The Berkshires is a beautiful region in western Massachusetts, famous for its stunning views, charming towns, and rich history. Whether you love nature, art, or good food, there’s something here for everyone. From scenic hikes in the mountains to visiting unique museums, the Berkshires offers plenty of fun activities for all ages.
Today, we’ll look at some of the best things to do in the Berkshires. Whether you’re planning a weekend getaway or a longer vacation, you’ll find exciting options to fill your days with adventure and relaxation. Get ready to enjoy this lovely New England destination!
Things To Do In The Berkshires
1. Visit the Norman Rockwell Museum in Stockbridge
The Norman Rockwell Museum in Stockbridge showcases the legendary artist’s work. It holds the largest collection of his original paintings and illustrations. Visitors can explore galleries filled with his iconic depictions of American life.
The museum also features changing exhibitions and educational programs. These highlight different aspects of art and culture, making each visit unique. You can join guided tours for deeper insights into Rockwell’s life and his artistic process.
Outside, the museum offers beautiful grounds for a leisurely stroll. The park-like setting is perfect for a picnic or simply relaxing after your visit indoors. You’ll enjoy lovely views of the surrounding landscape, enhancing the experience.
For art lovers, the gift shop is a must-visit. It offers a range of items, from posters to books about Rockwell’s life and his work. You can take home a piece of American art history.
This museum provides a delightful blend of history and creativity. It is a perfect place to inspire your inner artist.
Address: 9 Glendale Rd, Stockbridge, MA 01262.
2. Hike Up Mount Greylock for Breathtaking Views
Hiking Mount Greylock is a fantastic adventure in the Berkshires. As the highest peak in Massachusetts, it offers stunning panoramic views. The hike can be challenging but the breathtaking scenery makes it worthwhile.
You can choose from various trails that cater to different skill levels. The Appalachian Trail also passes through here, providing an excellent opportunity for hikers. Be sure to bring plenty of water and snacks for this memorable journey.
At the summit, you will find the Monument, which honors Massachusetts veterans. The view from the top on a clear day is unforgettable, stretching across several states. Bring your camera to capture the beautiful landscapes.
In the fall, the foliage is magnificent, drawing many visitors. The vibrant colors create a picturesque backdrop. Winter offers opportunities for snowshoeing and cross-country skiing.
Mount Greylock is not just a hike; it’s an experience filled with natural beauty and history.
Address: 30 Rockwell Rd, Lanesborough, MA 01237.
3. Enjoy a Performance at Tanglewood
Tanglewood is a renowned music venue located in Lenox, Massachusetts. As the summer home of the Boston Symphony Orchestra, it hosts a variety of performances. The lush landscape serves as a beautiful backdrop for concerts.
Visitors can enjoy classical music, jazz, and various genres performed by talented musicians. Bring a blanket and picnic to enhance your experience. Many people love to relax on the lawn while enjoying the music.
The acoustics here are remarkable, making every performance memorable. The atmosphere is vibrant and lively, filled with music lovers from all over. Concerts are typically held in the open-air Koussevitzky Music Shed, so be ready for a magical evening.
Summer is the peak season, with performances running from June through September. Be sure to check their schedule for special events. Some performances even feature guest artists and famous soloists.
A visit to Tanglewood lets you immerse yourself in the world of music surrounded by nature. It’s a unique cultural experience not to be missed.
Address: 297 West St, Lenox, MA 01240.
4. Stroll through the Lush Gardens at Naumkeag
Naumkeag is a stunning historic estate located in Stockbridge. The grounds feature beautiful gardens designed by noted landscape architect Fletcher Steele. As you wander through the pathways, you’ll discover unique plantings and stunning landscaping.
The estate offers various themed gardens, including a rose garden and a sunken garden. Each area is designed for beauty and tranquility, making it a perfect place to relax. The meticulously planned layouts invite you to take your time and enjoy the peaceful surroundings.
Guided tours provide insight into the history of Naumkeag and its owners, the Choate family. You’ll learn about the estate’s architecture and its role in American heritage. Don’t forget your camera to capture the picturesque scenes.
The gardens change with the seasons, offering different experiences throughout the year. Spring brings vibrant blooms, while autumn showcases gorgeous foliage. Visiting during different times of the year offers new delights.
Naumkeag is a lovely retreat for anyone who appreciates gardens and history. It’s a serene escape that rejuvenates the spirit.
Address: 5 Prospect Hill Rd, Stockbridge, MA 01262.
5. Explore the Berkshire Museum in Pittsfield
The Berkshire Museum in Pittsfield offers a unique blend of art, history, and science. It features fascinating exhibits that appeal to visitors of all ages. You can explore everything from local history to impressive works of art.
One highlight is the aquarium, which showcases a variety of marine life. You’ll also find interactive displays that educate and engage visitors. Children will especially love the hands-on activities throughout the museum.
The art collection includes pieces from American artists, giving a glimpse into the region’s artistic heritage. Temporary exhibitions constantly refresh the offerings, providing new experiences each time you visit. Check their calendar for special events and workshops.
The museum also has a charming gift shop filled with local crafts and educational toys. It’s a great place to find unique souvenirs or gifts. Dining options are available nearby, allowing visitors to make a day of their outing.
The Berkshire Museum is a hub of knowledge and creativity. It’s a fantastic destination for families and art lovers alike.
Address: 39 Allen St, Pittsfield, MA 01201.
6. Tour Hancock Shaker Village
Hancock Shaker Village provides a fascinating look into Shaker life and culture. This living history museum features historic buildings and exhibits that showcase the Shakers’ unique lifestyle. You can walk through restored structures and witness traditional crafts being made.
Guided tours offer insights into Shaker beliefs, such as their emphasis on community, simplicity, and craftsmanship. Learn about their innovative agricultural practices and how they lived in harmony with nature. Each member of the village had a significant role, which visitors will come to appreciate.
The village hosts various events throughout the year, bringing history to life. These include workshops on Shaker crafts, seasonal festivals, and educational programs. Check their schedule to participate in any activities during your visit.
Families can enjoy interactive exhibits, making it an engaging experience for children. The beautiful setting amid rolling hills adds to the charm of this historic place. Don’t miss the lovely gardens, which reflect the Shakers’ respect for the land.
A visit to Hancock Shaker Village is a chance to connect with a unique aspect of American history.
Address: 1843 W Housatonic St, Pittsfield, MA 01201.
7. Attend an Outdoor Concert at Jacob’s Pillow Dance Festival
Jacob’s Pillow Dance Festival is a premier dance venue in Becket, Massachusetts. It hosts outdoor performances in a beautiful natural setting. The festival features various dance styles, from ballet to contemporary dance.
Every summer, artists from around the world come to perform. Visitors can enjoy performances in the stunning Ted Shawn Theatre or on the outdoor stage. The atmosphere is electric, filled with energy and enthusiasm.
Before the shows, guests can explore the grounds and enjoy pre-show activities. The festival often includes workshops and discussions with performers. This engaging environment fosters a love for dance and allows audiences to connect with artists.
Picture yourself sitting on the lawn, enjoying a picnic while watching exceptional talent. The scenery adds a special touch to every performance. Ensure you check the schedule for special events and ticket sales.
Jacob’s Pillow is not just about performances; it’s a celebration of the art of dance. It’s an experience that delights the senses and leaves lasting memories.
Address: 358 George Carter Rd, Becket, MA 01223.
8. Discover Contemporary Art at the Massachusetts Museum of Contemporary Art (MASS MoCA)
MASS MoCA in North Adams is a vibrant center for contemporary art. Housed in a former factory, the museum features large-scale installations and diverse exhibitions. Artists from around the world showcase their innovative works here.
Visitors can explore several galleries filled with visual art, music, and performance. The museum also hosts events such as concerts and film screenings. Be sure to check out the schedule to catch a live performance during your visit.
The unique architecture adds to the experience, with the blend of industrial and artistic spaces. Outdoor installations set against the mountain backdrop create an inspiring atmosphere. You’ll feel a strong connection to the local culture and landscape.
MASS MoCA offers educational programs, workshops, and tours. These experiences provide insight into contemporary art practices. The museum gift shop sells unique handcrafted items, perfect for souvenirs.
A trip to MASS MoCA means engaging with art that challenges and inspires. It’s a must-visit for anyone who appreciates creativity.
Address: 1040 MASS MoCA Way, North Adams, MA 01247.
9. Take a Scenic Drive Along the Mohawk Trail
The Mohawk Trail is one of Massachusetts’ oldest scenic routes. Stretching through the Berkshires, it offers stunning views of the mountains and valleys. This picturesque drive is especially beautiful in autumn when the leaves change color.
You’ll encounter dramatic overlooks, quaint towns, and unique attractions along the way. Stops include beautiful waterfalls, hiking trails, and local artisan shops. Each turn reveals breathtaking landscapes and a chance to take memorable photographs.
Consider stopping at nearby parks to explore on foot. Hiking trails allow you to immerse yourself in nature and appreciate the area’s beauty up close. Bring a packed lunch to enjoy at one of the scenic rest stops.
Plan your drive to include visits to local farm stands, offering fresh produce and homemade goods. This supports local businesses while you savor the flavors of the region.
The Mohawk Trail is not just a drive; it’s a journey through captivating scenery and cultural experiences. Explore, relax, and enjoy the ride!
Address: Starts in Windsor, MA, and stretches to North Adams, MA.
10. Go Skiing or Snowboarding at Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort is a popular destination for winter sports enthusiasts. Located in Hancock, it offers skiing and snowboarding for all skill levels. With various trails and terrain parks, there’s something for everyone.
The resort features modern lifts that make accessing the slopes quick and convenient. You can enjoy well-groomed trails that cater to beginners and experts alike. Snow-making capabilities ensure good conditions throughout the winter season.
If you’re new to skiing or snowboarding, take advantage of the lessons available. Expert instructors help you gain confidence on the slopes. Rentals are easily accessible for those without their own gear.
After a day on the mountain, unwind at the resort’s cozy lodge. Enjoy delicious meals and warm beverages while sharing stories from your day. The friendly atmosphere is perfect for families or groups of friends.
Jiminy Peak is a fantastic winter playground that promises fun and excitement. Experience the thrill of outdoor adventure in the heart of the Berkshires!
Address: 37 Corey Rd, Hancock, MA 01237.
11. Visit the Berkshire Botanical Garden in Stockbridge
The Berkshire Botanical Garden is a beautiful destination for nature lovers. Located in Stockbridge, it features stunning landscaped gardens spread across 15 acres. Visitors can explore a range of plantings and horticultural displays.
You’ll find everything from native plants to rare species in various themed gardens. The walking paths invite you to wander and enjoy the tranquility of the grounds. Seasonal blooms add splashes of color throughout the year, making each visit unique.
The garden provides educational programs and workshops for all ages. You can learn about gardening techniques, plant care, and sustainable practices. Check their calendar for special events and exhibitions that take place during the year.
Take a moment to relax on the benches or enjoy a picnic on the lawn. The peaceful setting is perfect for unwinding and connecting with nature. The visitor center includes a shop with plants and gardening supplies.
A visit to the Berkshire Botanical Garden is a delightful way to celebrate the natural beauty of the area. It’s an inspiring retreat for all who cherish flora and tranquility.
Address: 5 West Stockbridge Rd, Stockbridge, MA 01262.
12. Spend the Day at Lake Ashley in Becket
Lake Ashley is a picture-perfect spot for a day of relaxation and outdoor fun. Located in Becket, this tranquil lake allows for swimming, picnicking, and sunbathing. The serene setting is ideal for families or anyone looking to unwind.
The sandy beach invites visitors to enjoy a refreshing swim. Bring along a beach chair and soak up the sun while enjoying views of the surrounding hills. The calm waters are perfect for kayaking and paddleboarding as well.
Pack a picnic and take advantage of the picnic tables available by the lake. Sharing a meal surrounded by nature creates lasting memories. Bring games, books, or a hammock for added enjoyment.
Wildlife enthusiasts will appreciate the chance to spot various birds and animals in the area. Early morning visits offer stunning sunrises and peaceful moments. Don’t forget to bring your camera!
Lake Ashley is a hidden gem for outdoor recreation. It’s a wonderful place to escape and enjoy the beauty of the Berkshires.
Address: Lake Ashley Rd, Becket, MA 01223.
13. Experience the Stunning Sculptures at the Clark Art Institute
The Clark Art Institute in Williamstown is a must-visit for art enthusiasts. It features a remarkable collection of European and American art, including stunning sculptures. The museum’s beautiful setting enhances the experience of viewing the art.
As you wander through the galleries, you’ll find works from renowned artists such as Monet and Renoir. The collection includes paintings, sculptures, and decorative arts, providing a comprehensive view of art history. Be sure to check out the outdoor sculptures that blend art with nature.
In addition to the permanent collection, the Clark often hosts temporary exhibitions. These feature diverse themes and artists, offering fresh experiences with each visit. Participating in guided tours provides deeper insights into the artworks and their creators.
The café offers light refreshments and a space to relax. It’s a lovely spot to discuss the artworks you’ve seen or plan your next adventure. The grounds are perfect for strolling and enjoying the natural beauty of the Berkshires.
The Clark Art Institute is a treasure trove of creativity and inspiration. It’s a beautiful destination to explore art and culture.
Address: 225 South St, Williamstown, MA 01267.
14. Attend the Annual Berkshires Arts Festival in Great Barrington
The Berkshires Arts Festival in Great Barrington is a beloved annual celebration of local crafts and performances. This vibrant event features hundreds of artists showcasing their work. You’ll discover unique handmade items and stunning artworks at every turn.
Throughout the festival, enjoy live performances by musicians, dancers, and theater groups. The lively atmosphere creates a sense of community and celebration. Dance and enjoy the variety of experiences available to visitors.
Food vendors offer delicious treats and local specialties, providing a taste of the region. Sampling different cuisines adds to the festival experience. The event is typically held in July, attracting both locals and tourists alike.
Children also have their own dedicated activities, promoting creativity and fun for all ages. Workshops and interactive sessions allow young visitors to express themselves through art. The festival truly embodies the spirit of creativity in the Berkshires.
The Berkshires Arts Festival is a feast for the senses. It’s a wonderful opportunity to enjoy art, music, and community.
Address: 112 A, Main St, Great Barrington, MA 01230.
15. Enjoy a Scenic Train Ride on the Berkshire Scenic Railway
The Berkshire Scenic Railway in Lenox offers a delightful train ride through the stunning landscapes of the Berkshires. This scenic railway takes you back in time with its vintage trains and charming atmosphere. Experience the natural beauty of the region from a different perspective.
The train takes you through picturesque valleys and rolling hills, providing ample photo opportunities. The serene ride allows you to relax while gazing at the beauty of the changing landscapes. Special themed rides and events occur throughout the year, adding excitement to your visit.
Educational programs also shed light on the history of the railway. You’ll learn about its significance in the development of the region. The knowledgeable staff shares stories and insights, enhancing your experience.
The train station includes a gift shop with local crafts and souvenirs. It’s a perfect way to remember your ride or find a thoughtful gift. Snacks and refreshments are also available for purchase during your visit.
A ride on the Berkshire Scenic Railway is a delightful escape into history and nature. It’s a journey that captures the spirit of the Berkshires.
Address: 6 West St, Lenox, MA 01240.
16. Explore the Charming Downtown Area of Great Barrington
Great Barrington’s downtown area is a vibrant hub of culture, shops, and dining. The charming streets are lined with boutiques, art galleries, and local eateries. Strolling through the town is a delightful way to spend an afternoon.
Local shops offer unique gifts and clothing, perfect for finding something special. You’ll discover artisan crafts and organic goods. Many store owners are eager to share their stories behind the products they sell.
Food lovers will enjoy a diversity of dining options in the area. From farm-to-table restaurants to cozy cafés, there’s something to satisfy every palate. Be sure to stop at the local bakery for a sweet treat!
The arts scene thrives here, with regular events showcasing local talent. Art walks, open mic nights, and community festivals bring the area to life. Engaging with the local arts community adds richness to your visit.
Great Barrington’s downtown offers a delightful mix of culture and charm. It’s a perfect place to relax and enjoy the Berkshire experience.
Address: Main St, Great Barrington, MA 01230.
17. Visit the Historic Arrowhead, Home of Author Herman Melville
Arrowhead, located in Pittsfield, is the former home of renowned author Herman Melville. This historic site allows visitors to glimpse the life and work of the author of Moby Dick. The home has been restored to reflect its 19th-century charm.
Guided tours explore Melville’s writing process and the inspirations behind his work. As you walk through the rooms, you’ll discover artifacts and personal belongings that give insight into his life. The knowledgeable guides share fascinating stories about Melville’s time at Arrowhead.
The surrounding grounds are also worth exploring. The property features walking trails that offer beautiful views of the Berkshire landscape. Enjoying nature enhances your understanding of the themes present in Melville’s writing.
Special events and readings are held at Arrowhead throughout the year. These provide unique opportunities for literary fans to connect with Melville’s legacy. Be sure to check the calendar for upcoming events during your visit.
A visit to Arrowhead is a step back in time, celebrating literature and history. It’s an enriching experience for all who appreciate great writing.
Address: 780 Holmes Rd, Pittsfield, MA 01201.
18. Take a Guided Hike Through the Appalachian Trail
The Appalachian Trail runs through the stunning Berkshires and offers an adventurous hiking experience. Taking a guided hike is perfect for those who want to explore this famous trail with a knowledgeable leader. Guides share insights about the flora, fauna, and history of the area.
This iconic trail stretches over 2,190 miles, but the Berkshires section is particularly beautiful. As you hike, you’ll encounter varied terrains, from gentle hills to more challenging inclines. The breathtaking views along the way make every step worthwhile.
Guided hikes often cater to different skill levels, so all can join in the adventure. You’ll learn about the local ecosystems and how to navigate the trail safely. These hikes foster a deep connection with nature.
In addition to stunning vistas, you might also spot unique wildlife. Keep your camera ready for opportunities to photograph the beautiful landscapes and animals.
Exploring the Appalachian Trail creates unforgettable memories. It’s an opportunity to connect with nature and enjoy the grandeur of the Berkshires.
Address: Various trailheads along the Appalachian Trail in the Berkshires.
19. Relax at the Tranquil Shores of Stockbridge Bowl
Stockbridge Bowl is a serene lake ideal for swimming, kayaking, and fishing. The tranquil waters and picturesque surroundings create a perfect getaway. Visitors can unwind on the shores, enjoying the peaceful scenery.
Swimming is a favorite activity here, with a designated beach area for families. The gentle waters invite you to take a refreshing dip on hot summer days. Kayaks and canoes are available for rent, allowing you to explore the lake from a new perspective.
Fishing enthusiasts will appreciate the opportunity to catch various species in this well-stocked lake. It’s a relaxing way to spend the day surrounded by nature. Be sure to bring your fishing gear and enjoy a quiet afternoon.
Paved walking paths around the lake provide a lovely setting for a leisurely stroll. Pack a picnic and enjoy lunch while soaking in the natural beauty. The peacefulness of the area is perfect for relaxation and reflection.
Stockbridge Bowl is a delightful destination for nature lovers. It offers a unique blend of recreation and tranquility in the heart of the Berkshires.
Address: Stockbridge Bowl Rd, Stockbridge, MA 01262.
20. Discover the History of the Region at the Bidwell House Museum
The Bidwell House Museum in Monterey is a hidden gem for history buffs. This historic home dates back to the 18th century and offers insight into the region’s past. Visitors can experience colonial life through guided tours of the restored home and property.
The knowledgeable staff shares stories of the Bidwell family and their significance in local history. You’ll learn about the architecture and the historical context of the period. Various artifacts tell the story of life in early America.
Outdoor walking paths lead you through the beautiful grounds, featuring gardens and scenic views. The peaceful setting invites visitors to reflect on the area’s history. Special events and educational programs occur throughout the year, providing further engagement with history.
The museum also hosts workshops and events related to historical crafts and farming techniques. These hands-on experiences allow visitors to connect with history in a meaningful way.
A visit to the Bidwell House Museum is a fascinating journey into the past. It’s an enriching experience for anyone interested in history and culture.
Address: 100 Art School Rd, Monterey, MA 01245.
Final Thoughts
The Berkshires offers a myriad of unforgettable experiences for visitors of all interests. Whether you immerse yourself in the vibrant arts scene or take in the stunning natural landscapes, each moment can become a cherished memory. The diverse activities, from hiking to exploring historic sites, create a unique blend of culture and nature.
As you leave the Berkshires, the charm of its towns, the beauty of its mountains, and the warmth of its people will stay with you. This region invites you back to explore its hidden gems and rich history time and again. Embrace the magic of the Berkshires, and let it inspire your adventures for years to come. For more exciting destinations, consider checking out things to do in Albany, CA and discover adventures in Hartwell, Georgia.