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Favorite Castle Craig on a chilly fall day
Intermediate Intermediate

Castle Craig

2.8 mi 4.5 km 644' Up 196.41 m Up 644' Down 196.37 m Down

Meriden, CT
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Favorite Experiencing the Old King's Highway seems to bring you back in time.
Intermediate/Difficult Intermediate/Difficult

Pamet Loop

5.4 mi 8.7 km 239' Up 72.87 m Up 239' Down 72.94 m Down

Truro, MA
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Favorite An autumn view of Boston from the Fells
Intermediate Intermediate

Wright's Tower Out-and-Back

0.9 mi 1.5 km 138' Up 42 m Up 137' Down 41.88 m Down

Medford, MA
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Favorite Greeting Tree at trailhead.
Intermediate Intermediate

Vernal Pool Loop

1.8 mi 2.9 km 99' Up 30.28 m Up 99' Down 30.03 m Down

Sharon, MA
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Favorite The ultimate rocks and roots trail.
Intermediate/Difficult Intermediate/Difficult

Mount Watatic and Nutting Hill Loop

2.8 mi 4.5 km 644' Up 196.29 m Up 645' Down 196.55 m Down

Ashburnham, MA
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Favorite Start of the Pine Trail
Intermediate Intermediate

Pine Tree Trail

3.7 mi 6.0 km 216' Up 65.94 m Up 216' Down 65.98 m Down

Pocasset, MA
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Favorite Clearing early during the ascent.
Intermediate Intermediate

Wachusett Friendly Loop

3.6 mi 5.7 km 832' Up 253.67 m Up 825' Down 251.36 m Down

Princeton, MA
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Favorite West Thompson Lake makes for a great view along the Shoreline Trail.
Intermediate Intermediate

West Thompson Lake

7.2 mi 11.6 km 227' Up 69.34 m Up 224' Down 68.35 m Down

Thompson, CT
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Favorite Start of the downhill on Canfield Gulch.
Easy/Intermediate Easy/Intermediate

World's End Loop

3.1 mi 5.0 km 181' Up 55.03 m Up 180' Down 55.01 m Down

Hingham, MA
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Favorite View towards Boston.
Easy/Intermediate Easy/Intermediate

Ward Reservation

3.5 mi 5.7 km 227' Up 69.24 m Up 225' Down 68.67 m Down

Andover, MA
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Favorite Stone Bridge Waterfall" by Eric Kilby (https://www.flickr.com/photos/ekilby/9113874150/in/photolist-eTmZgd-eTmYqL-eTmZU1-eTazyP/), Flickr licensed under CC BY-SA 2.0 (https://creativecommons.org/licenses/by-sa/2.0/).
Easy/Intermediate Easy/Intermediate

Virginia Woods Loop

0.9 mi 1.5 km 117' Up 35.64 m Up 118' Down 35.9 m Down

Melrose, MA
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Favorite 99 Steps
Intermediate Intermediate

Franklin Park Loop

2.9 mi 4.7 km 128' Up 38.98 m Up 125' Down 38.05 m Down

Jamaica…, MA
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Favorite Late season snow around Spaulding Pond
Easy/Intermediate Easy/Intermediate

Mohegan Park Loop

1.9 mi 3.1 km 156' Up 47.56 m Up 152' Down 46.19 m Down

Norwich, CT
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Favorite Sunset, Halibut Point
Easy Easy

Halibut Point Loop

1.1 mi 1.7 km 50' Up 15.38 m Up 50' Down 15.32 m Down

Rockport, MA
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Favorite fisher
Intermediate Intermediate

Ipswich River Wildlife Sanctuary Loop

3.6 mi 5.7 km 141' Up 42.86 m Up 140' Down 42.58 m Down

Topsfield, MA
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Favorite Trail entrance.
Easy Easy

North River Loop

0.7 mi 1.2 km 71' Up 21.78 m Up 70' Down 21.44 m Down

Marshfi…, MA
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Favorite Hiking up Whipple Hill. Photo provided by the Town of Lexington, Conservation Division.
Easy/Intermediate Easy/Intermediate

Whipple Hill Loop

2.4 mi 3.8 km 214' Up 65.25 m Up 213' Down 65.06 m Down

Arlington, MA
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Favorite Old Wall
Easy/Intermediate Easy/Intermediate

Mt. Misery Loop

1.9 mi 3.1 km 200' Up 60.89 m Up 197' Down 59.92 m Down

Lincoln, MA
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Favorite Cliff and outlook toward Ragged Mt.
Intermediate/Difficult Intermediate/Difficult

Will Warren's Den and Lookout

2.5 mi 4.1 km 421' Up 128.35 m Up 422' Down 128.65 m Down

Farmington, CT
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Favorite Charles River Vista
Intermediate Intermediate

Rocky Narrows Loop

4.6 mi 7.4 km 345' Up 105.26 m Up 343' Down 104.42 m Down

Sherborn, MA
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Favorite Boston Skyline from summit of Peters Hill
Easy/Intermediate Easy/Intermediate

Arnold Arboretum Tour

3.6 mi 5.7 km 282' Up 85.97 m Up 282' Down 85.95 m Down

Jamaica…, MA
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Favorite A dog hiking along the trail.
Easy Easy

Maples Farm Outer Loop

1.3 mi 2.1 km 148' Up 45.19 m Up 141' Down 42.94 m Down

Bozrah, CT
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Favorite Walking along the North Fire Road in early autumn
Intermediate Intermediate

Barn Island Loop

3.9 mi 6.3 km 174' Up 53.06 m Up 175' Down 53.37 m Down

Pawcatuck, CT
Explore in 3D
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