4.2
(80)
545
riders
83
rides
Touring cycling around Lynnfield, Massachusetts, offers routes through diverse natural landscapes. The area features significant freshwater marshes like Reedy Meadow, alongside extensive woodlands found in Lynn Woods Reservation and Breakheart Reservation. Dedicated cycling paths, including the Lynnfield Rail Trail and sections of the Border to Boston Trail, provide varied terrain for cyclists. The region's elevation changes are generally moderate, making it accessible for a range of touring cycling experiences.
Last updated: August 8, 2026
4.3
(3)
34
riders
37.7km
02:48
130m
130m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.5
(2)
6
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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1
riders
46.8km
03:12
190m
190m
Moderate bike ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
4
riders
34.8km
02:16
210m
210m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.0
(2)
2
riders
33.3km
01:57
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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The rail trail is longer than just this highlight shows but the highlight is probably the best part. Due to the unique geography of trying to get a train to Marblehead and Salem this former rail right of way goes in, then backs out of downtown Marblehead in two branches. The southern branch has a small section in Swampscott and mainly goes through suburbs. A small section abuts conservation land and recently (August 2025) 650 feet was paved. The northern section is mostly in conservation land. Almost the entire route is dirt and often in very tough shape. For as wealthy as Marblehead is they don't show it off on this trail. It's in really unusually bad shape compared to other trails around the state
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Fort dating back to 1644 that is open for exploring outside as well as a few of the interior rooms. Great view of Marblehead Harbor, the Marblehead Light, and Gerry Island.
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Lake Quannapowitt is a large, shallow lake at the north end of the town of Wakefield. It covers 254 acres and is about 3.6 miles around. This lake is emptied by the Saugus River.
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One of the prettiest spots on the North Shore. You can walk to the islands at low tide
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The Holyoke-French House is a historic house in Boxford. The current home was built in 1760 for the third minister of Boxford, Elizur Holyoke. The house is on the National Register of Historic Places listings in Essex County and is owned by the Boxford Historical Society.
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Middleton Pond spans 35 acres and serves as the town's municipal water supply. It is fed by several streams and drains into the Ipswich River. Swimming is not permitted because the water ends up as drinking water.
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Fort Sewall is one of the oldest non-native coastal forts in America, first constructed in 1634. It was rebuilt and improved many times, and saw use in King George's War, the French and Indian War, the Revolutionary War, and the War of 1812. During this period of time it was known as Gale's Head Fort. The fort was renamed in 1814 and fell out of use shortly thereafter.
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Lynnfield offers a wide selection of touring cycling routes, with over 80 options available on komoot. These routes cater to various skill levels, including 48 easy, 32 moderate, and a few more challenging paths.
The terrain around Lynnfield is quite diverse. You'll find routes that wind through extensive woodlands, alongside significant freshwater marshes like Reedy Meadow, and even some sections offering glimpses of the ocean. Dedicated paths like the Lynnfield Rail Trail are paved and well-maintained, while other routes, such as parts of the Border to Boston Trail, may include unpaved sections. Elevation changes are generally moderate, making the area accessible for a range of touring cyclists.
Yes, Lynnfield and its surroundings offer several excellent circular touring cycling routes. A popular option is the Border to Boston Trail Loop, which covers 29.1 miles (46.8 km) through varied landscapes. Another great choice is the Lake Quannapowitt – Middleton Pond loop from Wakefield, offering a pleasant 33.3 km ride around Lake Quannapowitt.
Lynnfield's touring cycling routes offer access to several interesting landmarks and scenic viewpoints. You can explore the extensive Lynn Woods Reservation, which features the historic Dungeon Rock and the Stone Tower, offering panoramic views, including the Boston skyline. Other highlights include the unique Eagle Rock and the View of Boston Skyline from Boojum Rock. The region also features the historic Pocahontas Spring, believed by some to have healing properties.
Many of Lynnfield's touring cycling routes are family-friendly, especially the dedicated paths. The Lynnfield Rail Trail, for instance, is paved and well-maintained, providing a scenic and safe environment for cyclists of all ages. Routes with moderate elevation changes and smooth surfaces are generally suitable for families looking for a pleasant outing.
The touring cycling experience in Lynnfield is highly regarded by the komoot community, with an average rating of 4.2 stars from over 70 reviews. Cyclists often praise the diverse landscapes, from tranquil woodlands to unique marshlands, and the well-maintained dedicated paths like the Lynnfield Rail Trail. The variety of routes, catering to different ability levels, is also a frequently highlighted positive aspect.
Absolutely. Lynnfield is rich in natural beauty, with several lakes and natural areas accessible from or near the cycling routes. You can find Lake Quannapowitt, which has a paved loop trail, and other bodies of water like North Reservoir and Middle Reservoir Dike. The region also boasts the vast Reedy Meadow, a significant freshwater cattail marsh with a boardwalk for observation, and the Rumney Marsh Reservation.
The best time for touring cycling in Lynnfield is generally during the spring, summer, and fall months. Spring offers lush greenery and comfortable temperatures, while summer provides warm weather for longer rides. Autumn is particularly scenic with vibrant fall foliage. Winter cycling can be possible, but conditions may vary with snow and ice, especially on unpaved trails.
Parking availability varies by trail. For general information on conservation areas and trail maps, which often include parking details, you can consult the official Lynnfield town website: lynnfieldma.gov. Specific routes like the Lynnfield Rail Trail and sections of the Border to Boston Trail typically have designated parking areas at their access points.
While Lynnfield has local cycling infrastructure, direct public transport access to all trailheads might be limited. It's advisable to check local MBTA bus routes or regional transit options that may connect to areas near the major trails like the Lynnfield Rail Trail or sections of the Border to Boston Trail. Planning your route in advance with public transport schedules is recommended.
Many outdoor areas and trails in Lynnfield, including some cycling paths, are dog-friendly. However, specific rules regarding leashes and waste disposal may vary by location, especially in protected natural areas like Reedy Meadow or within reservations such as Lynn Woods. Always look for posted signs at trailheads or check local conservation guidelines to ensure compliance.
Yes, Lynnfield offers several options for refreshments and dining. MarketStreet Lynnfield is an open-air complex with a variety of restaurants and cafes, providing a convenient stop for cyclists. You'll also find local cafes and pubs in Lynnfield center and surrounding communities, perfect for a break during or after your ride.


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