Border to Boston

Follow a growing chain of greenways down the North Shore, past historic harbor towns and leafy rail-trails, to a big-city finish on Boston Harbor.

Distance
66.9 miles
Surface
90% paved
1–2 days
Route Type
Point to Point

Ride the Border to Boston

Take the MBTA from Boston to Newburyport near the Merrimack River’s mouth, then ride south via rail-trails, historic North Shore towns, and urban greenways back to Boston.

What to Expect

A full but flexible day connecting completed greenways with on-road links through busy communities. Frequent transit stations and town centers make it easy to shorten the ride or build it into a relaxed overnight.

The route reveals the Border to Boston corridor as it exists today: not one continuous trail, but a growing necklace of local paths. The Topsfield Linear Common, Danvers Rail Trail, Independence Greenway, Marblehead Rail Trail, and Northern Strand each contribute a distinct chapter.

The route covers 66.9 miles and gains about 1,300 feet. Grades are generally gentle, with paved and stone-dust trails interrupted by road connections and urban riding. Expect salt marshes near the start, wooded trail corridors, historic town centers like Salem and Marblehead, and harbor views on the approach to Boston.

Services, transit, food, and bike shops are abundant throughout the corridor. The challenge is navigation and traffic rather than remoteness, especially where unfinished trail segments require street riding.

Late spring through fall is the most comfortable window. Summer can be humid and busy near the coast, spring rain may soften stone-dust trails, and winter can make paths icy or uncleared.

Plan Your Ride

Use the Newburyport commuter train to set up the one-way ride, and choose a full-day effort or an overnight with time for North Shore stops.

Trip Planning & Logistics

Skip accordion

MBTA Commuter Rail connects Boston’s North Station with Newburyport. Bicycles are generally limited to off-peak trains and can be refused when trains are crowded, so review the current schedule and bicycle rules before travel. Download the official Ride with GPS route, since the Border to Boston Trail remains incomplete and the route uses connecting streets.

A hybrid, touring, gravel, or road bike with tires around 32 millimeters or wider works well. Lights, a lock, reflective gear, and puncture supplies are useful for the mix of trail, street, and urban debris.

Hotels and inns are available in Newburyport, Salem, and communities closer to Boston. Camping is not central to this itinerary; riders making it an overnight will find indoor lodging simpler.

Town centers appear frequently, with especially broad choices in Newburyport, Salem, and Boston. Carry water and snacks for longer trail stretches, but resupply is rarely difficult.

The Border to Boston Trail is only partially complete, so expect on-road gaps, busy intersections, and changing detours. Yield at trail crossings, use lights in traffic, and check the current digital route and local construction notices before leaving.

Routes change. Bridges wash out, businesses close, and construction pops up overnight. We strive to keep routes updated as those things happen. When we learn about a change, we reroute around sections that have become dangerous or are temporarily closed for road work, bridge outages, or construction, and we update service information as businesses open, close, or move. Digital routes are updated as soon as we’ve reviewed a reported issue.

You’re often the first to spot these changes out on the road. Help us keep this route accurate for the next rider by reporting anything you notice with our Route Feedback Form.

This Route Is Part of a Community Effort

Short Routes are cyclist-submitted and Adventure Cycling approved, with the mission of inspiring more adventures from your own backyard. All possible thanks to the dedicated support of our members and donors.

  • Short Routes logomark

    Explore the Short Routes Network

    Accessible, beginner-friendly, free routes, expanding opportunities for bicycle travel to more riders.

    Learn about the Network
  • A group of cyclists posing in front of mountains

    Support Route Development

    Our members are the reason we can offer three route networks tailored for specific experiences and riders.

    Become a Member
  • Bike Bits logo

    Stay Connected

    Find your stoke with our newsletter all about routes, gear, stories, and cycling news in your inbox twice a month.

    Sign up for Bike Bits

Frequently Asked Questions

Skip accordion

A collection of free, cyclist-submitted routes built for shorter trips. Each route is designed for a trip of one to five nights, ranging from a quick overnight ride to a longer multi-day adventure. It’s the most accessible of our three route networks: no purchase required, no advanced experience assumed, just a well-vetted route you can ride over a weekend or a week off.

We launched Short Routes in August 2022 with an initial set of 12 routes, created specifically because our epic, long-distance routes don’t work for everyone. Someone with a week of vacation, or someone new to bike touring, needs a different starting point. We developed that first collection in partnership with BIPOC, LGBTQ+, women, and intersex cyclists, with routes centered near major cities like Los Angeles, Seattle, Minneapolis, Austin, Atlanta, Washington, D.C., Philadelphia, and Boston, so people could find a route close to home rather than needing to travel somewhere remote first. Since then, the collection has grown through rider submissions and partnerships with other organizations like East Coast Greenway Alliance.

It’s the only one of our three networks built primarily by the community, for the community. Typically, the route builder is local to the area, providing special knowledge about transportation logistics, services, points of interest, and more. Anyone can submit a route, but every submission goes through a staff review: checked for traffic speeds, shoulder width, surface conditions, and whether services like food, water, and camping are realistically spaced for a loaded touring bike.

Riders who don’t have weeks to spend in the saddle, and riders who’ve never done a multi-day bike trip before. The collection was built with input from locals and includes routes near major cities, so that cyclists who live far from the endless miles of gravel roads or remote bikepacking routes have great routes mapped near them.

No. Many of our Short Routes are built to be beginner-friendly, though all are worth riding no matter your experience level. Because each one runs just one to five nights, it’s a much lower commitment than a cross-country tour, which makes it a good place to start if you’ve never done a multi-day ride.

Anyone can submit. You don’t need any official affiliation with Adventure Cycling. Head to our route submission form, and come prepared with three things: at least 10 photos from the route, a written description covering the highlights, navigation notes, services along the way, seasonal considerations, and a short bio about you as the route’s creator, and a Ride with GPS route that includes automatic cuesheetsand custom points of interest for things like lodging, food, bike shops, and any hazards.

It needs to take a beginner one to five nights, cover 50 to 200 total miles, and be located anywhere in the U.S. or Canada. Beyond that, we’re mainly checking for safety. A route can’t put a fully loaded touring cyclist through excessive hazards, so we look at things like traffic speed, shoulder width, road surface, and whether food, water, and camping are realistically spaced along the way.

It helps if you rode it within the past year or so. Those submissions move through review faster, since conditions on the ground are more likely to still match what you’re describing. Older routes can still be submitted, but they may take longer to review since we may need to double-check that services and conditions haven’t changed.

Review typically takes several weeks. We check every submission for safety and accuracy and reserve the right to edit before publishing. If your route is approved, we’ll follow up with you by email.