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Tippling Rock

4.6 ★★★★★ 87 Google reviews · Running trail in Sudbury, Massachusetts · Posted hours

Runner's snapshot

Surface
Natural surface
Distance
Not reported
Shape
Not reported
Shade
Not reported
Access
Posted hours

Confirmed from Tippling Rock'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.

Natural surfaceScenicDog-friendlyHillyTrailhead parking

Wooded trail leading to a peak with views of Boston and the surrounding area.

What runners say about Tippling Rock

Pulled from public reviews of this trail (87 of them) — the things people bring up again and again, in their own words. Nothing here is written by us.

🏞️ beautiful scenery 5 mentions

“Awesome, fairly easy hike with great views year round.”

Just an awesome trail! Convenient parking right off Rte 20 in Sudbury. Step out of your car and you're at the trailhead. It's a solid 1 mile climb to the summit with about 400 feet of elevation gain, but boy are the views worth it! You'll see the Boston skyline in the distance on a clear day.

★★★★★ — Arthur , Jul 2022

Great place to take the family on a hike. Very dog friendly, and a great place to take your pup for exercise while socially distancing.

★★★★★ — Adam , Nov 2020

We came up here on our wedding anniversary. I probably would have enjoyed it more without our toddler screaming his head off the entire time we were at the summit (his way of saying "Happy Anniversary!", I guess), and if I hadn't gotten stung by a wasp on our hike back to the car.

★★★★☆ — Matthew , Aug 2023

Great little hike. 4 and 7 great old made it out and back without a problem. Had lunch at the top with a view of the prudential building!

★★★★★ — Anthony , Mar 2021

Excerpts from public Google reviews. Read all 87 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.

🏞️ Scenic views 18 mentions

“It's a solid 1 mile climb to the summit with about 400 feet of elevation gain, but boy are the views worth it!”

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🅿️ Trailhead parking 6 mentions

“That being said, the hike from the trailhead on Brimestone Lane is relatively easy and of decent length, though a little rocky for the jogging stroller we had brought him in.”

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⛰️ Hills / elevation 5 mentions

“It's a solid 1 mile climb to the summit with about 400 feet of elevation gain, but boy are the views worth it!”

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🌲 Natural surface / singletrack 3 mentions

“That being said, the hike from the trailhead on Brimestone Lane is relatively easy and of decent length, though a little rocky for the jogging stroller we had brought him in.”

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🐕 Dog-friendly 3 mentions

“Very dog friendly, and a great place to take your pup for exercise while socially distancing.”

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Plan your run at Tippling Rock

The practical stuff

  • AccessPosted hours — posted hours below; park gates sometimes close earlier than the listing says
  • SurfaceNatural surface — easiest on the joints and the most fun, but expect roots, rocks and mud after rain
  • DistanceNot reported. Trail systems often quote total path mileage rather than a single loop, so measure the route you actually want before you drive out.
  • ShadeNot reported. Assume some of it is exposed and carry water in summer.
  • At the trailheadparking — reported by runners
  • DogsWelcome, per reviewers. Leash rules vary by park — the trailhead sign is the authority.

Hours

Monday 7 am–6:30 pm
Tuesday 7 am–6:30 pm
Wednesday 6 am–9 pm
Thursday 7 am–6:30 pm
Friday 7 am–6:30 pm
Saturday 7 am–6:30 pm
Sunday 6 am–9 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 Tippling Rock

Sudbury, Massachusetts

Get directions

Running trails near Sudbury

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

Weisblatt Conservation Land

4.9 ★★★★★ 14 reviews

Sudbury, MA

Scenic

under a mile away

Tippling Rock Trail Head

4.6 ★★★★★ 15 reviews

Sudbury, MA

Scenic

under a mile away

Ford's Folly

5 ★★★★★ 14 reviews

Sudbury, MA

Loop

under a mile away

Sudbury Conservation

4.8 ★★★★★ 4 reviews

Sudbury, MA

1.7 miles away

Haynes Meadow

4.5 ★★★★★ 25 reviews

Sudbury, MA

Natural surfaceDog-friendly

1.9 miles away

Landham Brook Marsh Conservation Area

4.5 ★★★★★ 2 reviews

Sudbury, MA

2.0 miles away

All running trails in Sudbury, 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.