Haystack Mountain via Colby M. Chester Memorial Trail

MODERATE 34 reviews

Haystack Mountain via Colby M. Chester Memorial Trail is a 3.1 mile lightly trafficked out and back trail located near Pawlet, Vermont that offers the chance to see wildlife and is rated as moderate. The trail offers a number of activity options and is accessible year-round.

3.1 miles
1167 feet
Out & Back



nature trips

trail running





no dogs

Generations of Pawlet families – and visitors from around the world – have climbed the steep slopes to the top of Haystack Mountain to take in the spectacular 360-degree views of Bald and Middle Mountains, the north-south forested hills and the serene Mettowee Valley. This preserve features a series of rounded, forested peaks in the northern Taconic Mountains, clustered in an extensive landscape of unbroken forest. Locals call Haystack, Middle and Bald Mountains the Three Sisters. Warm southern aspect and shallow soils produce drought-like conditions on the hills and promote the growth of several unusual natural communities, including dry oak woodlands and dry oak-hickory-hophornbeam forests. Turkeys, grouse and bobcats roam the rocky landscape. Peregrine falcons sometimes nest on the cliffs of Haystack. These forested hills also provide nesting habitat for neotropical migrant songbirds that rely on unfragmented forest blocks.

2 months ago

2 months ago

Great hike

3 months ago

We had perfect conditions and a nice fall day . This was what you would expect for a moderate trail. Fairly well marked, stunning 360’ view from the top!!

3 months ago

Such a rewarding hike! Amazing views at the top

4 months ago

Beautiful hike!!

4 months ago

Great hike. Definitely moderate
Summit was beautiful. I did the hike with my 11yr old twins and dog

not well marked but all in all good hike. summit has a breathtaking view.

5 months ago

A short but challenging hike. My personal favorite trail in the area. The view alone is worth the effort to get to the top!

6 months ago

Short hike for such an awesome view. Nothing too difficult on the way up. The trail is easy to follow

6 months ago

Easy walk up a farm road with Angus cows mooing at you. Trail starts about a 1/4 mile up on the left. Easy walk until you cross the brook, then steep and roots and rocks from there up to the top. Beautiful New York and Southern Green Mountains views.

7 months ago

Fun hike, great views!

9 months ago

Great little mountain! You must park along the road and hike up a road to the beginning of the trailhead along a Farmer's property. The first stream bed is riddled with shale and the water clarity is out of control beautiful. The hike is steep but short and the summit has very near 360° views. West Mountain ski center is visible as well as all of Granville and the Mettowee valley. Lake Saint Catherine can be seen behind the trees as you face north. Eastern views show you the road you walked in on and beyond. The lack of light pollution in the Mettowee valley would make this a tremendous hike for stargazing.

Tuesday, November 08, 2016

Worth the climb!

Saturday, August 27, 2016

I love Haystack because it was my 1st longer hike.
it was a steady uphill with some very rocky areas, but the view was worth it. interesting to see the changes in flora as you go.

Sunday, July 31, 2016

Bad direction from the app. Get direction from Green Mountain Forest Ranger better.

Wednesday, July 15, 2015

I did this hike a few weeks ago, in a thunderstorm. The trail was very well maintained, and not too steep in parts. Although it was pouring down rain, we made it to the top and had great views, except for the fog and rain.

Saturday, June 06, 2015

Amazing hike ! This is one of my favorite trails. Definitely a good workout. The mountain views at the top are breathtaking !

Sunday, August 17, 2014

First off note this is not the Haystack in Wilmington, the trail is in Rupert/Pawlet. and the photos are from the 'other' Haystack not this one. Anyway the drive to the trail is is great, classic Vermont farms on route 30. You need to park at end of the road on Waite Hill Road and walk about 1/2 mile to the trail head (obey all the signs). Follow the markers to the top, great 360 views of southern Vermont. Great trail in winter also. Out and back was 3.2 miles and fairly easy.

Sunday, August 08, 2010

Very nice trail, decent views at the top no good vistas before then. There is a crain on the trail that marks the turn off to the summit, in addition to trail marker(blue diamond). The main trail continues on to Mt Snow(becomes orange square marker). The weather was so perfect that after topping Mt Haystack) continued on to Mt Snow, the trail to Mt Snow was less used and boggy in parts but not that difficult (moderate).

This is not a loop trail, as part of it is closed off because of the Willinton VT watershed area.

10 months ago

1st Vermont hike

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