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Monument Mountain Reservation/Flag Rock Trailhead — Attraction in Great Barrington

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Monument Mountain Reservation/Flag Rock Trailhead
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Nearby attractions
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Taft Farms
119 Park St, Great Barrington, MA 01230
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Monument Mountain Reservation/Flag Rock Trailhead things to do, attractions, restaurants, events info and trip planning
Monument Mountain Reservation/Flag Rock Trailhead
United StatesMassachusettsGreat BarringtonMonument Mountain Reservation/Flag Rock Trailhead

Basic Info

Monument Mountain Reservation/Flag Rock Trailhead

Great Barrington, MA 01230
5.0(12)
Open 24 hours
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Ratings & Description

Info

Outdoor
Adventure
Scenic
Family friendly
Pet friendly
attractions: , restaurants: , local businesses: Taft Farms
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Live events

Polish Dinner Takeout
Polish Dinner Takeout
Thu, Jan 29 • 5:00 PM
32 Bel Air Ave Pittsfield, MA 01201
View details
2026 Brett Haas Racing Party
2026 Brett Haas Racing Party
Sat, Jan 31 • 5:00 PM
32 Bel Air Avenue Pittsfield, MA 01201
View details
backyard ⚽️ fc Thursday After-School (Jan 22, 29, Feb 5, 12, 19)
backyard ⚽️ fc Thursday After-School (Jan 22, 29, Feb 5, 12, 19)
Thu, Jan 22 • 4:35 PM
The Fieldhouse at Canaan NY, 13132 New York 22, Canaan, United States
View details

Nearby local services of Monument Mountain Reservation/Flag Rock Trailhead

Taft Farms

Taft Farms

Taft Farms

4.6

(83)

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Reviews of Monument Mountain Reservation/Flag Rock Trailhead

5.0
(12)
avatar
5.0
16w

We did the hike from this parking lot/location. There was no parking fee here (but there id another parking lot with a fee on the other side of the mountain). Took us exactly 1 hour up (3km hike). Total round trip was about 2 hours 30 minutes, but this includes time for photos etc at the top. Our roundtrip was 6,5 kilometres. Very nice trail and essy to navigate. We did encounter a black bear along the trail on our way down,...

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avatar
5.0
3y

We hiked from the Flag Rock Trailhead, and it was lovely. A quieter path with fewer folks than some of the other trails, but lots of cool stuff to see on the way to the top. The first 5-10 minutes are pretty steep, but the topography varies a lot more after that. Would...

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5.0
2y

This is a rewarding, moderate, out and back hike with a breathtaking view at the summit. There is a steady uphill climb on the hike out with some easy flat stretches along the way. See interesting boulders. The mountain laurels were blooming...

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scavottolikeshikesscavottolikeshikes
It may not have been THE view we were shooting for, but it was certainly a solid view during today's stop on the "Rest of Massachusetts Alphabetical Walkin' Tour"... No. 223 - Great Barrington #aboyandhisdog #dogsofmassachusetts #dogsoftiktok #Massachusetts #Berkshires #monumentmountain #greatbarrington #hikingadventures #hiking #sundayfunday
DavidDavid
We did the hike from this parking lot/location. There was no parking fee here (but there id another parking lot with a fee on the other side of the mountain). Took us exactly 1 hour up (3km hike). Total round trip was about 2 hours 30 minutes, but this includes time for photos etc at the top. Our roundtrip was 6,5 kilometres. Very nice trail and essy to navigate. We did encounter a black bear along the trail on our way down, so be aware!
Shannon CardenShannon Carden
This is a rewarding, moderate, out and back hike with a breathtaking view at the summit. There is a steady uphill climb on the hike out with some easy flat stretches along the way. See interesting boulders. The mountain laurels were blooming in late June.
See more posts
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Find a cozy hotel nearby and make it a full experience.

It may not have been THE view we were shooting for, but it was certainly a solid view during today's stop on the "Rest of Massachusetts Alphabetical Walkin' Tour"... No. 223 - Great Barrington #aboyandhisdog #dogsofmassachusetts #dogsoftiktok #Massachusetts #Berkshires #monumentmountain #greatbarrington #hikingadventures #hiking #sundayfunday
scavottolikeshikes

scavottolikeshikes

hotel
Find your stay

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Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
We did the hike from this parking lot/location. There was no parking fee here (but there id another parking lot with a fee on the other side of the mountain). Took us exactly 1 hour up (3km hike). Total round trip was about 2 hours 30 minutes, but this includes time for photos etc at the top. Our roundtrip was 6,5 kilometres. Very nice trail and essy to navigate. We did encounter a black bear along the trail on our way down, so be aware!
David

David

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Find a cozy hotel nearby and make it a full experience.

hotel
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Find a cozy hotel nearby and make it a full experience.

This is a rewarding, moderate, out and back hike with a breathtaking view at the summit. There is a steady uphill climb on the hike out with some easy flat stretches along the way. See interesting boulders. The mountain laurels were blooming in late June.
Shannon Carden

Shannon Carden

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