4.7
(151)
1,743
hikers
16
hikes
Waterfall hiking trails in Berkshire County, Massachusetts, traverse a landscape characterized by forested hills, scenic valleys, and a subrange of the Appalachian Mountains. The region's geology, shaped over a billion years, contributes to distinctive ridges, and numerous water features. Hikers can explore diverse terrain, from gentle paths alongside streams to more challenging ascents leading to impressive cascades.
Last updated: April 26, 2026
5.0
(1)
2
hikers
16.6km
05:34
960m
540m
Hike the difficult 10.3-mile Appalachian Trail from Jug End to Bear Mountain, gaining 3140 feet with panoramic views.
1
hikers
21.4km
06:47
870m
880m
Hike Bear Mountain and Mount Race via the Undermountain and Appalachian Trails, a difficult 13.3-mile route with stunning views.

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892m
00:17
40m
40m
Discover the Tannery Falls Trail, an easy hiking route that offers a serene forest experience with a distinct Pacific Northwest feel. You will hike through hemlock and pine trees, following Ross Brook where water flows over mossy rocks, creating a constant sound of rushing water. The main highlight is Tannery Falls itself, an impressive 75 to 80-foot series of plunges and horsetails, especially striking after a good rain. This short trail covers 0.6 miles (0.9 km) with an elevation gain of 132 feet (40 metres), taking about 17 minutes to complete.
When planning your visit, remember that the road leading to the trailhead is seasonal. It closes during winter due to snow and ice, so make sure to check conditions before you go. The trail can be uneven and muddy, particularly after rain, so sturdy footwear is highly recommended for your comfort and safety. If you visit in colder months, be aware that ice can build up on the staircase near Tannery Falls, requiring extra caution.
This route is located within Savoy Mountain State Forest, providing a quick but rewarding outdoor experience. Beyond Tannery Falls, you can also find Parker Brook Falls just a short distance away, offering another beautiful natural feature to explore. The trail's unique atmosphere, with its towering trees and cascading water, makes it a notable spot for a refreshing walk in the region.
5.0
(5)
17
hikers
21.3km
07:02
1,000m
1,000m
Embark on the Greylock in the Round, a difficult hiking route that challenges you with 13.2 miles (21.3 km) of strenuous terrain. You will climb 3286 feet (1002 metres) over an estimated 7 hours and 2 minutes, making this a demanding full-day adventure. The trail takes you across sections of the famous Appalachian Trail, leading to seven named summits and two scenic ledge overlooks. As you hike, you will experience steep climbs and descents, especially at higher elevations. The reward is comprehensive views from the highest peaks in Massachusetts, including the iconic Veterans' War Memorial Tower at the summit of Mount Greylock.
This is a demanding route, so ensure you have a very good level of fitness before you attempt the Greylock in the Round trail. Parking is conveniently available at the Haley Farm Trailhead Parking, which serves as the starting point for your adventure. Always check local conditions for Mount Greylock State Reservation before you go, especially regarding seasonal considerations and weather changes. Planning ahead will help you have a safe and enjoyable experience.
The Greylock in the Round offers a unique opportunity to explore the highest point in Massachusetts. You will traverse varied landscapes, encountering technical terrain that adds to the challenge and reward of the hike. This route is notable for its extensive coverage of the region's peaks, providing numerous beautiful vistas in all directions. It is a true test of endurance and a memorable way to experience the natural beauty of the area.
5.0
(1)
12
hikers
8.41km
02:22
170m
170m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Popular around Berkshire County

Waterfall hikes in Savoy Mountain State Forest

Waterfall hikes in Taconic Trail State Forest

Waterfall hikes in Clarksburg State Forest

Waterfall hikes in Hopkins Memorial Forest

Waterfall hikes in Bash Bish Falls State Park

Waterfall hikes in Savoy Wildlife Management Area
The Appalachian Trail — America's most iconic long-distance hike
The Long Trail — America's oldest long-distance path
Mount Everett (2,602 ft) is one of Massachusetts’ highest peaks. While the Appalachian Trail crosses the summit, you can also reach it via several day-hike options. The shortest route starts from a seasonal dirt road near Guilder Pond, with a steep 0.5-mile trail to the top. For a longer, more scenic approach, the Race Brook Falls Trail climbs past waterfalls and joins the AT south of the summit. Other lesser-used access points include the Elbow Trail and Guilder Pond Trail, which allow for short loops. The rocky, open summit offers panoramic views of the Taconics and Berkshires—especially stunning at sunset or in fall.
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Small shelter at Mount Greylock below the monument there
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A great monument with a magnificent view once you have conquered the stairs. Tip: hike to the summit!
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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.
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Mount Williams is located along the famous Appalachian Trail north of Mount Greylock and is the fourth highest peak in the state at 2,951 feet. From the summit you can see the towns of Williamstown and North Adams as well as Pine Cobble Mountain to the north. At and around the summit you might see local animals like Black Bears, Bobcats, Fishers, Snowshoe Hares, and Red-backed Voles.
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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.
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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.
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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.
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There are over 15 dedicated waterfall hiking trails in Berkshire County, offering a diverse range of experiences from easy strolls to challenging mountain ascents. The komoot community has explored these routes over 1300 times, giving them an average rating of 4.7 stars.
Yes, Berkshire County offers several easy waterfall hikes perfect for beginners or families. A great option is the Tannery Falls Trail, which is a short 0.6-mile path providing direct access to the falls. For a slightly longer but still moderate experience, consider the Tannery Falls Trail – Savoy Mount State Forest, which is 5.2 miles and winds through the forest.
Berkshire County is home to several stunning waterfalls. Bash Bish Falls in Taconic State Park is Massachusetts' tallest waterfall, featuring a dramatic 59-foot cascade. Race Brook Falls offers a beautiful three-tiered display, often found along a challenging segment of the Appalachian Trail. You can also explore the dramatic cascades at Natural Bridge State Park Waterfalls, which are carved by glacial melt.
The waterfalls in Berkshire County are beautiful year-round, but spring and fall offer particularly scenic experiences. In spring, snowmelt contributes to a powerful flow, while the fall foliage provides a stunning backdrop to the cascades. Summer offers lush greenery, and even winter can be magical with frozen falls, though trails may be more challenging due to ice and snow.
While specific circular routes directly to waterfalls can vary, many trails offer loop options or can be combined to create circular walks. For example, the Tannery Falls Trail – Savoy Mount State Forest provides a longer, more immersive experience that can feel like a loop through the forest to the falls.
Beyond the waterfalls, Berkshire County boasts a wealth of natural attractions. You can visit Cheshire Reservoir or Benedict Pond for serene lake views. For panoramic vistas, consider Olivia's Overlook. The region also features unique geological sites like Natural Bridge State Park with its white marble arch and a 60-foot gorge.
Many trails in Berkshire County, including those leading to waterfalls, are dog-friendly, but it's always best to check specific park or trail regulations before you go. Generally, dogs are welcome on leash in state forests and parks. Ensure your dog is comfortable with varied terrain, as some trails can be rocky or steep.
For waterfall hikes in Berkshire County, it's advisable to wear sturdy, waterproof hiking boots, as trails can be wet and rocky, especially near the falls. Dress in layers, as weather can change quickly, and bring rain gear. Don't forget water, snacks, a map or GPS, and insect repellent, especially during warmer months.
Yes, experienced hikers can find challenging routes that incorporate waterfalls or lead to areas with impressive cascades. The Bear Mountain and Mount Race via Undermountain and Appalachian Trail is a difficult 13.2-mile hike with significant elevation gain, offering rugged terrain and potential waterfall views along the way. Another challenging option is Greylock in the Round, a 13.2-mile difficult route that explores the highest peak in Massachusetts and its surrounding natural features.
Public transport options to specific trailheads in Berkshire County can be limited. While some towns have local bus services, reaching more remote waterfall trails often requires personal transportation. It's recommended to check local transit schedules and plan your route accordingly, as many trailheads are best accessed by car.
Most state parks and popular trailheads in Berkshire County, including those for waterfall hikes, offer designated parking areas. These can range from small pull-offs to larger parking lots. It's always a good idea to arrive early, especially on weekends or during peak seasons, as parking can fill up quickly at popular spots like Bash Bish Falls or Natural Bridge State Park.


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