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Hillsborough County

The best cycling routes in Hillsborough County

4.7

(36)

539

riders

88

rides

Touring cycling routes in Hillsborough County, Florida, traverse diverse landscapes, including extensive trail networks through flatwoods, forests, and wetlands. The region features scenic routes along the picturesque Tampa Bay and through various riverine ecosystems. Many paths are converted from former railroad beds, providing relatively flat and accessible terrain for cyclists. This variety ensures options for different skill levels and preferences.

Best touring cycling routes in Hillsborough County

  • The most popular touring cycling route is Rockingham Recreational Rail Trail, a…

Last updated: May 27, 2026

5.0

(3)

29

riders

#1.

Rockingham Recreational Rail Trail

34.3km

03:13

200m

200m

Embark on a moderate touring bicycle adventure along the Rockingham Recreational Rail Trail, stretching 21.3 miles (34.3 km) with a gentle 656 feet (200 metres) of elevation gain. This route…

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Moderate

4.0

(2)

17

riders

17.0km

01:33

100m

100m

The Goffstown Rail Trail offers an easy touring bicycle ride through a diverse landscape. You will cycle past peaceful wooded sections and open fields, enjoying views of Glen Lake and…

Easy
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9

riders

15.9km

01:22

60m

60m

Embark on an easy touring cycling adventure along the New Boston Rail Trail, a pleasant 9.9-mile (15.9 km) route that guides you through wooded areas with glimpses of the South…

Easy

Get ready for a moderate touring cycling experience on the Lake Massabesic loop, a 13.9-mile (22.4 km) journey that takes you around one of New England's most beautiful lakes. You…

Moderate

Embark on a challenging touring cycling adventure with the Everett Lake loop via Goffstown Rail Trail. This difficult route spans 30.8 miles (49.5 km) and features a significant elevation gain…

Hard

21.5km

01:17

150m

150m

Embark on an easy touring bicycle ride around Naticook Lake, a pleasant 13.4-mile (21.5 km) loop that offers smooth, mostly paved surfaces. You will experience gentle cycling with an elevation…

Easy

4.0

(1)

1

riders

Embark on a touring bicycle adventure along the Nashua River Rail Trail and Groton Loop, a moderate route spanning 27.7 miles (44.5 km). You'll experience a diverse landscape, cycling through…

Moderate

1

riders

Embark on the Granite Town Rail Trail loop, a moderate touring bicycle route spanning 29.7 miles (47.8 km) with an elevation gain of 1384 feet (422 metres). This journey, typically…

Moderate

Embark on the Hudon to Windham Rail Trail loop, a moderate touring cycling route spanning 30.0 miles (48.3 km) with an elevation gain of 1276 feet (389 metres). This journey…

Moderate

Embark on the Palmer wildlife refuge to Nashua river rail trail gravel loop, a moderate touring bicycle route spanning 31.8 miles (51.2 km). You will experience diverse scenery, cycling through…

Moderate
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Popular around Hillsborough County

Cycling around Nashua

Cycling around Hudson

Cycling around Manchester

Cycling around Pinardville

Cycling in Silver Lake State Park

Cycling around East Merrimack

Cycling around Goffstown

Cycling around Antrim

Cycling around Klondike Corner

Cycling around New Boston

Tips from the Community

Jay Powell
October 12, 2025, Nashua River Rail Trail

Paved route through the woods, although best taken at a slow speed to both enjoy the scenery, and accommodate runners, joggers, walkers, and small kids just learning to ride. Save the road racing for out on the roads.

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One of the older trails in the state but a great one. Some lovely views of the river at various points

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Cemetery from the 19th century, poor farm on this location. Graves marked just with numbers.

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Nice wetland views and the pavement was mostly smooth

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David Howells
January 12, 2024, Naticook Lake

Naticook Lake is 66 acres with nearly two miles of shoreline. It is a beautiful tree lined lake and has Blueberry Island as its charming centerpiece. You will get glimpses of its beauty through its tree lined shore here.

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The New Boston Rail Trail is a 4-mile-long packed dirt, multiuse trail. It runs from Goffstown to New Boston. It is completely traffic free, so it is a great place for a ride without having to deal with cars.

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The New Boston Rail Trail is a 4-mile-long packed dirt, multiuse trail. It runs from Goffstown to New Boston. It is completely traffic free, so it is a great place for a run without having to deal with cars.

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The Goffstown Rail Trail is a 5.5 mile multiuse trail. It is mostly packed dirt. At times, the path will cross some roads with car traffic, so it is important to be cautious while crossing.

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0

Frequently Asked Questions

How many touring cycling routes are available in Hillsborough County?

Hillsborough County offers a wide array of touring cycling routes, with over 80 options available. These routes cater to various skill levels, including 22 easy, 49 moderate, and 16 difficult trails, ensuring there's a ride for everyone.

What types of landscapes can I expect to see while touring cycling in Hillsborough County?

You'll experience diverse landscapes, from expansive pine flatwoods and oak forests in parks like Flatwoods Conservation Park to picturesque waterfront views along Old Tampa Bay on trails such as the Courtney Campbell Trail. Many routes also wind through riverine ecosystems, wetlands, and along canals, offering glimpses of cypress swamps and abundant wildlife.

Are there any family-friendly touring cycling routes in Hillsborough County?

Yes, Hillsborough County has several easy routes suitable for families. The Goffstown Rail Trail is an easy 10.6-mile path through wooded areas and open landscapes, perfect for a relaxed family ride. Many rail trails, converted from former railway beds, offer relatively flat and accessible terrain.

What do other touring cyclists enjoy most about the routes in Hillsborough County?

The touring cycling routes in Hillsborough County are highly rated by the komoot community, with an average score of 4.7 stars from over 40 reviews. Cyclists frequently praise the region's extensive trail networks, the scenic beauty of the diverse landscapes, and the well-maintained paths that make for enjoyable rides.

Are there any circular touring cycling routes in the area?

Yes, Hillsborough County offers several excellent circular routes. For example, the Lake Massabesic loop via Rockingham Recreational Rail Trail is a moderate 22.4-mile option. Another is the Naticook Lake loop, an easy 21.5-mile ride, providing varied scenery and a complete circuit.

Can I find routes that connect to longer trail systems?

Absolutely. The Upper Tampa Bay Trail, for instance, is a significant part of the county's network, connecting with the 42-mile Suncoast Trail and forming a segment of the larger Florida Coast-to-Coast Trail. This allows for extended touring opportunities beyond individual park boundaries.

What kind of wildlife can I expect to see on the trails?

Hillsborough County's trails offer excellent opportunities for wildlife viewing. Parks like Flatwoods Conservation Park are known for diverse wildlife and birdwatching. The Lower Hillsborough Wilderness Preserve is home to wood storks, gopher tortoises, and eastern bluebirds, while Trout Creek Conservation Park is a hotspot for wood ducks, anhinga, and egrets, especially along riverine and wetland routes.

Are there any notable landmarks or attractions along the touring cycling routes?

Yes, many routes offer access to natural and historical points of interest. You can find highlights such as Pack Monadnock Mountain or enjoy views from South Uncanoonuc Mountain. Some trails, like the Nashua River Rail Trail, are attractions in themselves, offering scenic rides through varied terrain.

Are there any routes that feature waterfalls?

While touring cycling routes primarily focus on flatter terrain, Hillsborough County does have nearby natural attractions that include waterfalls. You can explore areas with features like Wildcat Falls (Atherton Falls) or Purgatory Falls, which might be accessible via short detours from some cycling paths.

What are some longer, more challenging touring cycling routes in Hillsborough County?

For those seeking a longer and more challenging ride, the Everett Lake loop via Goffstown Rail Trail is a difficult 49.5-mile route. Another option is the Granite Town Rail Trail loop, a moderate 47.8-mile journey that offers a substantial touring experience.

Are there any routes that offer a mix of urban and natural scenery?

Yes, the Tampa Riverwalk provides a 2.6-mile route along the Hillsborough River, connecting downtown attractions. It also links to the Selmon Greenway, which leads towards historic Ybor City, offering a blend of urban exploration and waterfront views. For more information on biking in the county, you can visit Hillsborough County's official biking page.

What is the best time of year for touring cycling in Hillsborough County?

The cooler, drier months from late fall through spring (roughly November to April) are generally considered the best time for touring cycling in Hillsborough County. During this period, temperatures are more comfortable, and humidity is lower, making for more pleasant rides. Summers can be very hot and humid with frequent afternoon thunderstorms.

Where can I find information about parking for these touring cycling routes?

Many of Hillsborough County's conservation parks and trailheads, such as Flatwoods Conservation Park, offer dedicated parking facilities for cyclists. It's always a good idea to check the specific park or trail's official website for detailed information on parking availability and any potential fees before your visit. For example, details on Flatwoods Conservation Park can be found at hcfl.gov.

Most popular routes in Hillsborough County

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Didn’t find what you were looking for?

Check out more Cycling routes throughout Hillsborough County below and find the perfect route in your destination.

ManchesterLitchfield State ForestWiltonSilver Lake State ParkKlondike CornerHillsboroughNashuaAntrimBenningtonEast MerrimackFrancestownGoffstownPinardvillePeterboroughPalmer Wildlife RefugeMilfordFox State ForestWapack National Wildlife RefugeNew BostonHudsonRussell-Abbott State ForestAmherstJack & Margaret Hoffman Wilderness SanctuaryMiller State Park

Other places to explore

Forests in Hillsborough County

Nearby adventure guides

Things to Do around New Boston

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