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Routes
Road cycling routes
United States
New Hampshire
Grafton County

Ashland

The best road cycling routes around Ashland

5.0

(14)

215

riders

30

rides

Road cycling routes around Ashland traverse a landscape characterized by lake loops, river valleys, and rolling hills. The region features varied terrain, from gentler paths to more challenging ascents, with elevation gains present on many routes. Ashland is situated in the Rogue Valley at the base of the Siskiyou Mountains, offering diverse topography for road cyclists. The area provides a network of roads that connect natural features and local points of interest.

Best road cycling routes in Ashland

  • The most…

Last updated: July 2, 2026

5.0

(3)

43

riders

#1.

Squam Lake loop from Ashland

54.5km

02:27

580m

580m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Ashland

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Running Trails around Ashland

Cycling around Ashland

Tips from the Community

Javi Jaavii
February 13, 2024, Squam River Covered Bridge

You'll love crossing this picturesque covered bridge with its wooden trusses in the heart of Ashland! Built in 1990, and right next to Little Squam Lake, it makes this place truly idyllic.

1

0

Javi Jaavii
February 13, 2024, White Oak Pond

From here, you'll have lovely views of this lake. This narrower part with trees on either side located at the northern end is exactly where its waters flow into Squam Lake, the second largest lake in New Hampshire.

1

0

Sandwich Town Beach is a beautiful small beach set on the eastern shores of Sandwich Bay on Squam Lake. It is a truly beautiful spot but the beach is for Sandwich residents only.

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0

AaronLavanchy
January 4, 2024, Squam Lake

Squam Lake is a 6,791-acre body of water just south of the White Mountains. It served as the backdrop for the movie "On Golden Pond" and is a summertime destination in the Lakes Region of New Hampshire. The lake is dotted with 30 islands and is a prime nesting site for loons, bald eagles, and great blue herons.

0

0

Livermore Falls State Forest encompasses scenic New England beauty, diverse ecosystems and scenic landscapes.

0

0

A historic and very picturesque wooden bridge, traditional from the New England region. You can cross the bridge and you'll see the amazing wooden structure

2

0

Scenic road with beautiful views of the mountains, fields, and folliage. Runs parallel to Mt Moosilauke Highway.

1

0

Alaina H
October 4, 2020, Buffalo Road

Quiet road without much traffic that runs parallel to Mt Moosilauke Highway. Rolling hills with beautiful views of folliage & Baker River.

1

0

Frequently Asked Questions

How many road cycling routes are available around Ashland?

There are over 30 road cycling routes around Ashland, offering a variety of options for different skill levels and preferences. These routes are highly rated by the komoot community, with an average score of 5.0 stars.

Are there easy road cycling routes for beginners in Ashland?

Yes, Ashland offers several easy road cycling routes suitable for beginners. For example, the Buffalo Road – Old Route 25 Scenic Road loop from Plymouth is an easy 25.6-mile (41.2 km) trail that takes you through scenic roads.

What are the typical distances for road cycling routes in Ashland?

Road cycling routes in Ashland vary in length. You'll find options ranging from shorter rides, like the 18.4-mile (29.7 km) Squam River Covered Bridge – Shepard Hill loop from Pilote Forest, to longer excursions such as the 33.9-mile (54.5 km) Squam Lake loop from Ashland, and even longer routes like the 39.5-mile (63.5 km) Squam River Covered Bridge – Squam Lake loop from Holderness.

Are there challenging road bike climbs around Ashland?

Yes, the region's diverse topography includes routes with significant elevation gains that provide challenging climbs. Routes like the Squam Lake loop from Ashland feature moderate elevation changes, while others can offer more demanding ascents for experienced cyclists.

What kind of terrain can I expect on road cycling routes in Ashland?

Ashland's road cycling routes traverse a varied landscape characterized by lake loops, river valleys, and rolling hills. You'll encounter a mix of terrain, from gentler paths to more challenging ascents, with many routes featuring diverse elevation profiles.

Are there any scenic viewpoints along Ashland's road cycling routes?

Many routes in the Ashland area offer scenic views, particularly those that loop around Squam Lake or follow river valleys. The region's natural beauty provides numerous opportunities for picturesque stops and vistas.

What do other road cyclists enjoy most about cycling in Ashland?

The komoot community rates road cycling in Ashland highly, with an average score of 5.0 stars. Cyclists often praise the varied terrain, the beautiful lake circuits, and the network of roads that connect natural features and local points of interest.

Are there any circular road cycling routes in Ashland?

Yes, many of Ashland's road cycling routes are designed as loops, allowing you to start and end at the same point. Examples include the popular Squam Lake loop from Ashland and the White Oak Pond – Squam River Covered Bridge loop from Plymouth.

Can I find routes that pass by covered bridges in Ashland?

Absolutely. The region is known for its charming covered bridges. The Squam River Covered Bridge – Shepard Hill loop from Pilote Forest is a great option that specifically includes a covered bridge along its path.

What is the best time of year for road biking in Ashland?

The best time for road biking in Ashland typically spans from spring through fall, when the weather is mild and the scenery is vibrant. Summer offers warm temperatures, while spring and fall provide cooler rides and beautiful foliage.

Are there any less crowded road cycling options near Ashland?

While popular routes can see more activity, the extensive network of roads around Ashland offers many opportunities to find quieter paths, especially on less-trafficked local roads or during off-peak hours. Exploring routes slightly further from central points can also lead to more serene rides.

Are there road cycling routes suitable for families in Ashland?

For families or those seeking a more relaxed ride, Ashland offers easier routes with less elevation gain. The Buffalo Road – Old Route 25 Scenic Road loop from Plymouth is an easy option that could be suitable for families looking for a scenic and manageable ride.

Most popular routes around Ashland

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