Monument Mountain
Monument Mountain
4.5
About
Ascend this popular peak, which once drew 19th-century literary giants, and from its summit gaze across the spectacular landscapes of the Housatonic River Valley.
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Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

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4.5
4.5 of 5 bubbles293 reviews
Excellent
191
Very good
86
Average
16
Poor
0
Terrible
0

Amy C
Finger Lakes, NY844 contributions
4.0 of 5 bubbles
May 2021 • Family
A nice hike up the mountain. We went up the Hickey trail, crossed the peak using Squaw Peak, and went down using Indian Monument. There were nice views at the top, a nice stream to photograph, and wildlife to enjoy.
Written May 3, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Elise G
Hudson River Valley, NY1,277 contributions
5.0 of 5 bubbles
Jan 2023
Our party of four enjoyed a 2.6 mile loop. We headed up the Hickory Trail (yellow) and down the Mohican Monument Trail (blue).

The signage was great, the trails were well maintained and beauty was everywhere. Trails were wide enough so that we did not have to be single file all of the time. This was appreciated as part of our intention in hiking, was to enjoy chatting along the way.

We marveled over the rocks, ferns and moss. There seemed to be miles of Mountain Laurels (when in bloom, it must be brilliant!). The moderate hike was an ideal choice; it made for a lovely visit with friends. I recommend it highly.
Written January 7, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

bbright1
New York City, NY275 contributions
5.0 of 5 bubbles
Sep 2020
Rather crowded on an early autumn weekend, but for good reason. Really lovely hike with some great views. Make sure not to miss the Devil's pulpit. Doable for most fitness levels, though there is a bit of rock scrambling near the summit.
Written October 5, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

margaretf4
Orange Park, FL192 contributions
5.0 of 5 bubbles
Oct 2023 • Couples
In town for one night to take in Stockbridge, we ended up at the Briarcliff Motel just down the road from this site. We woke up, and hit the trails for our first hike of the trip. We did the Hickey-Peeskawso Peak-Mohican loop, 2.6 miles total. 2 hours duration. Parts are very steep and bumpy throughout, I was glad I was wearing really good shoes.
Written October 7, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Amy M
New York City, NY10 contributions
5.0 of 5 bubbles
May 2021
My husband and I were at Monument Mountain this past week and had a great hike. We got on the red trail quite by accident and forewarning to all, it is very steep. At one point we were forced to turn around because it was extremely dangerous and a sheer drop if your balance is off. No problem though...we turned around and ended up taking the blue trail down. It was beautiful in the forest...we did run into a snake though! Very nice man at the bottom of the mountain named Tom, who gave us a history of the mountain and lunch suggestions.
Written May 24, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Al F
Snohomish, WA387 contributions
4.0 of 5 bubbles
Jul 2014 • Couples
The hike up Monument Mountain is steep and rocky, but short; and the view is unquestionably worthwhile. There are 3 routes:

A) Turn south (left) from the parking lot and go up the 1.5-mile Indian Monument trail, then continue up the Squaw Peak trail to approach the summit from the north.
B) Go up the Indian Monument Trail, then turn right onto Squaw Peak trail to approach the summit from the south.
C) Turn north (right) from the parking lot and go up the .8-mile Hickey Trail, then turn onto the Squaw Peak Trail to approach the summit from the north.

We like option B, as it provides better views along the way and is not as steep as option C. Either way, you can go down a different route to make a nice loop.

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Written June 4, 2015
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

RItraveler79
Norton, MA104 contributions
5.0 of 5 bubbles
Jul 2020 • Couples
On a recent trip to Great Barrington, my husband and I took a hike at Monument Mountain Reservation. When visiting you should plan on approximately 2 hours to hike to the top and then back down. Parking is not abundant - but if you arrive early you will not have a problem finding a spot. The fee for parking for the day is a reasonable $5 which you can pay for at one of several self pay stations. On the Saturday that we visited, the volunteer Trustee met us after we had paid for parking to let us know that we needed to adhere to social distancing guidelines while on the trails. He told us it was important to wear our facial coverings when coming across other hikers on the trails, but we were not required to wear them the entire time. As it turned out, as we were talking, we learned that he was familiar with our hometown (about 120 miles away) as his wife and daughter both attended the local college. You never expect to meet people that know the area you’re from when you’re a few hours away from home! There are 3 trails that can be utilized: Indian Mountain Trail (1.5 mile; the longest/easiest trail - smoothest, fairly easy ascent); Hickey Trail (.83 mile, most direct and strenuous approach); Squaw Peak Trail (.62 miles, summit connector). We chose the Indian Mountain Trail for our ascent and the Squaw Peak Trail for the descent. After having spent the last 100 days essentially indoors due to COVID 19, it was wonderful to get out and appreciate what Monument Mountain had to offer. The ascent, as promised, was relatively easy. There were some portions that were a little steeper than others, but overall it was a wonderful walk to the summit. We came across very few other visitors and the few that we did all were courteous and following the facial covering guidelines. As we approached the summit, the views were breathtaking and despite the hot, humid day, the breeze was refreshing. The views from the peak were exceptional making the hike well worth it.
Written July 6, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Challah
Caluire et Cuire, France38 contributions
4.0 of 5 bubbles
Sep 2016
We read reviews about Monument Mountain, and from what we read, it seemed like a wonderful opportunity for a good walk and beautiful views. Previous reviewers said there were both challenging and easy walks up to the summit that offered a magnificent 360 degree view of the area. We were nearby, so we figured, we'd take advantage of the beautiful day.

We are both youngish seniors in good health and more than reasonably fit, so, the easy walk seemed very doable. All reviews stated that the last quarter mile of this supposed 1.5 mile easy trail was rocky and pretty difficult. That was okay with us. We figured if we made it all the way, we could be proud. If not, we'd at least have done the first part.

From almost the start, the trail was pretty rocky. It soon became steep and rocky. Neither my husband, nor myself, wanted to be wimpy about this "easy" trail, but it became apparent, that we were facing something a lot more challenging than advertised.

The trail was through lush woods. And it was lovely. But most of our attention was focused on trying to get to the top. I have to say, by both fitbit tracker (mine and my husband's) and a GPS phone app, the trail was much longer than the promised 1.5 miles. Again, had this been a less intense and uphill trek, the distance wouldn't have been a problem.

After a couple of strenuous hours and many stops, we called it quits very near the top. Very, very near the top, but it was pretty much straight up and rocky, so even my intrepid husband gave up.

I am sure it is a wonderful destination for experience hikers. We were disappointed not to make it all the way. I am only reviewing it now to warn and inform people who think it will be an easy walk in the woods. That, it is not.
Written September 4, 2016
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Want2travelallaround
Rockland County, NY162 contributions
4.0 of 5 bubbles
Jul 2015 • Couples
This mountain offers 4 trails of varying difficulty. Indian Monument trail is the easiest and is 1.5 miles. It goes to the top. There is the Hickey Trail. (.8 mile) that is more strenuous only because it becomes steep but has a very clear path (no climbing over rocks, branches, etc.). This meets up with the Indian Trail and becomes round trip. From either trail, you can go on the Squawk Peak (.7 mile) connector trail which is the most challenging because in order to get to the very top, you must climb a few rocks. We are in our 60's and had no problem doing this. The view from the top is very nice but I've seen nicer. If the top is crowded, there is not much room to stand and admire. Off of the Squawk Peak trail is a very very short trail called the Devil's Pulpit. We did not attempt it because the name implied danger and the view would have been basically the same.

Our route was going up Hickey, going across on Squawk and going down on Indian. It took a little less than two hours. As far as parking, the lot is not huge, but there was no fee as far as we could tell. After reading a previous post saying there was a $5 fee, I'm wondering if we just didn't see the parking meters. There were two picnic tables at the base of the mountain and I was not aware of any toilets.
Written July 22, 2015
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

AshBernadette88
Huntsville, AL1,577 contributions
5.0 of 5 bubbles
Sep 2017 • Couples
My husband and I (and our three dogs!) decided to do an early-morning hike here based on the most recent Trip Advisor reviews. This hike is just as those reviewers described...beautiful nature trails with wonderful summit views!

This loop trail is very well-marked with brightly colored blazes on the trees. We decided to take Hickey Trail (orange blaze) to the Squaw Peak Trail (red blaze), and then returned to the parking lot via the Indian Monument Trail (white blaze). The Hickey Trail was very steep in parts, but very well-groomed and smooth. Conversely, the Indian Monument Trail contained a lot of rocks, boulders, and tree roots, but was not nearly as steep. In addition to Squaw Peak, taking a quick saunter up to Devil's Pulpit is also worth it!

The trip was 3-miles total, and the elevation gain is only 750 feet. There are challenging components to the hike, but anyone in decent physical shape can reach the summit.
Written September 8, 2017
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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Monument Mountain - All You Need to Know BEFORE You Go (2024)

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