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Whipple Hill

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Overview

120 acres, 3.9 miles of trails. Whipple Hill is Lexington's second largest conservation area and includes the highest point in town, the summit of Whipple Hill (375 feet). Trails wind across ledge outcrops, through mature stands of northern hardwoods and white pines, and along Whipple Brook and Locke Pond. Many species of birds visit Whipple Hill, particularly during migration, and the vegetation is richly varied, including a few species that are considered to be uncommon to rare in our area.

Data provided by the Town of Lexington and the Office of Geographic and Environmental Information (MassGIS), Commonwealth of Massachusetts Executive Office of Environmental Affairs.

Visiting Tips

Access is from Winchester Drive (with a small parking lot) and Summer Street in Lexington, and from Philemon Street and Skyline Drive in Arlington.

Recommended Routes in Whipple Hill - 1

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Favorite Hiking up Whipple Hill. Photo provided by the Town of Lexington, Conservation Division.
Easy/Intermediate Easy/Intermediate

Whipple Hill Loop

2.4 mi 3.8 km 214' Up 65.25 m Up 213' Down 65.06 m Down

Arlington, MA
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Whipple Hill Running

  • 5 Miles 7 Kilometers of Trail
  • 1 Recommended Route
  • 12 Easy Trails Easy Trails
  • 3 Intermediate Trails Intermediate Trails
  • 0 Difficult Trails Difficult Trails
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Trails in Whipple Hill - 14

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1.7 mi 2.8 km #1Geology Loop (Red)
Intermediate/Difficult Intermediate/Difficult
Lexington, MA
Intermediate/Difficult Intermediate/Difficult
Lexington, MA
1.0 mi 1.6 km #2ACROSS Lexington
Easy Easy
Arlington, MA
Easy Easy
Arlington, MA
1.2 mi 1.9 km #3Farm/Wetland Loop (Yellow)
Intermediate Intermediate
Lexington, MA
Intermediate Intermediate
Lexington, MA

Photos of Whipple Hill - 5

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Early spring skunk cabbage" by tim t. (https://www.flickr.com/photos/vcdaxus/10861881485/in/photolist-8KeZyL-hxPYWH), Flickr licensed under CC BY-SA 2.0 (https://creativecommons.org/licenses/by-sa/2.0/).
Nov 12, 2019 near Lexington, MA
Hiking up Whipple Hill. Photo provided by the Town of Lexington, Conservation Division.
Nov 14, 2019 near Lexington, MA
Whipple Hill pond. Photo provided by the Town of Lexington, Conservation Division.
Nov 14, 2019 near Lexington, MA
Granite outcrop at the top of Whipple Hill. Photo provided by the Town of Lexington, Conservation Division.
Nov 14, 2019 near Lexington, MA
Looking up Whipple Hill. Photo provided by Town of Lexington, Conservation Division.
Nov 14, 2019 near Lexington, MA
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