Lookout Mountain Loop is a 4.5 mile loop trail located near Glastonbury, Connecticut that features a great forest setting. The trail is rated as moderate and offers a number of activity options.

Length4.5 miElevation gain538 ftRoute typeLoop
kid friendlyHikingMountain bikingNature tripsWalkingRunningForestViews
Waypoints (0)
Weather
UV Index
Daylight
Reviews (210)
Photos (483)
Recordings (227)
Completed (310)
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Stephanie Wiatr
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarFebruary 28, 2021
HikingIcy

Great, easy hike! Very icy, needed microspikes today although I saw a couple people without them. Got lost a few times-a lot of trails run together here (yellow, yellow/red, yellow/black, red, pink, blue. Just had to keep my eyes peeled and follow this app for navigation. Nice hike for families

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Brittany Shaw
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarFebruary 28, 2021
Hiking
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Renee Duguay
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarFebruary 28, 2021
Hiking
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Tom Duff
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarFebruary 6, 2021
HikingGreat!Snow

We hiked this trail in the snow. A very nice hike with a great view at the top. The area does have many trails so keep an eye out and using Alltrails will help. I would classify this hike as more toward easy than moderate. Parking was adequate on Line Road.

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Evelyn Pelletier
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarJanuary 24, 2021
Hiking
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Shelly Barger
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarJanuary 18, 2021
Hiking

This trail was SO confusing. We had a lot of fun but it turn into over 6 miles because there are very limited trail markers. No biggie to us but started to be a little frustrating when we started getting tired!

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Mary Sturgeon
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarJanuary 10, 2021

nice trails lead to lookout that has benches to enjoy your lunch or a rest. there are so many trails that it is confusing. if I didnt have my all trails app, we would have not been able to follow this loop.

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Ryan Raggio
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarJanuary 10, 2021
Hiking

Poorly marked

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Roger Barthelet
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarJanuary 1, 2021
HikingBlowdownGreat!

This is a family friendly trail that is rated moderate but tends more toward the easy side. The trails are wide and fit for mountain biking. Most of the trails were blazed but hard to see as a gray blaze doesn't stand out very well. The photo opt spots marked on the map were underwhelming. The cellar hole was nothing more than a large hole in the ground with some water in it. There was no foundation ruins as I had anticipated. I am still scratching my head over the cut rock. I saw nothing of consequence where cut rock was supposed to be. The scenic overlook at Lookout Mountain was nice but the mishmash of trails there was confusing at best. There are a lot of mountain bikers using these trails so dogs should be leashed.

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Roger Barthelet
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarJanuary 1, 2021
Hiking
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Paul Barthelet
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarJanuary 1, 2021
Hiking
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Sue Ortoleva
Yellow StarYellow StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarDecember 28, 2020
HikingClosedPrivate property

Be aware that there is a chain across the trail about 1/4 mile in saying “no trespassing until after 12/31” due to it being a heavily hunted area. Mountain bikers were ignoring it but we turned around and drove to a different trailhead

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Jill Kapell
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarNovember 22, 2020
Hiking
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Greg Hammond
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarNovember 15, 2020
Hiking

The trail starts across the street from the parking lot. Nice hike with a wonderful view from the mountain lookout, but no other views along the loop.

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Colton Drain
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarNovember 14, 2020
Hiking
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Holley Ohar
Yellow StarYellow StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarNovember 6, 2020
Hiking
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Ivo Spain
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarOctober 25, 2020
Mountain bikingGreat!Rocky

The trail up the mountain and back was tremendous for mountain biking. The view from the top is great, with a lot of open space. The trail is a Forrest setting for sure, and part of the trail is very thin leaving only one lane for mountain bikers going in either direction. A lot of rocks at times, but all in all very fun.

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Toby Rockwell
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarOctober 24, 2020
Hiking
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Tom Hart
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarOctober 18, 2020
Hiking

Great scenery and view at the top. Poorly marked. Needed to use gps a few times.

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Caitlin Daley
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarOctober 4, 2020
Hiking

Not well marked on the hike up, and on the way down had to check the app to make sure we were following the loop (trail markers changed three times). But a nice hike. No bugs.

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Richard Guilmette
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarOctober 4, 2020
Hiking
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Carlie Clayton
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarOctober 3, 2020
Hiking

Good! Hard to follow at some points but the map helped. The trail starts across the road from the parking lot

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Jessica Forte
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 20, 2020
Hiking
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Chelsey Morgan
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSeptember 19, 2020
Hiking

This trail was very well marked and starts off with a nice incline that targets those hamstrings. The summit via features a nice view of the states capital area. Be sure to read the signs clearly or you may end up in a parking lot vs. the end of the trail that passes by the pretty river.

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Megan Shaw
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 16, 2020
Hiking
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Marco Costa
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarSeptember 13, 2020
Hiking
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