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Routes
Hiking trails & Routes
United States
Massachusetts
Worcester County

Peppercorn Hill

Easy

4.6

(2939)

17,946

hikers

Peppercorn Hill

01:10

4.21km

80m

Hiking

Hike the easy 2.6-mile Peppercorn Hill trail, gaining 270 feet, and explore glacial boulders and historic stone walls.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

2.16 km

Kelly Property — Peppercorn Hill Conservation Area

Highlight • Forest

The Kelly Property in Peppercorn Hill Conservation Area is actually divided into four distinct parcels, but they all lie fairly close to each other. All together, they are made up …

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2

3.76 km

Peppercorn Hill

Highlight • Summit

Although it's not very high in elevation, 571-foot (174 m) Peppercorn Hill still offers very nice views over the conservation area of the same name. The best views near the …

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B

4.21 km

End point

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Way Types & Surfaces

Way Types

4.21 km

Surfaces

4.18 km

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Elevation

Elevation

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

Highest point (170 m)

Lowest point (100 m)

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Weather

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Today

Friday 8 May

15°C

4°C

27 %

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Max wind speed: 20.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Peppercorn Hill trail?

While the exact trailhead parking isn't specified, the Peppercorn Hill Conservation Area is accessible from various points in Upton, Massachusetts. Many visitors access the conservation land from Crocker Road, which may offer parking options. It's always a good idea to check local signage upon arrival.

Is Peppercorn Hill dog-friendly?

Yes, the Peppercorn Hill Conservation Area is generally dog-friendly. However, please ensure your dog is kept on a leash and that you clean up after them to preserve the natural environment for all visitors.

What is the best time of year to hike this trail?

The Peppercorn Hill trail offers a pleasant experience throughout much of the year. Spring brings blooming wildflowers and active wildlife, while fall showcases beautiful foliage. Summer is also great, though some sections can be challenging due to erosion, especially after rain. Winter hiking is possible, but be prepared for potentially icy or snow-covered conditions, particularly on steeper sections.

Are there any permits or fees required to hike in the Peppercorn Hill Conservation Area?

No, there are no permits or entrance fees required to access the Peppercorn Hill Conservation Area. It is open to the public for recreational use.

Is the Peppercorn Hill trail suitable for beginners?

The trail is rated as 'easy' overall, making it suitable for beginners. However, it's worth noting that while many sections are gentle, reaching the Peppercorn Hill summit can involve some steep, boulder-strewn sections, particularly on the Walleston Trail, which might be moderately challenging for some.

What kind of scenery and terrain can I expect on the route?

You'll experience a diverse landscape, including forested uplands dominated by oaks, maples, and pines, as well as wetlands and areas with cold water streams and vernal pools. The terrain features a 'remarkable jumble of boulders' left by glaciers, historic stone walls, and a powerline easement that provides habitat for songbirds and butterflies. You might also catch glimpses of Lake Maspenock.

What are the main points of interest or viewpoints along the route?

Key points of interest include the Kelly Property — Peppercorn Hill Conservation Area itself, offering varied natural beauty. The Peppercorn Hill summit is a notable feature. You'll also encounter fascinating glacial boulders and extensive historic stone walls throughout the woods, hinting at the area's past.

Is the Peppercorn Hill trail a loop?

The specific route highlighted on komoot is a loop trail, allowing you to experience different sections of the conservation area without retracing your steps.

Does the trail connect to other hiking paths?

Yes, the Peppercorn Hill Conservation Area is part of a larger network of trails in Upton. This route specifically utilizes sections of the Walleston Trail, Purple Diamond, and Rockwood Meadows Trail. You can connect to other conservation lands, such as the Snow Family Conservation Area, for longer hikes.

What kind of wildlife might I see on the trail?

The diverse habitats, including forests, wetlands, and shrub areas along the powerline easement, attract various wildlife. You might spot songbirds, butterflies, and other forest creatures. Keep an eye out for signs of deer and other mammals common to New England woodlands.

How long does it typically take to hike this route?

This particular route is approximately 4.2 kilometers (2.6 miles) long and typically takes around 1 hour and 10 minutes to complete at a steady hiking pace.

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