Sample Outdoors Itinerary

Are you looking to get out and move? Then get to the Berkshires and discover our great outdoors that rivals any place in the world. There will never be a dull moment whether you only have time to do a hike to wind down your day or whether you are looking for a day full of swimming, zip lines and bird watching. We have it all.

Mount Greylock

Hang out with friends on Mount Greylock

At 3,491 feet, Mount Greylock is the highest point in Massachusetts. Rising above the surrounding Berkshire landscape, dramatic views of 60-90 miles distant may be seen. It became Massachusetts’ first wilderness state park, acquired by the Commonwealth in 1898, to preserve its natural environment for public enjoyment. Wild and rugged yet intimate and accessible, Mount Greylock rewards the visitor exploring this special place of scenic and natural beauty. Bascom Lodge is a rustic stone and wood Lodge that was built by the Civilian Conservation Corps in the 1930’s to provide accommodations for hikers, vacationers, and nature enthusiasts. It has private and group rooms available for overnight stay. The large dining room with its high ceiling and hand-cut oak beams provides an ideal atmosphere for a meal. An enclosed porch with wraparound windows overlooks the finest views in the Berkshires. The stone fireplaces create a relaxing setting after a day of hiking.

Get more info about Mount Greylock >>

Bascom Lodge

Eat dinner at Bascom Lodge with your family

Bascom Lodge is a rustic stone and wood Lodge perched atop Mount Greylock in western Massachusetts. Built by the Civilian Conservation Corps in the 1930’s to provide accommodations for hikers, vacationers, and nature enthusiasts it has private and group rooms available for overnight stay. The large dining room with its high ceiling and hand-cut oak beams provides an ideal atmosphere for a meal and the enclosed porch with wraparound windows overlooks the finest views in the Berkshires. Stone fireplaces create a relaxing setting after a day of hiking.

Get more info about Bascom Lodge >>

Jiminy Peak Mountain Resort

Get on the slopes at Jiminy Peak

Berkshires premier 4-season resort and only resort powered by its own wind turbine. Rated best in the Berkshires. Skiing, Riding, Adventure Park. Discover the Berkshires…a perfect blend of fun things to do and ultimate relaxation at one of the best family resorts in New England, Jiminy Peak Mountain Resort. As a guest of the Jiminy Peak Mountain Resort you’ll find all of the most popular Berkshires attractions located within minutes. Whether you’re planning to see historic destinations, enjoy exciting rides at our Mountain Adventure Park or spend the day at the Kids Zone. Just a few classic-favorite attractions to consider during your travel to Jiminy Peak include: Mountain Adventure Park, Mountain Coaster, Alpine Super Slide, Giant Swing, Rock Climbing Wall, Rope Adventures, Mini Golf, Spider Web and Euro-Bungy Trampoline.

Get more info about Jiminy Peak Mountain Resort >>

Zoar Outdoor

Grab a paddle and a life jacket to head down the river are Zoar Outdoor

Since 1989, Zoar Outdoor has offered the best in New England white water rafting trips, kayaking clinics, zip line canopy tours, canoeing instruction, rock climbing classes and bike rentals for adventurers of all abilities, from beginners to experts. Based out of our convenient location in the Berkshires in western Massachusetts, Zoar Outdoor river trips, zip line canopy tours and instructional clinics are only 2 hours from Boston and New Haven and just 3 hours from Providence and New York City.

Get more info about Zoar Outdoor >>

Catamount Aerial Adventure Park

Zip-line through the forest at Catamount

Catamount Aerial Adventure Park is an exciting aerial forest adventure that provides a variety of courses that are fun for all ability levels. After participants are fitted with harnesses, they are led through a safety and park usage demonstration, fitted with gloves and are then free to navigate their chosen treetop courses. With eleven courses of varying difficulties (think ski trails; yellow, green, blue, black and double black), you are challenged to cross bridges, climb ladders, obstacles and zip lines. The park is built to meet the standards of the Association of Challenge Course Technology (ACCT).

Get more info about Catamount Aeriel Adventure Park >>

Crab Apple Whitewater, Inc.

Bring the little ones along on your water adventure at Crab Apple

Family owned and operated since 1983, Crab Apple Whitewater, Inc. offers a wide variety of whitewater trips on rivers in New England. A white water rafting trip with Crab Apple is a unique experience. Members of their family participate in each river trip in Maine, Massachusetts and Vermont, ensuring that they are creating a comfortable environment for an outstanding adventure experience.

Get more info about Crab Apple Whitewater, Inc. >>

Berkshire Outfitters

Fishing gear, bicycles, and more at Berkshire Outfitters

Since the beginning, when owner Steve Blazejewski started selling cross country skis from his home in the 1970’s, Berkshire Outfitters has been the source for racing and recreational canoes, as well as white water and sea kayaks. Our selection of X-C ski equipment, waxes and apparel is the best in the Berkshires! They also carry snowshoes, bikes, boards, inline skates, camping and hiking equipment, footwear and much more.

Get more info about Berkshire Outfitters >>

Pleasant Valley Wildlife Sanctuary

Take a hike through Pleasant Valley Wildlife Sanctuary

Pleasant Valley Wildlife Sanctuary thriving beaver population is one of the many fascinating features of this sanctuary. When you walk along Yokun Brook, take note of the “lodges” of tree branches and mud, where these nocturnal creatures spend their days. Salamander migrations are a major spring event along West Mountain Road. Seven miles of trails that wind through hardwood forest, meadows, wetlands, and along the slopes of Lenox Mountain make this site an excellent location for hiking. Canoe trips are offered regularly on the Housatonic River and area lakes from mid-May through Columbus Day.

Get more info about Pleasant Valley Wildlife Sanctuary >>

View a pdf version of this page.