Hikes
One of the best parts of being in the Berkshires is the outdoors. Whether you're looking for a short hike or a long trek, there's something for you. We've included our crowd favorites along with some hidden gems if you'd like to explore on your own. If you're interested in a guided hike, sign up through our Art & Adventure calendar here.
- TOURISTS Trails ★
On-site
Explore our backyard! Acclaimed landscape architecture firm Reed Hilderbrand crafted an immersive nature experience that blends into and encircles our 30-acre property. Just behind The Airport Rooms is a a 220-foot suspension footbridge fabricated by aerial adventure park designer Gerhard Komenda, leading to two playable chime chapels from New Orleans Chairlift, three Philip Grausman heads from Art Omi, our wellness platform for open-air yoga, and a network of walking trails for walking and running. - The Cascades ★
Length: 1.3 mi
Distance from TOURISTS: 5-min drive
Gentle hike ending at a cascading waterfall. Park at the YMCA and follow the signs or book our Waterfall Meditation online and we’ll show you the way. Family-friendly, but can be busy on weekends. - Spruces Park ★
Length: 2.2 mi
Distance from TOURISTS: 2-min drive
An abandoned neighborhood-turned-park with beautiful trees and a walking loop. Look for the entrance with two white lion statutes and head to the back left corner for riverside trails. Parking on-site. Great for kids and dogs. - Mountain Meadow Preserve ★
Length: 4.3 mi
Distance from TOURISTS: 7-min drive
15-min walk through a gorgeous meadow with one of the best views in the area. Option to add a 4.3-mile forested loop that’s great for birding, hiking, and trail running. - Field Farm ★
Length: 2.4 mi
Distance from TOURISTS: 13-min drive
A series of flat trails through gardens, meadows, and forest with a great view of Mt. Greylock. Can be muddy, so be prepared with good walking shoes. - Savoy - North Pond Loop ★
Length: 2.8 mi
Distance from TOURISTS: 22-min drive
Shady, wooded walk convenient to the campground and beach. Mostly flat with a few gentle uphill sections. Ideal for hiking, mountain biking, and walking.
Hoosac Range to Sunset Rocks ★
Length: 1.6 mi
Distance from TOURISTS: 14-min drive
Gentle grades, smooth footing, nice dog walk. As the name suggests, this is a beautiful view for sunset. - Natural Bridge ★
Length: 0.3 mi
Distance from TOURISTS: 10-min drive
Home to the only white marble arch in North America. A short walk around the bridge, or park at the bottom and hike up for some exercise. A great lawn for a picnic. - Pine Cobble Summit ★★
Length: 3.3 mi
Distance from TOURISTS: 8-min drive
Moderate yet challenging climb to great views in Clarksburg State Forest. For a less traveled option, take the Class of ‘98 trail loop (first left). - Hopper Trail Loop ★★
Length: 4.8 mi
Distance from TOURISTS: 14-min drive
This is a popular trail for birding and hiking, but you can still enjoy some solitude during quieter times of day. The trail is open year-round and is beautiful to visit anytime. - Stony Ledge & Roaring Brook Loop ★★
Length: 4.2 mi
Distance from TOURISTS: 15-min drive
Some vigorous climbing with views of Mt. Greylock and The Hopper, the steepest feature on Greylock. Option to add a summit hike to Greylock via the Hopper Trail. - Hoosac Range Trail to Spruce Hill Lookout ★★
Length: 5.1 mi
Distance from TOURISTS: 14-min drive
Gentle grades along a ridgeline with several lookouts along the way to the summit view. Most traffic peters out after Sunset Rocks. - Appalachian Trail to East Mountain ★★★
Length: 5 mi
Distance from TOURISTS: 10-min walk
We’re grateful to be based right at the foot of the Appalachian Trail. Directions: Cross our suspension bridge, turn right, and stay right on Blue-Blazed trail. Follow along the river to the Appalachian Trail bridge. Go up the stairs, cross the bridge over the railroad, and turn right onto the sidewalk. Follow the AT (White Blazes) about 5 minutes on Mass Ave. Cross the street and you will be on the trail (it looks like a driveway). Follow the white blazes to the summit of East Mtn. From our deck to the top of East Mtn. and back is about 3.25 hours, but it’s an out and back trail so you can make it as long or short as desired. - Gould Trail to Mt. Greylock Summit ★★★
Length: 6.7 mi
Distance from TOURISTS: 17-min drive
A continuous climb to the summit of Mt. Greylock. Option for a loop via the Cheshire Harbor Trail or the Bellows Pipe Trail. Meets up with the Appalachian Trail to get you to the summit views atop Mt. Greylock. This is a popular option on weekends, so get an early start. Directions: Turn left out of our parking lot and take Route 2 to Route 8 South. At the rotary, turn right onto Friend Street. Merge on to Notch Rd and continue to West Rd. Turn right on to West Mountain Rd and continue up the hill. Trailhead has a medium-sized parking area on your right with a sign for Gould Trail. - Prospect Mountain & Money Brook Falls ★★★
Length: 8 mi
Distance from TOURISTS: 15–min drive
A strenuous climb up Mt. Prospect with view and a loop to Money Brook waterfall. Directions: Turn right out of the parking lot. Turn left onto Rte 43 South/Water Street. Travel 2.5 Miles and turn left on Hopper Rd. Stay on Hopper Rd. 1.9 miles to the Haley Farm Trailhead. - Hopper Trailhead to Stony Ledge ★★★
Length: 4.3 mi
Distance from TOURISTS: 14-min drive
A challenging, steep, but well-marked hike with beautiful views and picnic benches at the top to rest and eat. The best times to visit this trail are April through November. - Dunbar Brook in Monroe State Forest ★★★
Length: 7 mi
Distance from TOURISTS: 32-min drive
A gorgeous, gradual hike up Dunbar brook, a tributary of the Deerfield River. The drive there is an adventure itself with a stop at the east end of the Hoosac Tunnel. Part of this trail is through a registered old growth forest. This is a very off the beaten path, especially weekdays. Directions: Take Route 2 East up to the Hairpin Turn, Western Summit, and Whitcomb Summit. Turn left at Whitcomb Hill Rd for 2.5 miles to the junction with River Rd. Turn left and drive on River Rd across railroad tracks at the Hoosac Tunnel and continue another 4 miles to a gravel parking area on the left across from the Dunbar Brook Picnic Area.
Trail Etiquette
We aim to help you find trails you’ll love and to also be good stewards of the land. Here are some guidelines to use while you enjoy the trails.
- Avoid overcrowding the parks and trails. Before you head out, have a backup plan. If you arrive at an overflowing trailhead, choose another spot.
- Hit the trail early in the mornings or later in the day to spread out use.
- Be Prepared. For moderate and strenuous hikes, trekking poles, water, and proper footwear are recommended. Temperatures at high elevations can be considerably colder than in town - bring layers! Check out our Souvenir Shop before heading out.
- Yield to everyone. When you encounter others on the trail, stop, and assess your plan. Find an appropriate/durable surface to step off-trail. When passing, hike single-file. Be kind and courteous.
- Please keep dogs leashed.
- Carry in, carry out. It's important to keep trails clean from litter and dog poop.
- Consider skipping the geotag. If you find an off the beaten track treasure, help keep it that way by simply tagging it #intheberkshires on social.