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Hiking in the Berkshires with Berkshire GreenLeaf & Wellness guide
Top 44 locations in Massachusetts
byMarlee Tyska and
Michal Ben-Ari
Live update: Updated December 29, 2021Copy link
Copy link1. Chesterfield Gorge Reservation
PEOPLE ARE SAYING:
Marlee TyskaStart on the old Boston Post Road off of Route 143 and head down on the eastern side of the Westfield River for a lovely hike.
2. Onota Lake
PEOPLE ARE SAYING:Marlee TyskaOnota lake
3. Lake Averic (Echo Lake)
PEOPLE ARE SAYING:Marlee TyskaLake Averic, also known as Echo Lake in the West Stockbridge Mountain.
Always loved this location!
No fishing or swimming in the water supply‼️
Provides the water supply for the Town of Stockbridge, MA. The lake is on the west side of the Interlaken community and at the base of West Stockbridge Mountain.
There's a very pretty dirt road to walk through. 
Julia ShablaevaGreat place!)
4. High Lawn Farm
PEOPLE ARE SAYING:Marlee Tyskahttps://www.facebook.com/HighLawnFarm/photos/a.10156712471273753/10158637875453753/
ALSO FEATURED IN:Top 46 locations in United States
5. Alford Springs
PEOPLE ARE SAYING:Marlee TyskaRecommended hike: the Mother Loop, 2.4 miles.
6. Balance Rock State Park
PEOPLE ARE SAYING:
Marlee TyskaBalance Rock State Park is home to the famous balancing rock that was lifted up & carried during the time when glaciers were moving along the land 🌡
This is a great place to bring the family for a nice walk & picnic 🍇🍉🥙
There is a paved path from the parking lot to the Rock making this area wheelchair & stroller friendly ♿ 🙌
There are trails that lead deeper into the Pittsfield State Forest from this location!
In the summer months remember Bug Spray as the mosquitos seem to love this area 🦟 ⚠️
https://www.alltrails.com/trail/us/massachusetts/balance-rock-loop-trail
7. The Boulders Reserve - Dalton Ave Trailhead
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
8. Parsons Marsh Reserve
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
9. The Bridge of Flowers Shelburne Falls, Massachusetts
PEOPLE ARE SAYING:Marlee TyskaThe Bridge of Flowers
Shelbourne Falls, Ma
A great day trip for the family! Handicap accessible & there's a cute cafe to have lunch - at the end of the bridge, which offers views of the bridge.
Don't forget to view the Glacial Potholes around the corner! There are roughly 50 visible Potholes created by whirlpools of water over thousands of years.
[What rescued the Bridge from becoming a decaying castoff in the heart of the village was the vision of a local couple, Antoinette and Walter Burnham, whose home overlooked the Bridge. Gazing on the weed-infested structure one day, as the story goes, Mrs. Burnham remarked to her husband that “if weeds can grow on that bridge, why not flowers?” Mr. Burnham, an invalid, is reputed to have typed out her idea and sent it to the local paper, asking for volunteers. The Shelburne Falls Women’s Club responded to the call by taking on the project and underwriting its costs with a grant of $1,000. In April 1929, club members and others in the community rolled up their sleeves and, inspired by the Burnham’s vision, moved 80 loads of loam and many yards of fertilizer to the bridge, replacing weeds with plants and flower seeds, many donated from their own gardens. Club members continued to nurture the plantings for many years thereafter. And that same spirit of volunteerism continues to sustain the Bridge of Flowers to this day.]
https://www.bridgeofflowersmass.org/
#berkshiregreenleaf
#hikingintheberkshireswithberkshiregreenleaf
#berkshiregreenleafwellnessLLC
Julia ShablaevaSo colorful and beautiful place 😊
10. Three Sisters Sanctuary
PEOPLE ARE SAYING:Marlee TyskaThree Sisters Sanctuary
Goshen, Ma
Do you like gardens? Do you like collectables & handmade art? Well, this is your place!
For a $10 donation you can spend the day walking the gardens: bring lunch to picnic on the grounds. The owners very welcoming & will answer any questions you may have!
Don't forget to check out the Fire-Breathing Dragon when you are there!
[Environmental Art at it's best combined with majestic sculpture gardens. Explore 8 acres of perennial, stone and water gardens combined with art installations built over the last 25 years.]
http://www.threesisterssanctuary.com/
11. Upper Sheffield Covered Bridge
PEOPLE ARE SAYING:Marlee TyskaSuch a beautiful place to explore! Also the site of a nationally acclaimed UFO sighting & abduction 👽 🌠
There’s an Unsolved Mysteries (on Netflix) episode about the UFO sightings - the episode is called “Berkshire UFO” 🛸
[ As Seen On: Ancient Aliens & Unsolved Mysteries. On February 6, 2015, The Historical Society inducted Reed into the state's official archives with the following words: "The Historical Society in Massachusetts has formerly and officially inducted the first off-world UFO case in US history. The historical society confirms that the Reed off-world incident is historically true and warrants induction." In November, the governor also issued two citations to Thomas Reed. One could argue that the induction into official state records by the Great Barrington MA historical society and subsequently Massachusetts Governor Charles D Baker of the "off-world incident" of the Reed family in Sheffield Massachusetts on the evening of September 1, 1969, marks the beginning of this long-awaited official recognition. These formal statements by sitting government officials about the Thom Reed off-world incident represent the first official step in disclosure.]
While your down this way, check out the Bistro Box for something yummy to eat 😋 🍽
12. Mohawk Trail State Forest
PEOPLE ARE SAYING:Marlee Tyska[Deep within this dazzling 6,000-acre forest, you'll find the oldest trees in our state. At nearly 500 years old, these hemlocks are worth seeing. Not only is this forest home to the oldest trees in Massachusetts, but you'll find some of the tallest birch trees too! Set out on an adventure to explore Mohawk Trail State Forest, and you'll find the oldest trees in all of Massachusetts.]
https://www.onlyinyourstate.com/massachusetts/unique-oldest-tallest-trees-ma/?utm_medium=email&utm_source=massachusetts&utm_campaign=newsletter&utm_content=nlbuttonB2&fbclid=IwAR31JI8EhFccN-tVyVxLMWNm0qny49XNqxjikIa163d91s2h0ShoY2t65_Q
13. Pittsfield State Forest
PEOPLE ARE SAYING:Marlee TyskaPittsfield State Forest
Beaver Trail
We started at the Lulu Parking Lot & followed Beaver Trail around the pond. It was an easy & relaxing hike 🍂 🌾
This is a great hike during the fall - the colors were beautiful!
https://www.alltrails.com/trail/us/massachusetts/beaver-pond-loop?fbclid=IwAR2wgPVk3B8ZzbbCsVmLI2F1r3zfWpxEcQayln-uPA4D26p6mxZq5SFFEBE
14. Pittsfield Dog Park
PEOPLE ARE SAYING:Marlee TyskaBurbank Park, off of Valentine Road
Pittsfield
DOG PARK IS OPEN 🐶 🍃 🍂 🐕 🍃 🍂
15. Old Mill Trail
PEOPLE ARE SAYING:Marlee TyskaOld Mill Trail
Old Dalton Rd Hinsdale, Ma
One of my favorites! An easy hike with so much to see 🌾🌿
[Old Mill Trail is a 3.1 mile moderately trafficked out and back trail located near Hinsdale, Massachusetts that features a river and is good for all skill levels. The trail is primarily used for hiking, walking, running, fishing, and snowshoeing and is accessible year-round.]
https://www.bnrc.org/trails-and-maps/old-mill-trail/
16. Pittsfield State Forest
PEOPLE ARE SAYING:Marlee TyskaBerry Pond
Pittsfield State Forest
Take Berry Pond Circuit Road to the top of the Pittsfield State Forest to check out the highest body of water in Massachusetts!
Berry Pond has always had an important part in my life.. when I was younger I came here to camp at site # 1 with my family, my Dad would take us here to fish 🐟 & to catch frogs 🐸, I even had my first bee sting at this location 😬 🐝. As an adult, we'd camp here with friends, have picnics to celebrate the good things in life & paddle around & play in the pond with our kayaks 🍔 🥗 🌊 🛶
17. Laura's Tower Trail
PEOPLE ARE SAYING:Marlee TyskaFind more information here: https://laurelhillassociation.org/trails-and-properties/lauras-tower-trail/
18. Mass Audubon Canoe Meadows Wildlife Sanctuary
PEOPLE ARE SAYING:Marlee TyskaThis is a great place for the family to enjoy some time outside! There are many opportunities to see wildlife!
Be on the lookout for a number of birds, turtles, frogs, squirrels, chipmunk & even the red fox 🐦 🐢 🐸 🦊
19. Mohawk Trail Scenic Byway picnic area
PEOPLE ARE SAYING:Marlee TyskaA beautiful scenic drive.
You can fin more information here: https://newengland.com/today/travel/massachusetts/berkshires/mohawk-trail-drive/?fbclid=IwAR19lA88RlfqAX3MrPxTQOiNypuGYITDZrDezlFpWiqWyBOOHDKNmI9fZJs
20. Dorothy Frances Rice Wildlife
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
21. Monument Mountain Reservation
PEOPLE ARE SAYING:Marlee Tyska[For almost two centuries, Monument Mountain has been a source of inspiration to poets, novelists, and painters. On August 5, 1850, Nathaniel Hawthorne and Herman Melville enjoyed a well-chronicled picnic hike up Monument Mountain. It was their first meeting, and, when a thunderstorm forced them to seek refuge in a cave, their lengthy and vigorous discussion inspired powerful ideas for Melville’s new book, Moby-Dick, which he dedicated to Hawthorne. Today, more than 20,000 hikers explore these pale boulders, cliffs, and ledges every year.]
https://thetrustees.org/place/monument-mountain/
$6 parking feeJulia ShablaevaAmazing!! Love it, very interesting 😊
22. Pontoosuc Lake Parking
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
23. Mount Greylock State Reservation
PEOPLE ARE SAYING:Marlee TyskaHike an easy to moderate 2 miles (90 minutes) on the Bradley Farm Trail. Explore remnants of an old orchard and former farmlands now reclaimed by forest succession.
Dogs are welcome on a 10 foot maximum leash.Marlee Tyska#413
#visittheberkshires
#intheberkshires
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#tastetheberkshires
#pittsfieldproud
#iberkshires
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#berkshiregreenleaf&wellnessLLC
24. Kirvin Park
PEOPLE ARE SAYING:Marlee TyskaSweetheart Trail
25. Becket Quarry
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
26. Ashuwillticook Rail Trail
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
27. The Rugged Croft
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
ALSO FEATURED IN:Top 46 locations in United States
28. Bellows Pipe Leanto
PEOPLE ARE SAYING:Marlee TyskaVoted the most beautiful trail in the US!
29. Beaver Trail Loop
PEOPLE ARE SAYING:Marlee TyskaPittsfield State Forest.
Start at the Lulu Parking & follow the Beaver Trail around the pond - an easy and relaxing hike!
30. The Mount
PEOPLE ARE SAYING:Marlee TyskaMy family & I had a blast at Nightwoods at the Mount!
31. Olivia's Overlook
PEOPLE ARE SAYING:
Nikki KNice first snowy, winter hike of the season. So peaceful and quiet. Lower portion of Charcoal (icy in spots, well packed) to Brothers Trail
ALSO FEATURED IN:Top 46 locations in United StatesTop 6 HikingwithBerkshireGreenleaf locations in United StatesTop 6 BerkshireGreenLeaf&Wellness locations in United StatesTop 6 HikingwithBerkshireGreenleaf locations in MassachusettsTop 6 BerkshireGreenLeaf&Wellness locations in Massachusetts
32. Park Square
PEOPLE ARE SAYING:Marlee TyskaPark Square
Pittsfield
We went to visit the tree tonight!
[This 1.5-acre oval public green in the heart of downtown is surrounded by commercial, religious and civic structures built since the early 19th century. The square commands the highest point in Pittsfield, which was founded on a plateau at the confluence of the East and West Housatonic rivers, between the Hoosac and Taconic mountains]
[In 1790 the land for the common was donated by John Chandler Williams. A giant white elm tree dominated the center of the green until it was felled in 1861, at 340 years old. The green space was first improved by Pittsfield’s citizens in 1824, when it was given its present elliptical shape; soon thereafter a row of elms and American lindens were planted on the outer edge, followed by the town's first public sidewalks. A second wave of improvements were made in 1871 and 1872, when the oval plot was surrounded by a broad gravel walk with granite curbing and the site graded and replanted with two rows of trees. A Civil War memorial designed by Launt Thompson was placed on the western end of the park in 1872 ]
https://www.tclf.org/landscapes/pittsfield-park-square
33. Hilltop Orchards Home of Furnace Brook Winery
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
ALSO FEATURED IN:Top 46 locations in United States
34. Maple Street Cemetery
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
ALSO FEATURED IN:Top 46 locations in United States
35. Berkshire Botanical Garden
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
ALSO FEATURED IN:Top 46 locations in United States
36. Decker Boat Ramp
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
37. Onota Lake Fishing Pier
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
38. Hancock Shaker Village
PEOPLE ARE SAYING:Marlee Tyska#the413
#berkshireoutdoors
#visitheberkshires
#intheberkshires
#visittheberkshires
#tastetheberkshires
#pittsfieldproud
#iberkshires
#theberkshires
#hiking
#wellness
#hikingmassachusetts
#newenglandhikes
#mentalhealth
#health
#berkshiregreenleaf
#hikingintheberkshireswithberkshiregreenleaf
#berkshiregreenleafwellnessLLC
39. Hancock Shaker Village
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
40. Kennedy Park
PEOPLE ARE SAYING:Marlee Tyska#413
#visittheberkshires
#intheberkshires
#visittheberkshires
#tastetheberkshires
#pittsfieldproud
#iberkshires
#theberkshires
#hiking
#wellness
#hikingmassachusetts
#newenglandhikes
#mentalhealth
#health
#berkshiregreenleaf
#hikingintheberkshireswithberkshiregreenleaf
#berkshiregreenleaf&wellnessLLC
41. Kennedy Park - Access
PEOPLE ARE SAYING:Marlee Tyska#the413
#berkshireoutdoors
#visitheberkshires
#intheberkshires
#visittheberkshires
#tastetheberkshires
#pittsfieldproud
#iberkshires
#theberkshires
#hiking
#wellness
#hikingmassachusetts
#newenglandhikes
#mentalhealth
#health
#berkshiregreenleaf
#hikingintheberkshireswithberkshiregreenleaf
#berkshiregreenleafwellnessLLC
42. Onota Lake beach
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
43. Upper Goose Pond Cabin
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
ALSO FEATURED IN:Top 46 locations in United States
44. Tyringham Cobble Trailhead
PEOPLE ARE SAYING:Marlee TyskaRecommended this place!
ALSO FEATURED IN:Top 46 locations in United States
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