4.7
(12)
294
riders
45
rides
Touring cycling routes around Harpswell, Maine, traverse a distinctive landscape characterized by a long peninsula, numerous islands connected by bridges, and an extensive coastline. The region offers varied topography, from mostly paved surfaces to moderately hilly roadways, providing diverse experiences for cyclists. Coastal paths often hug the shoreline, presenting views of Casco Bay and the Atlantic Ocean, while inland areas feature woodlands and preserves.
Last updated: April 28, 2026
5.0
(2)
5
riders
31.8km
01:50
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5
riders
46.1km
02:43
240m
240m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4
riders
46.8km
02:45
130m
130m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Narrow shared use path over the bridge, best to dismount if anyone coming the other way.
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Lovely woodland, popular with dog walkers. 2 mile and 1 mile loops. Relatively well drained and rarely gets too boggy Hard surfaced car park.
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For a unique experience at Blyton Ice Cream, consider booking their 'Make Your Own Ice Cream' session, available from October through January. This hands-on activity allows you to craft your personalized flavor by selecting a base, ripple, and inclusion, providing a delightful insight into the ice cream-making process. It's an excellent opportunity for both adults and children to engage creatively and enjoy their custom creations. Remember to book in advance to secure your spot. [1] https://www.blytonicecream.co.uk/make-your-own-ice-cream-experience/
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Nice setting for a stopover or rest break for cyclists.
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Great little cafe, inexpensive and homely. Indoor seating but you can sit out on a nice day and watch the flying.
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Gainsborough Old Hall in Gainsborough, Lincolnshire is over five hundred years old and one of the best preserved medieval manor houses in England. The hall was built by Sir Thomas Burgh in 1460. The Burghs were rich, flamboyant and powerful. Gainsborough Old Hall was not only their home, but also a demonstration of their wealth and importance. Burgh was a benefactor to Newark Church and also the founder of the Chantry and Alms House at Gainsborough. In 1470, the manor was attacked by Sir Robert Welles over a clash about lands, status, and honour, but it was not severely damaged. In 1484 Thomas entertained King Richard III in his hall. Henry VIII visited Gainsborough twice: once in 1509, and again in 1541 with his fifth wife, Queen Catherine Howard. The Queen was accused of indiscretions both at Gainsborough and Lincoln, and she was later executed.
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A Georgian style church with medieval tower and a magnificent interior, the altar piece is a copy of the Da Vinci painting of the Last Supper. The first reference to a church in Gainsborough was in 1180 when it was given by Roger de Talbot, Lord of the Manor of Gainsborough to the Knights Templar of Willoughton. However, by 1730 this church was considered 'too dark and mean and incommodious' to suit the town's growing population and the decision was made to build a new church. Only the 15th century tower remains from the original medieval church.
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Owlet Wood car park - maintained by woodland trust. Nice small woodland area, doesn’t get too busy really boggy in areas however this can be avoided, most of the paths are clean and would be suitable for buggies etc.
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There are over 45 touring cycling routes around Harpswell, offering a diverse range of experiences for cyclists. These routes are highly rated by the komoot community, with an average score of 4.7 stars.
Harpswell offers a varied topography for touring cyclists. You'll find routes with mostly paved surfaces suitable for all skill levels, as well as moderately hilly roadways and slightly hilly terrain that can challenge intermediate riders. The region is characterized by coastal peninsulas, interconnected islands, and woodlands.
Yes, Harpswell features several easy touring cycling routes. For example, the Gainsborough Old Hall – Gainsborough Old Hall loop from Kexby CP is an easy 19.8-mile (31.8 km) trail with gentle gradients. Another accessible option is the Upton Telephone Box Theatre loop from Ingham CP, which is 20.4 miles (32.8 km) through rural landscapes.
Cyclists in Harpswell can enjoy breathtaking coastal scenery with continuous ocean vistas, especially along routes that hug the shoreline of Casco Bay and the Atlantic Ocean. You'll also pass through woodlands, preserves, and quaint villages, offering a mix of natural beauty and local charm.
Yes, for those seeking more challenge, Harpswell offers routes with more significant climbs. The Lincoln Cathedral – Lincoln Cathedral loop from Fillingham CP is a moderate 28.1-mile (45.3 km) path that includes some challenging climbs and offers expansive views. There are 2 difficult routes out of the 46 available.
Many of the touring cycling routes in Harpswell are designed as loops, allowing you to start and end at the same point. Examples include the Gainsborough Old Hall – Gainsborough Old Hall loop from Kexby CP and the Laughton Forest – Laughton Forest loop from Upton CP.
Along your touring cycling routes, you can explore various points of interest. Consider visiting Laughton Forest for a natural experience, or historical sites like All Saints' Church, Gainsborough. For a refreshment stop, Blyton Ice Cream Parlour or Dambusters Inn, Scampton are options.
A unique landmark in the region is the historic Cribstone Bridge, connecting Orr's Island to Bailey Island. This bridge, built from granite slabs, offers a memorable crossing and a connection to the region's heritage. Many routes also pass by historic points of interest and quiet woodlands.
The touring cycling routes in Harpswell are highly rated by the komoot community, with an average score of 4.7 stars from over 10 reviews. Cyclists often praise the diverse terrain, from coastal paths with ocean views to routes through woodlands and charming villages, offering a rich variety of experiences.
Absolutely. Harpswell is known for its hiking trails, many of which are easily accessible from cycling routes, such as the Cliff Trail or Giant's Stairs Trail. The region also offers opportunities for water activities like kayaking and sailing, making it easy to combine cycling with other adventures.
Yes, Harpswell features quaint villages and local establishments where you can take a break. You might find cafes like Blyton Ice Cream Parlour or pubs such as Dambusters Inn, Scampton, providing opportunities for refreshments and experiencing local culture.
While specific recommendations depend on personal preference, the varied terrain of Harpswell, with its coastal and woodland routes, makes it enjoyable across different seasons. Spring and fall often offer pleasant temperatures and beautiful scenery, while summer allows for combining rides with water activities.


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