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Road cycling routes
United States
New Hampshire
Sullivan County

Pillsbury State Park

The best road cycling routes in Pillsbury State Park

5.0

(3)

28

riders

10

rides

Road cycling in Pillsbury State Park, located in Sullivan County, New Hampshire, offers routes through a heavily wooded landscape characterized by numerous ponds and varied terrain. The park encompasses 10 small ponds, including a chain of four larger ones: Butterfield, May, Mill, and North Pond. The area also features the headwaters of the Ashuelot River, providing diverse natural features for road cyclists. The terrain includes both paved and unpaved sections, with options suitable for different skill levels.

Best road cycling…

Last updated: July 12, 2026

5.0

(2)

6

riders

#1.

Bement Covered Bridge – Lake Todd loop from Newbury

69.8km

03:31

720m

720m

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

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Moderate

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

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

Moderate

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

Easy

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

Moderate
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Popular around Pillsbury State Park

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Hiking Collection by

Jamie S.

Tips from the Community

Jamie S.
April 9, 2025, Mount Sunapee Resort

Mount Sunapee Resort is a popular ski destination in winter, but in the off-season, it transforms into a scenic hub for hiking and exploration. Located at the northern end of the 48-mile Monadnock-Sunapee Greenway (MSG), it’s an excellent place to start or end a thru-hike—or visit for a rewarding day hike. Trails like the Summit and Lake Solitude Trails offer panoramic views, peaceful woods, and a chance to experience the mountain beyond the slopes. Overnight parking is available for MSG hikers, but you must call ahead to arrange it.

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Sue
March 2, 2024, Fox State Forest

Fox State Forest covers an area of 1,445 acres and includes the Henry I. Baldwin Forestry Education Center and a farmhouse that serves as its headquarters. The forest boasts a well-established trail system that spans approximately 22 miles (35.41 km), popular year-round by outdoor enthusiasts, including hikers, cross-country skiers, snowshoers, and mountain bikers. The tall trees that line this stretch of road are fantastic and are a great addition to the scenery in this beautiful area.

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Alex
February 15, 2024, Contoocook State Forest

The views of tall pines lining the road on both side is fantastic, and provides a lovely backdrop to the smooth, straight and fast road. Perfect for getting the pace up.

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Jamie S.
February 13, 2024, Dewey Beach

Dewey Beach is located in Sunapee, New Hampshire. This small, scenic beach is located just off of Garnet Street enabling great views of Lake Sunapee right from the saddle.

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The Ausbon Sargent Land Preservation has protected a total of 13,546 acres, 166 properties, and over 8.70 miles of shorefront, including over 4,700 feet of frontage on Lake Sunapee. The organization was founded in 1987 and today has over 1000 members dedicated to the cause. Ride by and enjoy the forests put aside for future generations.

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Alex
February 6, 2024, Covered bridge

This bridge spans the Contocook river and is surrounded by a range of beautiful pine trees. It makes a lovely spot for a photo along your ride.

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An interesting old covered bridge dating back many years. It makes a good photo spot along your ride.

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Jamie S.
January 27, 2024, Goose Pond

Goose Pond is a small freshwater pond in New London, New Hampshire. It is just east of the larger Otter Pond and of the Phillips Memorial Preserve, a small nature preserve with some lovely hiking trails. This is a nice place to be on the lookout for ducks, geese, and other animals as you ride.

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Frequently Asked Questions

What kind of terrain can I expect on road cycling routes in Pillsbury State Park?

Pillsbury State Park offers a mix of terrain for road cyclists. You'll find routes with both paved and unpaved sections, winding through heavily wooded areas and past numerous ponds. The varied landscape ensures options suitable for different skill levels, from easy to difficult.

How many road cycling routes are available in Pillsbury State Park?

There are over 10 road cycling routes available in Pillsbury State Park, catering to various skill levels. This includes 3 easy routes, 7 moderate routes, and 1 difficult route, ensuring a suitable option for most cyclists.

Are there any easy road cycling routes for beginners in Pillsbury State Park?

Yes, Pillsbury State Park has several easy road cycling routes. An excellent option for beginners is the Lake Todd – Bement Covered Bridge loop from South Newbury, which offers a pleasant ride with less challenging elevation changes.

What are the typical distances and durations for road cycling routes in the park?

Route distances vary significantly, from shorter loops around 23 miles (37 km) to longer rides exceeding 43 miles (70 km). Durations can range from approximately 1 hour 45 minutes for shorter routes to over 3 hours 30 minutes for more extensive tours, depending on the route and your pace.

What natural features or landmarks can I see while road cycling in Pillsbury State Park?

The park is rich in natural beauty. You'll cycle past numerous ponds, including a chain of four larger ones: Butterfield, May, Mill, and North Pond. The routes also offer scenic views of Lake Sunapee and charming New England villages, especially on routes like the Lake Sunapee (north end) – Lake Sunapee Lighthouse loop from Lot 3. The area is heavily wooded and home to the headwaters of the Ashuelot River.

What do other road cyclists say about their experience in Pillsbury State Park?

The road cycling routes in Pillsbury State Park are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the varied terrain, the serene natural environment, and the opportunities to explore both paved and unpaved sections through the heavily wooded landscape.

Are there any road cycling routes that offer views of Lake Sunapee?

Absolutely. Several routes provide stunning views of Lake Sunapee and its surroundings. Consider the Lake Sunapee Lighthouse – Elkins Beach loop from Lot 3 or the Sunapee Harbor – Elkins Beach loop from Lot 3 for picturesque lake vistas.

What is the best time of year to go road cycling in Pillsbury State Park?

Pillsbury State Park offers year-round adventure, but the best time for road cycling generally aligns with pleasant weather conditions. Spring and fall provide comfortable temperatures and beautiful foliage, while summer is also popular, though it can be warmer. Always check local weather conditions before heading out.

Are there any historical points of interest along the road cycling routes?

While cycling through Pillsbury State Park, you might encounter remnants of its past. The park contains abandoned cellar holes, which are historical reminders of early farm settlements and logging operations from the late 1700s and early 1800s, when the area was known as Cherry Valley.

Can I find loop trails for road cycling in Pillsbury State Park?

Yes, many of the road cycling routes in and around Pillsbury State Park are designed as loops. For example, the Morse Hill – Bement Covered Bridge loop from Newbury is a popular option that allows you to start and end at the same point.

What kind of wildlife might I encounter while cycling in the park?

Pillsbury State Park's diverse habitat, with its heavily wooded terrain and numerous ponds, supports a variety of wildlife. Cyclists might spot animals such as moose and loons, especially during quieter times of the day or in less frequented areas.

Are there any challenging road cycling routes for experienced riders?

Yes, for experienced road cyclists seeking a challenge, Pillsbury State Park offers routes with significant elevation changes and longer distances. While specific 'difficult' routes are available, many of the moderate routes also provide a good workout with their varied terrain and climbs.

Most popular routes in Pillsbury State Park

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