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Favorite Googins Island
Intermediate Intermediate

Wolf Necks Woods Loop

3.0 mi 4.8 km 233' Up 71.12 m Up 240' Down 73.01 m Down

Freeport, ME
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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
Explore in 3D
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 Average high tide marker for 2025 and the intersection of Goose Pond Trail and Try Island Trail.
Easy/Intermediate Easy/Intermediate

Wellfleet Audobon Loop

1.7 mi 2.8 km 57' Up 17.47 m Up 58' Down 17.56 m Down

North E…, 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 Massive cairn at the summit.
Intermediate/Difficult Intermediate/Difficult

North Pack Monadnock Mountain via Wapack Trail

3.1 mi 5.0 km 921' Up 280.65 m Up 921' Down 280.6 m Down

Greenfield, NH
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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 Summit with view of Monadnock.
Intermediate Intermediate

Gap Mountain

2.6 mi 4.3 km 602' Up 183.55 m Up 602' Down 183.51 m Down

Troy, NH
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Favorite Damde Meadow tidal marsh at low tide
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 At the intersection of Copple Crown Trail and Copple Crown East Peak.
Intermediate Intermediate

Copple Crown

5.1 mi 8.2 km 1,014' Up 309.03 m Up 1,014' Down 308.99 m Down

Sanborn…, NH
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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 Scenic overlook at the top of Deer Leap right before sunset (Pico Mountain Resort to the left).
Intermediate/Difficult Intermediate/Difficult

Deer Leap Overlook

2.0 mi 3.2 km 452' Up 137.67 m Up 452' Down 137.67 m Down

Pittsfield, VT
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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 Across the Merrimack River
Easy/Intermediate Easy/Intermediate

Bedford Heritage Trail

1.8 mi 2.9 km 47' Up 14.31 m Up 47' Down 14.33 m Down

Bedford, NH
Explore in 3D
Favorite The view from Pine Mountain.
Easy/Intermediate Easy/Intermediate

Pine Mountain Loop

1.8 mi 2.9 km 269' Up 82 m Up 269' Down 81.88 m Down

New Durham, NH
Explore in 3D
Favorite There are several boardwalks along the East side of short park loop
Easy Easy

Livingstong Park Loop

1.1 mi 1.8 km 42' Up 12.79 m Up 42' Down 12.92 m Down

Manchester, NH
Explore in 3D
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
Explore in 3D
Favorite View from Stapleton Point (top of Little Ascutney).
Intermediate Intermediate

Little Ascutney Mountain

2.5 mi 4.0 km 798' Up 243.33 m Up 798' Down 243.34 m Down

Windsor, VT
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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
Explore in 3D
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
Explore in 3D
Favorite A pristine pond offers a quiet place to sit and enjoy your surroundings.
Easy/Intermediate Easy/Intermediate

Maudslay State Park Loop

3.7 mi 5.9 km 146' Up 44.49 m Up 145' Down 44.09 m Down

Amesbury, MA
Explore in 3D
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
Explore in 3D
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
Explore in 3D
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