Loop, Park and Den Pond Road Loop

MODERATE 61 reviews
#2 of 2 trails in

Loop, Park and Den Pond Road Loop is a 3.3 mile moderately trafficked loop trail located near Upton, Massachusetts that features beautiful wild flowers and is rated as moderate. The trail offers a number of activity options and is best used from April until September. Dogs are also able to use this trail but must be kept on leash.

Distance: 3.3 miles Elevation Gain: 262 feet Route Type: Loop

dogs on leash

kid friendly

hiking

horseback riding

mountain biking

nature trips

snowshoeing

walking

bird watching

running

forest

views

wild flowers

A slightly more rustic and less traveled path in the Upton State Forest. Loop Rd. is a wide easily traveled path through the woods that leads to Whistling Cave path. Whistling Cave path is much less traveled and more challenging with a number of small streams to cross and large rock formations (including Whistling Cave).

Lots of small ponds along the way, and one deep incline for a good workout, could also hear the wildlife during the walk, would definitely recommend!

hiking
5 months ago

This might be my new favorite spot! Lots of trail options, clearly marked. Saw a whole two people in the 2 hours I was there.

hiking
10 months ago

A nice wide walking trail with hiking trail offshoots. I can see it being good for mountain biking and cross country skiing. The hill on Deans pond is the only short moderate part of all of the graded road parts, but all a nice walk. I would like to come back and explore some more of the single track side trails. Scenic this time of year!

hiking
Wednesday, September 12, 2018

This is a great walk through the woods. I definitely prefer heading toward the pond via Park Road to Dean Pond Road and back Loop Road, rather than the reverse direction. Park Road has lots of loose rock, making climbing more difficult. Also, the climb up Park Road is almost a half mile long, with the corresponding half-mile descent. I prefer to do the steeper section during the first half of my hike. Loop Road consists of a lot of shorter ascents, with level stretches between. Overall, this is one of my favorite hilly walks, and I come here often.

walking
Sunday, September 02, 2018

This is one of my favorite 3 mile walks. Nice & shady on hot days. Beautiful foliage in the fall. Be careful after a hard rainfall, as the many cobbles and rocks on Park Road can be slippery. Pretty scenery, especially at Dean Pond.

hiking
Sunday, April 22, 2018

Nice, no litter but a few dog poop bags ! Why pick it up only to leave plastic bag behind ? Otherwise really enjoyable. Whistling Cave trial was my favorite. Will definitely be back.

hiking
22 days ago

mountain biking
27 days ago

hiking
29 days ago

recorded Loop road to park road

running
1 month ago

hiking
2 months ago

hiking
3 months ago

hiking
3 months ago

hiking
3 months ago

mountain biking
3 months ago

mountain biking
3 months ago

mountain biking
3 months ago

hiking
3 months ago

hiking
4 months ago

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