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Whipple Hill

4.5 ★★★★★ 240 Google reviews · Running trail in Lexington, Massachusetts · Posted hours

Runner's snapshot

Surface
Not reported
Distance
50 mi
Shape
Not reported
Shade
Not reported
Access
Posted hours

Confirmed from Whipple Hill's own listing, the park or land manager's website, and runner reviews. Blank cells mean we could not verify that fact — we would rather say "not reported" than invent one. There is no Easy / Moderate / Hard rating on this page on purpose: a one-word difficulty score tells you nothing about whether a trail suits your run. Surface, distance, shade and hours do.

50 miScenicDog-friendlyHilly

This 120-acre conservation area offers 4 miles of trails, a pond & lots of plant & animal life.

What runners say about Whipple Hill

Pulled from public reviews of this trail (240 of them) — the things people bring up again and again, in their own words. Nothing here is written by us.

🏞️ beautiful scenery 3 mentions

“Amazing beautiful nature, and goats are super cute”

🐕 dog-walking favorite 5 mentions

“Lovely place for kids to explore nature, walk the dog, and go birding!”

This is a tiny piece of suburban paradise. Start a hike at the Right Locke Farm. Enjoy the chickens and goats on the way to the hiking trails. Trails run around two small ponds filled with turtles, ducks, muskrats, dragonflies, red wing black birds and more.

★★★★★ — Kristina , Apr 2019

Enjoyable, easy hike in the neighborhood. Multiple trails intersecting each other. There's ruins of an old house and a rusted frame of an old car (allegedly a 1952 Packard). There's a treeless summit and a couple of ponds and streams.

★★★★★ — Dinesh , Feb 2022

Very nice trails, some elevation possible, couple of excellent ponds. Limited parking.

★★★★★ — George , Jul 2023

A very nice place for a walk. The central feature of this park is a pond that is surrounded by hills. The path is not too busy, but you will meet people with dogs. (Be sure and bring some dog treats because once given food the dogs are delightful nincompoops who are glad to spend some time with you.

★★★★★ — Residing , Aug 2022

Excerpts from public Google reviews. Read all 240 reviews →

Trail conditions & character

What this trail is actually like underfoot and overhead, taken from its own listing and from reviews. Each one links to every other trail with the same character. Busy or quiet is reported as a plain fact, not a plus or a minus — a runner heading out alone at dawn often wants company on the path, and someone running intervals wants an empty one.

🐕 Dog-friendly 15 mentions

“Lovely place for kids to explore nature, walk the dog, and go birding!”

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⛰️ Hills / elevation 12 mentions

“It's bigger than the other nearby green places like Turkey Hill and this place has many great trails with nice rivers and creeks.”

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🏞️ Scenic views 5 mentions

“There is a central ridge - Whipple Hill is the highest point on the NW side of Boston of the hills surrounding Boston Basin - with a few views, and a number of marked forest paths.”

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🏃 Long-run distance (5mi+)

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Plan your run at Whipple Hill

The practical stuff

  • AccessPosted hours — posted hours below; park gates sometimes close earlier than the listing says
  • Distance50 mi as reported — check whether that is one way or a round trip before you commit. Long enough for a real long run.
  • ShadeNot reported. Assume some of it is exposed and carry water in summer.
  • DogsWelcome, per reviewers. Leash rules vary by park — the trailhead sign is the authority.
  • Websitelexingtonma.gov
  • Phone+1 781-698-4531
  • Social Instagram · Facebook

Hours

Monday 7 am–7 pm
Tuesday 7 am–7 pm
Wednesday 7 am–7 pm
Thursday 7 am–7 pm
Friday 7 am–7 pm
Saturday 7 am–7 pm
Sunday 7 am–7 pm

Posted hours for the park or trailhead. Gates and parking lots often close earlier than the trail itself, and seasonal hours change — worth a check before a pre-dawn or after-dark run.

Where to find Whipple Hill

Summer St, Lexington, MA 02420

Get directions

Running trails near Lexington

Other trails within easy driving distance — useful when this one is flooded, gated, or just not the run you had in mind today.

Turkey Hill

4.2 ★★★★☆ 47 reviews

Arlington, MA

Scenic

Destination offering kid-friendly hiking trails.

under a mile away

Arlington Reservoir

4.7 ★★★★★ 421 reviews

Arlington, MA

0.9 miLoopScenicDog-friendly

Popular swimming area with a beach, playground, walking path, dog-friendly areas and more.

under a mile away

Minuteman Bike Path

4.9 ★★★★★ 30 reviews

Arlington, MA

PavedScenicDog-friendly

under a mile away

Hill's Hill

4.5 ★★★★★ 61 reviews

Arlington, MA

Recreational park with a baseball field, soccer field, playground, picnic tables, and bike paths.

1.2 miles away

Arlington's Great Meadows

4.6 ★★★★★ 183 reviews

Lexington, MA

50 miLoopBoardwalkDog-friendly

183-acres of wet meadows & uplands with trails for viewing an array of plants & wildlife.

1.2 miles away

Hill's Hill Mountain Biking Area

5 ★★★★★ 3 reviews

Arlington, MA

1.2 miles away

All running trails in Lexington, MA →

Nearby towns

Listing verified July 2026 from public records, the trail's own website and runner reviews. Trail conditions change — paths flood, gates close at dusk, and shaded woods stay muddy for days after rain. Something out of date? Report a correction. Manage this trail? Send us the details — it is free.