Appalachian Trail
Berkshire County
The Appalachian Trail is one of the longest continuously marked footpaths in the world, measuring roughly 2,180 miles in length.
Hikes & Walks
Ashuwillticook Rail Trail
Adams to Lanesborough
The Ashuwillticook Rail Trail runs north to south along Route 8, from Lanesborough and north to the visitor center in Adams.
Cascades Trail
North Adams
A short hike along a wooded stream to a cascading waterfall.
Clarksburg State Park
Clarksburg
Nestled in acres of northern hardwood forest, Mauserts Pond has picnic and a pavilion area, hiking, boating, and fishing.
Field Farm
Trustees of Reservations
An historic art deco house and picnic tables overlook the pond. Trails travel around fields and through forest.
Greylock Glen
Adams
Multi-use trails designed to accommodate a wide variety of users with different skills and interests. Greylock Glen also serves as a gateway to the Mt. Greylock State Reservation trail system.
Hoosac Range Trail
North Adams
Ridgeline trail over dramatic cliffs to Sunset Rock and Spruce Hill, offering outstanding hiking, snowshoeing, views and birdwatching during raptor migration.
Hopkins Memorial Forest
Williams College
A variety of all-season trails maintained by Williams College.
Mount Greylock State Reservation
Paved roads lead up the state’s tallest peak. From the top, you can see several states plus access hiking trails.
Mount Greylock Visitor Center
Mount Greylock State Reservation
The Visitor Center is open year-round with trail maps, orientation, tourist information, and exhibits on natural and cultural stories of the park.
Mountain Meadow Preserve
Trustees of Reservations
Straddling the Massachusetts/Vermont border, this inviting mix of forest and field, wetland and wildflower meadow, draws both hikers and naturalists.
Mt. Prospect Overlook
Mount Greylock State Reservation
There are many ways to hike to this beautiful vista. Grab a good pair of shoes, maybe some hiking poles, and choose your route!
Pine Cobble Trail
Williamstown Rural Lands Foundation
One of the finest panoramic views of the Hoosic River valley rewards this steep rocky hike.
Pittsfield State Forest
Pittsfield
30 miles of trails encourage visitors to escape into the quiet of the state forest which follows the crest of the Taconic Mountain Range separating Massachusetts and New York.
Savoy Mountain State Forest
Florida
Hiking, swimming, fishing, camping, waterfalls, and picnicking.
Stone Hill
The Clark Art Institute
Walking trails cross the hills, woods, and pastures behind the museum. Open year-round.
The Hopper Trails
Mount Greylock Reservation
Great views, cold streams, wildflowers and more. Several trails start here at the end of Hopper Road.
Williamstown History Walk
Williamstown
Explore the history of Williamstown on this walking tour of Central Williamstown.
Biking
Ashuwillticook Rail Trail
Adams to Lanesborough
The Ashuwillticook Rail Trail runs north to south along Route 8, from Lanesborough and north to the visitor center in Adams.
Berkshire Outfitters
Adams, MA
THE source for outdoor gear, clothing, canoes, kayaks, SUPs, mountain bikes, backcountry and xc skiing, snowshoeing, fishing, and much more.
Bike Berkshire North
Williamstown, North Adams, Adams
Your one-stop location for road biking through the Northern Berkshires and beyond.
Mountain Biking at Jiminy Peak
Jiminy Peak
A great mountain bike park in New England. Mountain bike rentals are not available.
Mountain Biking Greylock Glen
Adams
Miles of dedicated single and double track gliding through the foothills of Mount Greylock.
Mountain Biking Windsor Lake
North Adams
5 miles of single and double track wooded trails with a lake for cooling off afterwards.
Spectator Sports
North Adams Steeplecats
Joe Wolfe Field
A collegiate summer baseball team brings college baseball players from across the country to play at?Joe Wolfe Field in North Adams ???family-friendly games with a small-town feel.
Nature & Gardens
Baby Animals!
Hancock Shaker Village
April 17 - May 9, 2021
Meet the newest farm additions – baby lambs, piglets, calves, chicks and kids (goats, that is).
Berkshire Botanical Garden
Berkshire Botanical Garden
Among the oldest botanical gardens in the U.S., Berkshire Botanical Garden emphasizes native plants and offers public programs.
Berkshire Destinations Guidebook
New England explorer Christy Butler offers this guidebook to over 150 unique and inspiring places including waterfalls, glacial erratics, vistas, cultural institutions and prominent statues.
Bridge of Flowers
Shelburne Falls
A 1908 trolley bridge that is now covered with flowers to enjoy from April until the end of October.
Field Farm
Trustees of Reservations
An historic art deco house and picnic tables overlook the pond. Trails travel around fields and through forest.
George Aiken Wildflower Trail
Bennington Museum
Showcases native wildflowers and ferns that Aiken loved, propagated, wrote about, and urged others to grow.
Hoffman Bird Club
A club that promotes the study of birds in Berkshire County.
Mount Greylock Visitor Center
Mount Greylock State Reservation
The Visitor Center is open year-round with trail maps, orientation, tourist information, and exhibits on natural and cultural stories of the park.
Natural Bridge State Park
A geologic wonder with viewing platforms, picnic area and short wooded trails
Pollinator Garden
The Spruces Park
Peruse or volunteer at this lovely Bee Friendly wildflower garden in The Spruces Park.
Ramblewild Aerial Adventure Park
Ramblewild
An aerial adventure park with 150 elements and eight courses of varying difficulty.
Williamstown Bird Watching
Williamstown Rural Lands Foundation
A guide to some of the best places to see birds near downtown Williamstown.
Fishing
Berkshire Outfitters
Adams, MA
THE source for outdoor gear, clothing, canoes, kayaks, SUPs, mountain bikes, backcountry and xc skiing, snowshoeing, fishing, and much more.
Berkshire River Drifters
Your local fly fishing guide service.
Cheeky Fishing
NORAD Mill
A fly fishing reel company based in the northern Berkshires
Clarksburg State Park
Clarksburg
Nestled in acres of northern hardwood forest, Mauserts Pond has picnic and a pavilion area, hiking, boating, and fishing.
Fly Fishing Reports
Orvis
Recent fishing reports, tips, and techniques for fly fishing the Deerfield River
Harrison Anglers
Deerfield River
Fly fish from a comfortable raft.
Hilltown Anglers
Deerfield River and its tributaries
Wading trips in the Deerfield and its tributaries. For beginners, experts, and families.
Lake Fishing and Paddling
Massachusetts Paddler
Great information, descriptions, and fishing conditions of area lakes.
Pheasant Tail Tours
Deerfield River
Guided float fishing trips in the Deerfield River.
Savoy Mountain State Forest
Florida
Hiking, swimming, fishing, camping, waterfalls, and picnicking.
Windsor Lake
North Adams
Close to town, Windsor Lake invites picnics, hiking, and swimming on a sandy beach with views of the mountains.
Summer
A guide to paddling the Hoosic River
Hoosic River Watershed Association
This is a guide to the paddling experience that can be had on the Hoosic River and its larger tributaries.
Berkshire Rivers Fly Fishing
Fishing trips
Fishing excursions for beginners and experts.
Bike Berkshire North
Williamstown, North Adams, Adams
Your one-stop location for road biking through the Northern Berkshires and beyond.
Clarksburg State Park
Clarksburg
Nestled in acres of northern hardwood forest, Mauserts Pond has picnic and a pavilion area, hiking, boating, and fishing.
CrabApple Whitewater, Inc.
Charlemont, MA
Offers five different white water rafting adventures from mild to wild.
Deerfield River Rafting
Zoar Outdoor
Zoar Outdoor offers New England white water rafting trips, kayaking clinics, zip line canopy tours, canoeing instruction, rock climbing classes and kayak rentals for adventurers of all abilities, from beginners to experts.
Donnybrook Golf Course
Lanesboro
The county’s newest course, offers everything a golfer could ask for in a nine-hole layout.
Hopkins Memorial Forest
Williams College
A variety of all-season trails maintained by Williams College.
Hullabaloo Outside (ages 4 – 6)
Southern Vermont Arts Center
June 17, 2021
Explore and develop physical intelligence and imagination through exciting movement, energetic activities and calming exercises!
Jiminy Peak Mountain Adventure Park
Hancock
Outdoor summer adventures on slides, rides, and more!
Margaret Lindley Park
Williamstown
A manmade pond that’s fed by the Hemlock Brook has sandy beach and shallow areas for the little ones. Open from dawn til dusk.
Mount Anthony Country Club
Historic Old Bennington
Golf and dine in the Green Mountains of Bennington, VT
Mount Greylock State Reservation
Paved roads lead up the state’s tallest peak. From the top, you can see several states plus access hiking trails.
Mt. Hope Park
Williamstown
Lounge along the Green River at Mt. Hope Park.
North Adams Steeplecats
Joe Wolfe Field
A collegiate summer baseball team brings college baseball players from across the country to play at?Joe Wolfe Field in North Adams ???family-friendly games with a small-town feel.
Ramblewild Aerial Adventure Park
Ramblewild
An aerial adventure park with 150 elements and eight courses of varying difficulty.
Sand Springs Pool
Williamstown
Sand Springs Pool gives a relaxating setting for bathing in natural spring waters, outdoor recreation and fitness.
Savoy Mountain State Forest
Florida
Hiking, swimming, fishing, camping, waterfalls, and picnicking.
Taconic Golf Club
Williamstown
Ranked #1 Best Public Golf Course in Massachusetts by Golf Magazine, Taconic offers a wide view over the valley, a classically challenging course, and excellent playing conditions.
Trail Riding on Horseback
Demayo's Bonnie Lea Farm
An extensive trail system stretches across beautiful fields, over gentle streams, through shady groves and off-property for more experienced riders.
Visiting during COVID-19 Pandemic
Please wear masks and respect physical distance.
Waubeeka Golf Links
South Williamstown
18-hole championship golf course
Williamstown Running Routes
Running routes, distance, attributes, and map.
Williamstown Rural Lands Foundation
Sheep Hill
WRLF maintains over ten miles of trails and has preserved more than 3,500 acres of land.
Fall
Be Safe and Be Seen
Hunters share the woods with hikers and bikers in November and December, so wear bright colors. Be safe, be seen, and have fun out there!
Corn Maze at Hick’s Family Farm
open weekends in the Fall
Children and adults both love the corn maze challenge! There’s also a scavenger hunt, mini golf, farm stand and food truck.
Jaeschke’s Orchard
An apple orchard and more at the base of Mount Greylock.
Lakeview Orchard
Orchard, farm stand, cider mill, bakery and kitchen. Pick your own or pick up freshly picked fruit!
The Apple Barn & Country Bake Shop
Browse the large red barn packed with Vermont products and souvenirs, fruits, vegetables, and of course their famous baked goods.
The Incredible Naumkeag Pumpkin Show!
Naumkeag
Peruse the beautiful gardens of this 19th century estate decked out for Fall every October! Visit afternoon or evening.
The Stickle Quilt
Bennington Museum
The 1863 Jane Stickle Quilt is only on display for a brief time each Fall.
Whitney’s Farm Market and Garden Center
Whitney’s has it all – garden and lawn help, fresh produce, a delicious deli, and outdoor play for families.
Winter
Berkshire East Ski Resort
Charlemont, MA
For 35 years, Berkshire East ski resort has been offering great skiing at affordable prices plus snow tubing and lessons for the whole family!
Berkshire Outfitters
Adams, MA
THE source for outdoor gear, clothing, canoes, kayaks, SUPs, mountain bikes, backcountry and xc skiing, snowshoeing, fishing, and much more.
Bob’s Ski Loop
Crosscountry ski and snowshoe for beautiful views, stunning woods, and a nice challenge for your skills
Bousquet Mountain
A local fave for riding and skiing!
Greylock Snow Day
Predicting local snow days since 1978.
Hopkins Memorial Forest
Williams College
A variety of all-season trails maintained by Williams College.
Jiminy Peak
Hancock
Jiminy Peak Mountain Resort is a great place for the whole family to ski!
Mount Snow
One of the very first ski resorts on the East Coast, Mount Snow is continuing to define the ski industry even today.
Notchview XC Ski
Trustees of Reservations
More than 3,000 acres of rolling terrain and miles of groomed ski trails.
Project Snowshoe
Borrow a pair of complimentary snowshoes and begin your adventure on the Clark’s 140 acre campus!
Prospect Mountain Nordic Ski Center
Woodford, VT
The highest base elevation of any ski area in New England.
Shelburne Falls Bowling Alley
When you’re ready for a break from the winter outdoors, come in and play candlepin bowling at one of the oldest bowling alleys in the country.
Sledding
Sledding can be fun for the whole family when there’s enough snow!
Thunderbolt Ski Trail
An historic racing trail and backcountry adventure.
Williamstown Rural Lands Foundation
Sheep Hill
WRLF maintains over ten miles of trails and has preserved more than 3,500 acres of land.
Running
Ashuwillticook Rail Trail
Adams to Lanesborough
The Ashuwillticook Rail Trail runs north to south along Route 8, from Lanesborough and north to the visitor center in Adams.
Hiking Maps & Guides
Berkshire Destinations Guidebook
New England explorer Christy Butler offers this guidebook to over 150 unique and inspiring places including waterfalls, glacial erratics, vistas, cultural institutions and prominent statues.
North Berkshire Outdoor Guide Book
Williams Outing Club
This book offers an introduction to the Berkshires and an extensive list of hiking trails with sections on fishing, climbing, paddling and winter camping.
Northern Berkshires Trails
Northern Berkshire County Trails
An online thematic and curated guide to hikes and walks throughout the northern Berkshire hills and forests.
Williamstown Trails
Williamstown Rural Lands Foundation
WRLF maintains numerous trails and offers an interactive online trail map.
