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United States
Massachusetts

Hampshire County

The best walks and hikes in Hampshire County

4.6

(61)

801

hikers

143

hikes

Hiking in Hampshire County explores the diverse landscapes of western Massachusetts, characterized by rolling hills, picturesque river valleys, and prominent mountain ranges. The region features the Mount Holyoke Range and Mount Tom, offering extensive trail networks through state parks and conservation areas. Hikers can find routes that traverse woodland, follow river valleys, and ascend to scenic viewpoints. The terrain includes varied elevation changes, from gentle paths to challenging ridgeline trails.

Best hiking trails in Hampshire County

  • The most popular hiking…

Last updated: April 26, 2026

5.0

(1)

13

hikers

#1.

Keystone Arch Bridges Trail

7.25km

01:59

120m

120m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

4.7

(3)

10

hikers

Hard hike. Good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

Hard
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8

hikers

3.02km

00:50

50m

50m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Hard hike. Good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

Hard

Hard hike. Great for any fitness level. Sure-footedness, sturdy shoes and alpine experience required.

Hard

4

hikers

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Hard hike. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

Hard

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

3

hikers

1.88km

00:55

170m

20m

Hard hike. Great for any fitness level. Sure-footedness, sturdy shoes and alpine experience required.

Hard

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Popular around Hampshire County

Hiking around Amherst

Hiking in Dufresne Recreation Area

Hiking in Mount Holyoke Range State Park

Hiking around Northampton

Hiking around Granby

Hiking in Silvio O Conte National Fish And Wildlife Refuge

Hiking around Hatfield

Hiking in Cadwell Memorial Forest

Hiking in Mount Holyoke Range State Park Cr

Hiking around Belchertown

Other adventures in Hampshire County

The Robert Frost Trail — A Trek Through Frost’s Western Massachusetts

Hiking Collection by

Jamie S.

Tips from the Community

Zachary
March 30, 2025, Mt. Holyoke Outing Club Cabin

The cabin is student-operated and only open when school is in session. It features electricity, an outhouse, and a number of other amenities. You can learn more about the cabin and how to reserve a stay here: https://newenglandtrail.org/overnight-sites/mt-holyoke-outing-club-cabin/.

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Mount Holyoke is a 935 foot mountain near the town of Northampton, Massachusetts. Cycling up Mount Holyoke, Massachusetts, is a rewarding, but challenging experience. The auto road is open to cyclists in the spring, summer, and early fall, and great views of the Pioneer Valley and the Connecticut River as you climb. At the top, there are overlooks with benches, and several picnic tables with panoramic views for you to rest and relax at before beginning your descent. There are also bathrooms as well as the historic Summit House, which used to be a hotel.

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The Notch Visitor's Center is open daily from sunrise-sunset from Memorial Day to Labor Day. There are exhibits about the local flora and fauna, the unique geology of the Holyoke Range, and the history of the area. The Visitor Center is staffed with knowledgeable rangers, has parking, bathrooms, and picnic areas, and is also where several popular hiking trails leave from, including the Metacomet-Monadnock, which crosses right in front of the Visitor Center.

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The Notch Visitor's Center is open daily from sunrise-sunset from Memorial Day to Labor Day. There are exhibits about the local flora and fauna, the unique geology of the Holyoke Range, and the history of the area. The Visitor Center is staffed with knowledgeable rangers, has parking, bathrooms, and picnic areas, and is also where several popular trails leave from, including the Metacomet-Monadnock, which crosses right in front of the Visitor Center.

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This 3,000-acre park showcases 7 miles of mountain ridge line and encompasses a diverse range of terrains. It provides an excellent experience for hikers, mountain bikers, snowmobilers, and cross-country skiers. Scattered throughout the park, there are several scenic viewpoints to take advantage of.

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This scenic reservoir was once the town's main water source. While swimming is prohibited, visitors can still enjoy the peaceful views and abundant wildlife along its trails.

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Deep in the Amethyst Brook Conservation Area, is the Amethyst Brook Labyrinth, a carefully constructed spiral of stones meant to aid in walking meditation and reflection. The Labyrinth is best reached via the Robert Frost Trail to Doris Goldman Trail, making an easy, peaceful loop through the forest and along Amethyst Brook making it a great place to explore with families and people of all ages.

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Jamie S.
September 24, 2023, Mount Orient

Mount Orient is 955 feet tall in Pelham. Although you don't get great views from the wooded summit itself, there is a lower, south-facing ledge that overlooks Holyoke Range and the east-central Pioneer Valley close by. The popular Metacomet-Monadnock Trail and the Robert Frost Trail traverse Mount Orient. This is a popular day hike among Amherst locals and college students and a great place to spend an afternoon.

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Frequently Asked Questions

Are there many trails to choose from in Hampshire County?

Yes, there are nearly 100 hiking routes to explore across the region. You'll find a great variety, from gentle walks through river valleys and conservation areas to more strenuous climbs up the prominent peaks of the Mount Holyoke and Mount Tom ranges.

What do other hikers enjoy about the trails in Hampshire County?

The area is highly rated by the komoot community, with an average score of 4.4 out of 5 stars. Reviewers often praise the well-maintained paths through the state parks and the beautiful, wide-open views from the ridgelines.

Are there any easy, family-friendly hikes?

Yes, for a gentle and accessible outing, the Fort River Accessible Nature Trail loop is an excellent choice. This short, 1.1-mile (1.8 km) walk through a wildlife refuge is flat and suitable for all ages and abilities.

Can I bring my dog on the trails?

Many trails in Hampshire County are dog-friendly, but policies can vary between state parks, reservations, and wildlife refuges. It's always best to check the specific regulations for the area you plan to visit. Generally, dogs must be kept on a leash and you should always clean up after them.

Where can I find a challenging hike?

For a more demanding trek, consider the Metacomet-Monadnock Trail: Section 7. This 5.3-mile (8.6 km) point-to-point route involves significant elevation gain and rewards hikers with fantastic views as it traverses a portion of the scenic New England National Scenic Trail.

Which trails offer the best scenic viewpoints?

For some of the best vistas in the region, the hike to Mount Tom is a top choice. The summit provides wide-open views over the Pioneer Valley and the Connecticut River. You'll find many other routes with rewarding viewpoints along the Mount Holyoke Range as well.

Are there any circular walks available?

Yes, there are several great loop trails. The Goat Peak and Mount Nonotuck loop in Mount Tom State Reservation is a 3.8-mile (6.1 km) circuit that takes you to two scenic summits before returning you to your starting point.

What's the difference between hiking in Mount Tom State Reservation and Mount Holyoke Range State Park?

Both offer fantastic hiking with great views. Mount Tom State Reservation is known for its prominent, exposed peaks like Deadtop and is a great spot for birdwatching. The Mount Holyoke Range State Park is larger, covering a seven-mile ridgeline with over 30 miles of trails, including the famous Seven Sisters trail section.

Are there any hikes with waterfalls?

While the main hiking areas in Hampshire County are more known for their ridgeline views, you can find smaller cascades and beautiful water features in places like the Chesterfield Gorge. For a route that follows a stream, try the Dry Brook – Lithia Springs – Black Rock loop, which explores the woodlands of Joseph Allen State Forest.

Can I hike in Hampshire County during the winter?

Yes, hiking is a year-round activity here. In winter, the landscape transforms, offering opportunities for snowshoeing and cross-country skiing on many of the same trails. Always check conditions before you go and be prepared with appropriate gear like microspikes for icy sections.

What should I pack for a day hike in the area?

For any hike, you should bring water, snacks, a map (or the komoot app offline), and a fully charged phone. Weather can change quickly, so pack layers of clothing, including a waterproof jacket.

Good hiking shoes with traction are essential, especially for the rocky and steep sections found on many of the mountain trails.

How can I get to the trailheads?

Most trailheads in Hampshire County are best accessed by car, and many state parks and reservations offer dedicated parking areas. For some trails near towns like Amherst or Northampton, it may be possible to use a combination of public transport and a short walk or taxi ride to reach the start.

Most popular routes in Hampshire County

Easy hikes in Hampshire County

Most popular attractions in Hampshire County

Places to see

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Didn’t find what you were looking for?

Check out more Hikes throughout Hampshire County below and find the perfect route in your destination.

Cadwell Memorial ForestMount Holyoke Range State ParkD.A.R. State ForestAmherstWareEasthamptonGranbyMiddlefield State ForestDead Branch State ForestGilbert A. Bliss State ForestMount Holyoke Range State Park CrNorthamptonJoseph Allen Skinner State ParkDufresne Recreation AreaHuntingtonBelchertownHatfieldSilvio O Conte National Fish And Wildlife RefugeFox Den Wildlife Management Area

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