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Greenfield loop via Pennsy Trail

Greenfield loop via Pennsy Trail

Easy

3.4

(30)

riders

Greenfield loop via Pennsy Trail

Q: How long does it typically take to cycle the Greenfield loop via Pennsy Trail?

The full loop is approximately 48.3 kilometers (30 miles) long. For a racebike, it typically takes around 2 hours to complete, depending on your pace.

Q: Is this route suitable for beginners?

Yes, the Greenfield loop via Pennsy Trail is classified as an easy road ride. The Pennsy Trail section is predominantly flat with a smooth asphalt surface, making it excellent for cyclists of all fitness levels, including beginners. While some shared roads in Hancock County might have gentle rolling hills, the overall elevation gain is minimal.

Q: What is the terrain like on this cycling loop?

The route primarily follows the Pennsy Trail , which is a well-maintained, flat, and straight asphalt surface. You'll also cycle on shared roads in rural Greenfield and Hancock County, which can feature some gentle rolling hills. Cyclists should be aware that the route does cross busy streets at points.

Q: What can I see along the route?

The loop offers a pleasant ride through "beautiful Hancock County." Along the Pennsy Trail , you can observe historical markers and art sculptures. In more rural areas, you'll see farm fields, livestock, various barn styles, and a historic red bridge over the Big Blue River. The trail also provides convenient access to downtown Greenfield and its local shops.

Q: Where can I park to access the trail?

The Pennsy Trail in Greenfield is well-equipped with amenities, including dedicated parking areas. You can find parking conveniently located near the trail in Greenfield .

Q: Is the Greenfield loop via Pennsy Trail dog-friendly?

The Pennsy Trail is generally dog-friendly, allowing leashed dogs. Please ensure your dog is on a leash and you clean up after them to maintain the trail for everyone.

Q: What is the best time of year to cycle this loop?

The trail is enjoyable throughout the warmer months. Spring and fall offer pleasant temperatures and often beautiful scenery. Summer is also a good option, though it can be warmer. The trail is well-maintained, so it's accessible for cycling in various conditions.

Q: Do I need any permits or pay fees to cycle this route?

No, there are no permits or entrance fees required to cycle the Greenfield loop via Pennsy Trail. It is a public trail accessible to everyone.

Q: Are there amenities like restrooms or water along the trail?

Yes, the Pennsy Trail in Greenfield is well-equipped. You'll find water fountains and handicapped-accessible restrooms, especially in the Greenfield section, along with benches and exercise equipment.

Q: Does the route connect to other trails?

Yes, the route is a significant part of the broader National Road Heritage Trail, an ambitious project aiming to create Indiana's first cross-state multi-use trail. It also includes sections of the 50 (Indiana) and 35 (Indiana) trails.

01:57

48.3km

100m

Road cycling

This easy 30.0-mile road cycling loop via the Pennsy Trail in Hancock County offers flat, paved surfaces and scenic rural views.

Last updated: February 26, 2026

Waypoints

Start point

Parking

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1.28 km

Pennsy Trail

Highlight (Segment) • Trail

The Pennsy Trail, a 14.5-mile paved path, traces the old Pennsylvania Railroad route alongside the historic Old National Road. This Indiana trail stretches from Richmond to Indianapolis and was historically significant for transporting President Lincoln's body in 1865.

Ideal for biking, the trail is divided into two main sections. The western portion runs through Indianapolis' Irvington area, connecting a local school, Ellenberger Park, and the Pleasant Run Trail, via a wide sidewalk along Ritter Avenue.

Tip by

18.1 km

Greenfield

Highlight • Settlement

Greenfield was designated as the county seat on April 11, 1828. Hancock County, established on March 1, 1828, and was named after John Hancock, the first signer of the Declaration of Independence. Initially, the county had a population of about 400 people. By the 2020 census, the population of just Greenfield has grown to 23,488.

Tip by

39.1 km

West 300 South Road

Highlight (Segment) • Cycleway

West 300 South road is a serene neighborhood route, lined with homes and cornfields. This lush green, asphalt road has some cracks, so cyclists should ride carefully. Since there's no shoulder for most of its length, you'll need to share the road with vehicles.

Tip by

48.3 km

End point

Parking

Way Types & Surfaces

Way Types

26.8 km

16.9 km

4.35 km

227 m

< 100 m

Surfaces

41.3 km

6.76 km

274 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Weather

Today

Friday 8 May

19°C

9°C

64 %

Additional weather tips

Max wind speed: 24.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to cycle the Greenfield loop via Pennsy Trail?

The full loop is approximately 48.3 kilometers (30 miles) long. For a racebike, it typically takes around 2 hours to complete, depending on your pace.

Is this route suitable for beginners?

Yes, the Greenfield loop via Pennsy Trail is classified as an easy road ride. The Pennsy Trail section is predominantly flat with a smooth asphalt surface, making it excellent for cyclists of all fitness levels, including beginners. While some shared roads in Hancock County might have gentle rolling hills, the overall elevation gain is minimal.

What is the terrain like on this cycling loop?

The route primarily follows the Pennsy Trail, which is a well-maintained, flat, and straight asphalt surface. You'll also cycle on shared roads in rural Greenfield and Hancock County, which can feature some gentle rolling hills. Cyclists should be aware that the route does cross busy streets at points.

What can I see along the route?

The loop offers a pleasant ride through "beautiful Hancock County." Along the Pennsy Trail, you can observe historical markers and art sculptures. In more rural areas, you'll see farm fields, livestock, various barn styles, and a historic red bridge over the Big Blue River. The trail also provides convenient access to downtown Greenfield and its local shops.

Where can I park to access the trail?

The Pennsy Trail in Greenfield is well-equipped with amenities, including dedicated parking areas. You can find parking conveniently located near the trail in Greenfield.

Is the Greenfield loop via Pennsy Trail dog-friendly?

The Pennsy Trail is generally dog-friendly, allowing leashed dogs. Please ensure your dog is on a leash and you clean up after them to maintain the trail for everyone.

What is the best time of year to cycle this loop?

The trail is enjoyable throughout the warmer months. Spring and fall offer pleasant temperatures and often beautiful scenery. Summer is also a good option, though it can be warmer. The trail is well-maintained, so it's accessible for cycling in various conditions.

Do I need any permits or pay fees to cycle this route?

No, there are no permits or entrance fees required to cycle the Greenfield loop via Pennsy Trail. It is a public trail accessible to everyone.

Are there amenities like restrooms or water along the trail?

Yes, the Pennsy Trail in Greenfield is well-equipped. You'll find water fountains and handicapped-accessible restrooms, especially in the Greenfield section, along with benches and exercise equipment.

Does the route connect to other trails?

Yes, the route is a significant part of the broader National Road Heritage Trail, an ambitious project aiming to create Indiana's first cross-state multi-use trail. It also includes sections of the 50 (Indiana) and 35 (Indiana) trails.

Are there any annual events associated with the trail?

Yes, the Pennsy Trail Art & Music Fair is an annual event held on the last weekend of July near the trail, offering a cultural highlight for visitors.