경로

플래너

기능

업데이트

App

로그인 또는 가입

앱 다운로드

로그인 또는 가입

경로
하이킹
미국
매사추세츠 주

버크셔 카운티

버크셔 카운티 최고의 워킹 & 하이킹 경로

komoot의 Fede 작성

·

5월 11, 2026 업데이트

If you've ever tried to plan a hiking trip to Berkshire County, you know how quickly the options can feel overwhelming. With so many trails winding through this beautiful corner of Massachusetts, it's tough to tell which routes are genuinely worth your time and effort, and which are just filler. We get it — you want the highlights, not the guesswork.

That's where we come in. Our komoot community has mapped, walked, and reviewed hundreds of routes here, giving us the inside scoop on what truly stands out. This guide cuts through the noise, offering a curated shortlist of the best hikes in Berkshire County that are worth lacing up your boots for. You'll find everything from gentle strolls to challenging mountain ascents, all set against a backdrop of rolling hills, dense woodlands, and prominent peaks that are geologically part of the Appalachian Mountains. The region offers superb hiking opportunities throughout the year, from blooming mountain laurels in spring to vibrant fall foliage.

If you only do one hike, make it the Hickey and Peeskawso Peak Loop. At 2.4 miles (3.9 km) with moderate elevation gain, it offers fantastic views of quartzite outcrops and the Housatonic River Valley for a relatively short effort. For a more serene experience, the Benedict Pond Loop Trail is a lovely 1.9 miles (3.0 km) through northern hardwood forest, perfect for families or a quiet afternoon. With an average rating of 4.7 stars from over 100 reviews, our community agrees these routes are top-notch. Dive in and start exploring!

3개만 한다면 이 경로들

  1. 1

    Hickey and Peeskawso Loop
  2. 2

    Overbrook Trail and Trail of the Ledges
  3. 3

    Benedict Pond Loop Trail

경로를 한눈에 비교해보세요

트레일

거리

고도

난이도

Hickey and Peeskawso Loop

3.92 km

170 m

초급

Overbrook Trail and Trail of the Ledges

4.59 km

250 m

초급

Benedict Pond Loop Trail

3.02 km

20 m

초급

Keystone Arch Bridges Trail

7.25 km

120 m

초급

Hopkins Memorial Forest Trail

6.85 km

180 m

초급

Mount Greylock and Stony Ledge via Hopper Trail and Haley Farm Trail

13.8 km

760 m

보통

Mount Greylock via Bellows Pipe Trail

5.12 km

670 m

보통

Haley Farm Trail, Sperry Road, and Hopper Trail

8.66 km

450 m

보통

Thoreau’s Footsteps

19.0 km

690 m

어려움

Cheshire Harbor Trail

4.45 km

0 m

초급

가입하고 10개 경로 모두 보기

무료로 가입하기

1.

Hickey and Peeskawso Loop

3.92km

01:17

170m

170m

The Hickey and Peeskawso Peak Loop offers a fantastic blend of forest hiking and panoramic vistas, making it a popular choice for a shorter outing. You'll navigate rocky terrain through shady woods on the ascent, eventually reaching Peeskawso Peak for sweeping views across the Housatonic Valley and beyond. Keep an eye out for striking rock formations and the unique Devil's Pulpit along the way, especially beautiful during the fall foliage season.

Planning your visit is straightforward, but be prepared for a $6 parking fee at the Monument Mountain Reservation trailhead. This 2.4-mile (3.9 km) loop, with 557 feet (170 metres) of elevation gain, is rated easy and typically takes about 1 hour and 16 minutes. It's best enjoyed in dry conditions, as some sections can be slick when wet, and an early start is recommended during peak seasons.

Beyond the stunning scenery, Monument Mountain holds significant cultural history, having been a sacred site for the Mohican people and inspiring figures like Herman Melville. The summit, now known as Peeskawso Peak, reflects this heritage. This route provides a rewarding experience for hikers seeking a moderate challenge with a big payoff, and it's also a dog-friendly option for your leashed companions.

경로 보기

저장

기기에서 길안내

휴대폰으로 전송

2.

Overbrook Trail and Trail of the Ledges

4.59km

01:38

250m

250m

The Trail of the Ledges and Overbrook Loop offers a challenging yet rewarding experience within the Pleasant Valley Wildlife Sanctuary. This 2.9-mile (4.6 km) hike, rated easy by Komoot but featuring 831 feet (253 metres) of elevation gain, takes you through diverse terrain with brooks, small waterfalls, and lush forests. The highlight is undoubtedly the panoramic vista from the summit of Lenox Mountain, where you can gaze upon Mount Greylock and the Taconic Range.

Planning your visit means preparing for a strenuous climb, especially on the steep and rocky Trail of the Ledges section, which is best hiked uphill. The route typically takes around 1 hour and 37 minutes to complete. Summer and early autumn are ideal for this trail, and parking is available at the Pleasant Valley Wildlife Sanctuary trailhead.

This loop is known as the most difficult within the sanctuary, making it a great option if you're seeking a solid workout and impressive views without venturing too far. The trail is generally peaceful and not crowded, providing a serene escape into nature. Experienced hikers might find poles and traction shoes beneficial for the rugged terrain.

경로 보기

3.

Benedict Pond Loop Trail

3.02km

00:47

20m

20m

The Benedict Pond Loop Trail offers a delightful and accessible journey through a tranquil, wooded environment in Beartown State Forest. As you walk the wide dirt path, you'll be treated to scenic views of the 35-acre Benedict Pond, surrounded by a northern hardwood forest of American beech, birches, and maples. Keep an eye out for mountain laurel thickets, brooks, and beaver ponds, and you might spot wildlife like geese, great blue herons, or even deer.

This easy 1.9-mile (3.0 km) loop, with only 52 feet (16 metres) of elevation gain, takes approximately 47 minutes to complete, making it a perfect choice for families or a relaxed outing. The trail is open year-round for hiking, and in winter, it transforms into a scenic route for cross-country skiing and snowshoeing. Be prepared for a potential parking fee during peak season.

Designated as a "Healthy Heart Trail," this route features interpretive stops that delve into the local ecology and history. A notable highlight is its brief overlap with the Appalachian Trail near the southeastern shore, offering an optional detour to The Ledges for additional wooded views. The forest itself, primarily 90-100 years old, holds a rich history of past farming and charcoal production.

경로 보기

guide_signup
komoot 모바일 앱와 함께 길을 안내해드릴게요
무료 komoot 계정만 있으면 끝없이 다양한 아웃도어 모험을 쉽게 찾고, 내 취향에 맞게 바꾸고, 길안내까지 받을 수 있어요.

무료 회원 가입

4.

Keystone Arch Bridges Trail

7.25km

01:59

120m

120m

The Keystone Arch Bridges Trail offers a captivating journey through remote woods, where the Westfield River carves its way through the landscape. You'll hike along dirt paths, navigating occasional rocks and roots, with the highlight being the series of impressive 19th-century stone arch railroad bridges that punctuate the route. The scenery shifts between dense forest and open river views, creating a dynamic and engaging experience for hikers of all ages.

This easy 4.5-mile (7.3 km) hike, with a modest 388 feet (118 metres) of elevation gain, typically takes just under 2 hours to complete. It's an ideal choice for families or those seeking a historically rich and scenic outing without a strenuous climb. The trail is especially popular in autumn for its vibrant foliage, but it offers a pleasant walk year-round. Allow extra time to explore the areas around the bridges and enjoy the river access points.

What truly sets this trail apart are the magnificent stone arch bridges, built between 1833 and 1841 without mortar or steel, an incredible feat of engineering for their time. These structures are among the oldest railroad bridges of their kind in the United States, making the route a living museum of railway history. The trail also follows a federally designated Wild & Scenic River, adding to its natural appeal and making it a unique blend of human ingenuity and natural beauty in the Berkshires.

경로 보기

5.

Hopkins Memorial Forest Trail

6.85km

02:00

180m

180m

The Hopkins Memorial Forest Trail offers a delightful journey through varied terrain, from dense woodlands to open forest stands, with notable features like the geological quartzite erratics left by glaciation. You'll enjoy picturesque views of Hemlock Brook and the placid Hoosic River along this easy 4.3-mile (6.8 km) hike. With 605 feet (184 metres) of elevation gain, it's a manageable two-hour outing perfect for a refreshing escape into nature.

To plan your visit, head to the Rosenburg Center, which serves as the main trailhead and offers visitor information and bathrooms. Parking is available, though arriving earlier is recommended during busy times, especially in autumn. Dogs are welcome on the trail but must be kept on a leash, ensuring a pleasant experience for all visitors.

This trail is part of the larger Hopkins Memorial Forest, a 2,600-acre reserve managed by Williams College for research and education. It's unique for spanning Massachusetts, New York, and Vermont, and offers connections to the longer Taconic Crest Trail. The forest also hosts popular seasonal events like MapleFest in spring and a Fall Festival, adding to its appeal beyond just hiking.

경로 보기

6.

Mount Greylock and Stony Ledge via Hopper Trail and Haley Farm Trail

13.8km

04:44

760m

740m

Embark on a journey through diverse landscapes on the Mount Greylock and Stony Ledge via Hopper and Haley Farm Trails, a challenging 8.6-mile (13.8 km) hike that takes you from open fields into dense forests and up steep, rocky ascents. You'll be treated to stunning views into "The Hopper," a unique glacial valley, from the Stony Ledge viewpoint, and eventually reach the summit of Mount Greylock, Massachusetts' highest peak, for expansive panoramas.

This moderate to strenuous route involves a substantial 2497 feet (761 metres) of elevation gain and typically takes around 4 hours and 44 minutes to complete. Be prepared for varied terrain, including steep, stony sections on the Haley Farm Trail and rocky inclines on the Hopper Trail. In colder months, expect snowy and icy conditions at higher elevations, so check the Mount Greylock hiking weather forecast before you go.

Beyond the physical challenge, this trail offers a chance to experience a section of the iconic Appalachian Trail. The area also boasts historical significance, with the Hopper Trail originally opened by Williams College students in 1830. The unique glacial valley known as "The Hopper" is a geological marvel, making the views from Stony Ledge particularly special.

경로 보기

7.

Mount Greylock via Bellows Pipe Trail

5.12km

02:09

670m

10m

The Mount Greylock via Bellows Pipe Trail is a direct and rewarding path to the highest peak in Massachusetts, offering a consistent climb through dense, vibrant forests. You'll traverse varied terrain, from old roadbeds to narrow singletrack, with the sounds of rustling leaves and birds accompanying your ascent. The trail eventually opens up, providing increasingly expansive views through the trees, culminating in the stunning panoramic vistas from the summit of Mount Greylock.

This moderate 3.2-mile (5.1 km) hike involves a significant 2213 feet (674 metres) of elevation gain, typically taking around 2 hours and 8 minutes. While the trail is generally well-maintained, expect some steep and rocky sections, especially closer to the summit. Parking is available at the trailhead, but it's wise to arrive early during peak seasons to secure a spot. The trail is generally accessible, though winter conditions can transform it into a skiing/skin track.

Mount Greylock holds historical significance, having inspired writers like Henry David Thoreau and Herman Melville. At the 3,489-foot summit, you'll find the Veterans' War Memorial Tower, which you can ascend for even higher observation points, offering views that can stretch across five states on a clear day. This route is often considered a less crowded alternative to other trails leading to the peak, providing a more serene experience.

경로 보기

8.

Haley Farm Trail, Sperry Road, and Hopper Trail

8.66km

02:59

450m

430m

The Stony Ledge via Haley Farm and Hopper Trails Loop offers a fantastic moderate hiking experience, covering 5.4 miles (8.7 km) with 1469 feet (448 metres) of elevation gain, typically completed in just under 3 hours. You'll traverse diverse terrain, from old agricultural fields to dense woodlands, culminating in the spectacular Stony Ledge Overlook. This viewpoint provides panoramic vistas of the surrounding peaks and the unique glacially carved "Hopper" area, making it a rewarding journey for those seeking stunning scenery.

To start your adventure, head to the Haley Farm trail parking on Hopper Road in Williamstown, Massachusetts. The trail can be steep and has stony, wet sections, so sturdy hiking boots are essential, and poles can be helpful. The fall is an especially beautiful time to visit, with vibrant foliage, but always carry enough water, bug repellent, and sunscreen, regardless of the season. Knowing what to wear for Stony Ledge Loop hike will ensure a comfortable trip.

This loop is a popular alternative to the often-crowded Mount Greylock summit, providing equally impressive views with more solitude. The trail showcases a rich ecosystem, transitioning from open fields to hemlock and balsam stands, then classic New England hardwoods. Keep an eye out for wildlife; moose prints and even black bears have been reported in the broader Greylock area, adding to the natural appeal of this Mount Greylock State Reservation popular hiking trail.

경로 보기

9.

Thoreau’s Footsteps

19.0km

06:16

690m

1,210m

Embark on a journey through the landscapes that inspired Henry David Thoreau, from the tranquil shores of Walden Pond to the rugged slopes of Mount Greylock. This route offers a diverse experience, transitioning from flat, reflective paths through wooded areas and wetlands to challenging mountain ascents. You'll encounter serene natural beauty and the potential for expansive views, especially from higher elevations like the summit of Mount Greylock, where Thoreau himself observed a "country of clouds."

This difficult 11.8-mile (19.0 km) hiking route, with 2270 feet (692 metres) of elevation gain, typically takes around 6 hours and 15 minutes to complete. Access points vary widely depending on which of Thoreau's footsteps you choose to follow; for example, Walden Pond has dedicated parking, but it can fill up quickly. Always research specific trailhead locations and parking situations for the section you plan to hike, and consider starting early to secure a spot. Be prepared for varied terrain and conditions, especially on mountain sections.

The primary allure of hiking in Thoreau's Footsteps is the profound connection to his legacy as a naturalist and philosopher. These trails allow you to experience the same natural environments that shaped his transcendentalist thought, offering a unique opportunity to connect with history and literature. It's a chance to appreciate nature's enduring qualities and find solitude, much like Thoreau did, away from the bustle of modern life.

경로 보기

10.

Cheshire Harbor Trail

4.45km

01:23

0m

490m

The Cheshire Harbor Trail is a delightful and easy hiking route near Adams, Massachusetts, perfect for a relaxed outdoor escape. You'll wander through pleasant wooded areas, starting on a flat, gravel path before transitioning to a moderately rocky double track. While not a strenuous climb, the trail offers a refreshing journey through nature, with potential glimpses of Mount Greylock itself, especially during winter when the bare woods open up the views.

Planning your visit is simple, with parking available at the Greylock Glen trailhead. This trail is particularly family friendly, offering a manageable 2.8-mile (4.4 km) walk with 0 feet (0 metres) of elevation gain, taking about 1 hour and 22 minutes. It's a great option for a casual outing, though in winter, expect snow and potential snowmobile tracks, and be mindful of tall grass or fallen trees on similar connecting loops.

This specific Komoot tour on the Cheshire Harbor Trail is part of the larger Greylock Glen Multi-Use Trail System, known for its accessible paths. It's a fantastic way to experience the natural beauty of the region without committing to the more strenuous summit ascents of Mount Greylock. The area is also used for cross-country skiing in winter, adding to its seasonal appeal.

경로 보기

무료 회원 가입 후 버크셔 카운티 하이킹 경로를 5개 더 확인하세요

더 다양한 경로와 다른 탐험가들의 추천을 살펴보세요.

무료 회원 가입

이미 komoot 계정이 있나요?

지도에서 모든 경로 보기

커뮤니티 팁

WAN-DAN
11월 13, 2024, Thunderbolt Shelter Mount Greylock

Small shelter at Mount Greylock below the monument there

번역: Google

0

0

A great monument with a magnificent view once you have conquered the stairs. Tip: hike to the summit!

번역: Google

0

0

Pleasant Valley Wildlife Sanctuary is a 1000 preserve that offers visitors several miles of trails that pass through forests meadows and wetlands. The center also offers nature programs for adults and children to learn more about the wildlife that is native to the area.

0

0

This is the highest point in Massachusetts. At the summit of Mount Greylock you will find the Veterans War Memorial Tower. The 92ft high tower stands as a beacon for peace, to honour those who died during World War I. You can even walk up the inside of the tower for even better views of the surrounding area.

1

0

Monument Mountain is a nature reserve in Great Barrington, Massachusetts, is a geological home for different rocks and minerals that are natural to the area. There are a number of different trails and viewpoints within the reserve's boundaries that are worth exploring.

0

0

Jamie S.
8월 31, 2023, Bascom Lodge

The Bascom Lodge was built in the 1930s at the summit of Mount Greylock. It was managed by the Appalachian Mountain Club for 16 years until 2000 when it came under private ownership. Today you can book a room at the summit of Massachusetts' highest mountain, or if you don't wish to spend the night, you can still enjoy this historic lodge at the cafe, where you can purchase drinks and snacks.

0

0

The Thunderbolt Shelter was built in 1940 as a warming hut for skiers using the Thunderbolt Trail. This historic stone building is currently only used as a winter/emergency shelter for those attempting Mount Greylock during the off-season.

0

0

Jamie S.
8월 31, 2023, Rockwell Pond

The Rockwell, or Norman Rockwell, Pond is a small, serene pond located just below the summit of Mount Greylock. There is a historic shack on its banks, which only add to its charm, and is an amazing spot to capture some photographs and enjoy a some quiet away from the often-busy summit.

0

0

Store rating

komoot 모바일 앱으로 영감을 받아보세요

무료 komoot 계정로 끝없는 야외 모험을 손쉽게 찾고, 맞춤 설정하며 길안내할 수 있어요.

또는

지금 komoot에 가입하세요

Store rating

찾고 계신 것을 찾지 못하셨나요?

버크셔 카운티에서 더 많은 하이킹를 확인하고 목적지에서 완벽한 경로를 찾아보세요.

HousatonicEast Mountain State ForestOctober Mountain State ForestSavoy Mountain State ForestOtis State ForestPittsfield State ForestBates Memorial State ParkBalance Rock State ParkCampbells Falls State ParkSandisfield State ForestLeeCheshireAdamsLenox DalePittsfieldLake Mansfield Recreation Area And Conservation ForestFlorida State ForestPeru State ForestSavoy Wildlife Management AreaGreat BarringtonAshmere Lake State ParkNatural Bridge State ParkMill Brook ReservoirWilliamstownClarksburg State ParkBash Bish Falls State ParkClarksburg State ForestCookson State ForestWahconah Falls State ParkNorth AdamsHopkins Memorial ForestLenoxEugene D. Moran Wildlife Management AreaTaconic Trail State Forest
background

새로운 정복을 위한 준비를 하세요

무료로 가입하기

탐험하기
경로경로 플래너기능하이킹MTB 트레일로드 사이클링 경로바이크패킹사이트맵
앱 다운로드
소셜 미디어에서 팔로우하기

© komoot GmbH

개인 정보 보호 정책