80

riders

Border to Boston Trail Loop

03:12

46.8km

190m

Cycling

Cycle the moderate 29.1-mile Border to Boston Trail Loop, featuring varied terrain, woodlands, and ponds like Middleton Pond.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

478 m

Border to Boston Trail - Trailhead

Highlight • Trail

Here is the starting point of the Border to Boston Trail.

It's a 70-mile shared use trail that links approximately 20 communities from the New Hampshire border to Boston for non-motorized uses including walking, bicycling, and more.

Tip by

2

19.4 km

Cleaveland Farm State Forest

Highlight • Forest

This is a diverse landscape with woodlands and wetlands. The areas trails are inviting for hikers, bikers, trail runners, and equestrians.

Tip by

3

24.8 km

Holyoke-French House

Highlight • Historical Site

Dating from 1760, Holyoke-French House was gifted to the Boxford Historical Society in 1942. It is named after the two families that have lived there over the past 250 years, the Holyokes and the Frenches.

Tip by

4

32.5 km

East Street Pond

Highlight • Lake

Some things just take you by surprise now and again, and this unnamed pond on East Street is just one of them. It is such a pretty location. The section …

Tip by

5

36.0 km

Middleton Pond

Highlight • Lake

Middleton Pond is the municipal water reservoir for Middleton town. This water frontage section with views across the pond is particularly nice. Slightly envious of the shore side properties here that have this view.

Tip by

B

46.8 km

End point

Parking

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Way Types & Surfaces

Way Types

18.2 km

17.7 km

6.04 km

3.62 km

1.18 km

< 100 m

< 100 m

Surfaces

20.4 km

12.1 km

7.49 km

6.73 km

< 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.

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Weather

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Today

Saturday 23 May

17°C

7°C

0 %

Additional weather tips

Max wind speed: 14.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it take to cycle this route?

This touring bicycle route, covering approximately 46.8 kilometers, typically takes around 3 hours and 12 minutes to complete. This duration is an estimate and can vary based on your cycling speed and how often you stop to enjoy the scenery.

Is this a continuous loop trail?

While this specific komoot route is designed as a loop, the broader Border to Boston Trail itself is primarily a linear, developing path with several gaps. These gaps often require cyclists to use on-road connections to complete longer sections. This particular loop incorporates parts of the trail to create a continuous cycling experience.

What is the terrain like on this cycling route?

The terrain is varied, reflecting the nature of the Border to Boston Trail. You'll encounter sections that follow former railroad corridors, which are generally flat with surfaces of compacted stone dust, paved asphalt, or hard-packed dirt. Some parts, like the Topsfield Linear Common and Danvers Rail Trail, are known for their easy, flat surfaces. However, be prepared for transitions to on-road sections where the trail is not yet complete, which may include some hills. Undeveloped segments could also be present, requiring bikes with wider tires.

What kind of scenery can I expect along the way?

The route offers diverse and scenic views. You'll cycle through picturesque woodlands and marsh surroundings, particularly along sections like the Topsfield Linear Common, which runs through wildlife-rich wetlands. The trail also passes through charming New England towns and offers glimpses of lakes such as East Street Pond and Middleton Pond. You might also pass historical sites like the Holyoke-French House.

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

The best time to cycle this route is generally during the spring, summer, and fall months. Spring offers blooming flora, while fall provides stunning foliage. Summer is also pleasant, but be mindful of warmer temperatures. Always check local weather conditions before heading out, as some undeveloped sections can become muddy after rain.

Is the route suitable for beginners?

This route is graded as 'moderate' due to its length and varied terrain, including potential on-road sections and different surface types. While many rail-trail segments are easy and flat, the overall loop might be more challenging for absolute beginners. Cyclists with some experience and a touring bicycle should find it enjoyable. If you're a beginner, consider starting with shorter, known easy sections of the Border to Boston Trail first.

Where can I park to access the trail?

The route starts near the Border to Boston Trail - Trailhead in West Peabody, Massachusetts. Parking is typically available at designated trailheads or nearby public parking areas in the towns along the route. It's advisable to check local municipal websites for specific parking regulations and availability before your visit.

Does this route connect with other trails?

Yes, this route utilizes sections of several other trails. It is a significant part of the larger East Coast Greenway and also incorporates segments of the Independence Greenway, Danvers Rail Trail, and Topsfield Linear Common. You may also encounter parts of the Bay Circuit Trail and the Middleton Rail Trail.

Is the Border to Boston Trail Loop dog-friendly?

Generally, dogs are permitted on most sections of the Border to Boston Trail, including those used in this loop. However, they must be kept on a leash at all times, and owners are responsible for cleaning up after their pets. Always respect local signage regarding pet regulations, especially when passing through town centers or specific natural areas like Cleaveland Farm State Forest.

Do I need any permits or pay an entrance fee?

No, you do not typically need permits or have to pay an entrance fee to access the Border to Boston Trail or the sections included in this loop. It is a public multi-use path. However, if you plan to visit specific state parks or private attractions adjacent to the trail, they may have their own fees or regulations.

What should I pack for a touring bicycle trip on this route?

Given the varied terrain and potential for on-road sections, it's recommended to pack essentials such as a helmet, water bottles, snacks, a basic bike repair kit (including a spare tube and pump), and appropriate clothing for the weather. Since the trail has different surfaces, a touring bicycle with versatile tires is ideal. Sunscreen and insect repellent are also good to have, especially during warmer months or when passing through marshy areas.

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