NE 4,000 Footers
NE 100 Highest
NH 4,000 Footers
NH 52 With A View
NH Belknap Range
NH Ossipee 10
Explanation of Ratings
Ossipee Mountains Notice
Milton, MA, Canton, MA, Quincy, MA
Trailheads, measurements, times, distances, and maps are all approximate and relative to the hike(s) as shown below.
Looking down the Big Blue ski trail on the way to Great Blue Hill
I needed to get away from the snow up in the mountains, so I decided to head south for a hike.
Since there seemed to be a lot of people on the foot trails, we decided to ascend directly up Great Blue Hill via the Big Blue ski trail, going by (gasp) two piles of snow on the way. The steep ascent was a great warm up.
After reaching the observatory, we followed an obscure trail as a shortcut to the lookout tower. The obscure trail became so obscure that it ended up being a bushwack. Nonetheless, we made it and were able to get nice views of the Boston sky line.
From there, we headed down the north branch of the Skyline Trail over to Wolcott Hill. Though brief and relatively tame, the trail did get steep in a few places. The views from Wolcott Hill were nothing special, though it was neat to look back at the structures on Great Blue Hill.
From there, we headed to Hemenway Hill. In going to the high point, I left the Skyline Trail and ended up in a maze of secondary trails. Realizing we were way off course when we reached one of the numbered intersections, we headed south toward Hancock Hill, rejoining the Skyline Trail after a few minutes, for the short and steep final approach to the summit.
The views from Hancock Hill were excellent, via multiple spur trails.
Our next stop was Tucker Hill. The descent down Hancock Hill was somewhat steep, before leveling out as the trail crossed the road.
There was a decent view point on the trail near the highpoint of Tucker Hill, followed by a steep descent into the col between it and Buck Hill.
Arriving at Buck Hill, we were greeted with, in my opinion, the best views of the day. The somewhat bald summit featured vistas in all directions, with a particularly nice view of Boston and the ocean. I couldn't help but laugh when I saw a large cairn located near the summit - a bit much for a 496 foot hill!
After having lunch at the summit of Buck Hill, we headed back over Tucker Hill, stopped at the vending machine near the road, then headed up the steep ascent to Houghton Hill.
Unfortunately, there were no decent views from the trail or highpoint of Houghton Hill.
From there, we headed up the somewhat steep back side of Great Blue Hill, stopping in the gift shop upon summitting. After that, we descended down the ski slopes and called it a day. Not a bad day of hiking, considering we were practically in the city!
The bottom of the Big Blue ski trail
Looking at Boston from Great Blue Hill
Looking up the Skyline North Trail on the way to Wolcott Hill
Looking at Great Blue Hill from near the summit of Wolcott Hill
The Skyline North Trail on the way to Hemenway Hill
Looking at Great Blue Hill from near the summit of Hemenway Hill
Looking up the Skyline North Trail near the summit of Hancock Hill
Looking at Boston from Hancock Hill
The Skyline Trail to Tucker Hill
Looking at Great Blue Hill from Tucker Hill
Looking up the Skyline Trail near the summit of Buck Hill
Looking at Boston from the summit of Buck Hill
Looking up the Skyline South Trail on the way to Houghton Hill
The lack of a view as seen from the summit of Houghton Hill
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