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Deer Leap Overlook

Intermediate/Difficult
 3.8 (4) RECOMMENDED ROUTE

A two-mile out-and-back hike with a beautiful overlook at the top.


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Map Key

2.0

Miles

3.2

KM

Out and Back

2,599' 792 m

High

2,227' 679 m

Low

452' 138 m

Up

452' 138 m

Down

9%

Avg Grade (5°)

31%

Max Grade (17°)

Dogs Leashed

Features Birding · Fall Colors · Views · Wildflowers · Wildlife

Family Friendly An easy day hike for most ages with not too tough terrain.

Overview

This is a very popular locals hiking spot just off Route 4 in Killington. The trail offers easy access to Deer Leap Rock which overlooks Pico Peak and the Mendon Valley.

The trail is littered with glacial rocks and beautiful open woods. Once you reach the higher elevations, the trail narrows into dense evergreen forest with speckled light illuminating the trail floor until it finally opens up to the Deer Leap Overlook, a giant rock where you can have a picnic and enjoy the view.

Description

The trailhead is located in the Long Trail Inn parking lot. You can park across the road in the Sherburne Pass Trail parking lot if none is available at the Inn side.

The trail begins rocky and muddy with a gradual incline. At 0.4 miles, you'll come to the Sherburne Pass Trail and Appalachian Trail Junction. Continue left at the junction towards Deer Leap Overlook.

Shortly after, you'll encounter another junction for the Appalachian and Deer Leap Mountain Trail. Continue on the Deer Leap Mountain Trail. After the junction, the trail begins to level out and heads down across a series of duckboards and rooted ground.

At 0.8 miles, you'll reach the last junction for Deer Leap Mountain Trail and Deer Leap Overlook Trail. Continue left on Deer Leap Overlook Trail. This trail will lead you to Deer Leap Overlook.

At one mile, you have reached Deer Leap Overlook. Once you are done enjoying the views, simply head back the way you came.

Flora & Fauna

Look out for wildflowers on the side of trails.

Contacts

Shared By:

Simeon Pol

Trail Ratings

  3.8 from 4 votes

#2

in Killington

#3945

Overall
  3.8 from 4 votes
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Recommended Route Rankings

#2

in Killington

#24

in Vermont

#3,945

Overall
263 Views Last Month
3,073 Since Jul 1, 2017
Intermediate/Difficult

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Photos

Scenic overlook at the top of Deer Leap right before sunset (Pico Mountain Resort to the left).
May 27, 2018 near Pittsfield, VT
Deer Leap Overlook
Sep 18, 2019 near Pittsfield, VT
Deer Loop Overlook
Sep 18, 2019 near Pittsfield, VT

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Check-Ins

Aug 1, 2020
David Perkins
Aug 6, 2019
Ryan Stenson
2.1mi — 1h 35m
Jun 26, 2019
Chris Lockery
2mi — 1h 30m
May 18, 2019
Stephanie Vargas
2mi — 1h 04m
Sep 3, 2018
Scott Bush
Quick early morning hike to end the holiday weekend. Windy and fog cut the view, but still worth it. A little wet near the top but not too bad.
Sep 2, 2018
Andrew Fleming
With Russel, Marie, and Nera 2mi
May 19, 2017
Simeon Pol