Fun Things To Do in The City of Pittsfield - Berkshires MA

Vacationing in the Berkshires means gorgeous scenery and an unlimited number of things to do. Staying at the Comfort Inn Pittsfield means exceptional lodging and proximity to everything from skiing at Bousquet Skiing Resort to swaying to the sounds of the Tanglewood Music Festival to shopping at Prime Outlets in Lee. Our neighborhood is overflowing with many attractions. Here’s our top-ten list.

Hancock Shaker Village

Hancock Shaker Village is a beautifully restored village, set on 1,200 acres of farm, woodland and pasture. Home to the premier collection of Shaker buildings and artifacts, the Village comes to life through vibrant programs, tours, exhibitions and hands-on activities. Talk with artisans on a tour focused on Shaker daily life. Learn about the heritage breeds of animals that roam the pastures and the heirloom crops in the gardens. Children can even take a lesson with a Shaker schoolteacher (costumed staff).

For more information, visit www.hancockshakervillage.org. [Top]

Jacob’s Pillow Dance

Travel just under 20 miles and experience an extraordinary place to see dance – Jacob’s Pillow Dance. Enjoy world-class dance performances as part of the 10-week Festival. Explore the Archives with rare holdings encompassing 90 years of dance, video-viewing stations, library, and exhibit galleries. Attend free outdoor showings for the whole family.

For more information, visit www.jacobspillow.org. [Top]

Tanglewood Music Festival

Situated on a 210-acre estate in the Berkshires of Western Massachusetts, the Tanglewood Music Festival is the oldest and most acclaimed music festival in the United States. The summer home of the Boston Symphony Orchestra, Tanglewood offers not only concerts by the orchestra, but also jazz and pop performances, an expanded schedule of concerts, chamber music and recitals. Since 1940, visitors from all over the world have spread out a picnic blanket, feasted on gourmet goodies and embraced live music under the stars.

For more information, visit www.tanglewood.org. [Top]

Prime Outlets – Lee, Massachusetts

Prime Outlets in Lee, Massachusetts is prime shop ‘til you drop territory. Enjoy brand name stores such as Gap, Reebok, Polo Ralph Lauren, Wilsons Leather, Brooks Brothers and Eddie Bauer. Excellent eateries are also in abundance.

For more information, visit www.primeoutlets.com/cntrdefault.asp?cntrid=1031. [Top]

Norman Rockwell Museum

Come experience the world’s largest and most noteworthy collection of original Rockwell art. Highlights include long-time favorites from Rockwell’s Saturday Evening Post covers, the powerful “Four Freedoms,” and the nostalgic “Stockbridge Main Street at Christmas.” Marvel at the Norman Rockwell Archive, which contains more than 100,000 photographs, letters and other rare mementos.

For more information, visit www.nrm.org. [Top]

Bousquet Skiing Resort & Family Fun Center

Each winter, skiing, snowboarding and snow-tubing are in full swing at Bousquet Skiing Resort & Family Fun Center. When summertime comes around, it’s time for water slides, go-karts, miniature golf and wall climbing. Fine family fun is just one mile from the hotel.

For more information, visit www.bousquets.com. [Top]

Berkshire Museum

This is one eclectic museum. Enjoy everything from fine art spanning an impressive breadth of time periods to highly-interactive science exhibits to an aquarium featuring living corals and other invertebrates, fish, insects, spiders, amphibians and reptiles. For more information, visit www.berkshiremuseum.org.

For more information, visit www.berkshiremuseum.org. [Top]

Berkshire Theatre Festival

At 78 years old, the Berkshire Theatre Festival has the unique distinction of being the longest running cultural organization in Berkshire County and one of the first established regional theatres in the United States. This season’s productions include “Amadeus,” “The Night of the Iguana” and “The Heidi Chronicles.”

For more information, visit www.berkshiretheatre.org. [Top]

Clark Art Institute

With its intimate galleries and stunning natural environment, the Clark Art Institute is one of the most respected art museums in the world. One of the few institutions in the United States that combines a public art museum with a complement of research and academic programs, including a major art history library, the Clark is now a leading international center for research and discussion on the nature of art and art history.

For more information, visit www.clarkart.edu. [Top]

Cranwell Golf Club

Known for its natural beauty, Cranwell’s championship 18-hole course combines spectacular views with challenging golf. One of New England’s most popular and respected golf destinations, Cranwell was named in Golf Digest’s “Best Places to Play.”

For more information, visit www.cranwell.com. [Top]

Mount Greylock State Reservation

The highest peak in Massachusetts standing at 3,491 feet tall, Mount Greylock is hiker’s paradise. One of the main attractions is Greylock Glen, which features challenging trails up the steep eastern side of the mountain. It was attained by the Commonwealth in 1898 and became Massachusetts' first state park. The park is open from sunrise until dusk, year-round, with free access and a parking fee of $2.

For more information, visit www.mass.gov/dcr/parks/western/mgry.htm. [Top]