Great Barrington MassachusettsATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Great Barrington, Massachusetts.



1. Monument Mountain

HISTORIC HIKING TRAIL


Monument Mountain is a popular peak that once attracted 19th-century literary giants to its slopes. From its summit, visitors can gaze across the spectacular landscapes of the Housatonic River Valley. The moderate hike is suitable for families and offers rewarding views for those who make the ascent.


2. The Guthrie Center

ALICE'S RESTAURANT FAME


The Guthrie Center serves as the epicenter of Arlo Guthrie's famous "Alice's Restaurant" song and subsequent movie. The center commemorates the events that took place on Thanksgiving 1965, which became a cultural phenomenon. Today, it functions as a foundation and point of interest for visitors wanting to connect with this piece of musical history.


3. Mahaiwe Performing Arts Center

HISTORIC BERKSHIRE THEATER


The Mahaiwe Performing Arts Center presents live performances, films, and cultural events year-round in a historic theater setting. Visitors can enjoy a variety of content ranging from musical performances to film screenings throughout all seasons. The venue represents an important cultural cornerstone of Great Barrington's arts scene.


4. Ski Butternut

FAMILY-FRIENDLY SKI AREA


Ski Butternut offers winter sports enthusiasts a well-maintained lodge and affordable skiing options, especially during weekdays. The ski area caters to various skill levels, making it an excellent destination for family winter outings in the Berkshires. During winter months, it becomes one of Great Barrington's primary recreational attractions.


5. Housatonic River Walk

SCENIC DOWNTOWN PATH


The Housatonic River Walk provides a peaceful natural escape just steps away from Main Street in Great Barrington. Visitors can stroll along the Housatonic River and enjoy the natural beauty before easily returning to downtown amenities. The trail offers a perfect balance of nature and accessibility for those looking to experience both the outdoors and town life.



6. Windy Hill Farm

LOCAL AGRICULTURAL DESTINATION


Windy Hill Farm provides visitors with a quintessential Berkshires agricultural experience. The farm offers seasonal produce, plants, and farm products throughout the year. Its pastoral setting makes it both a practical shopping stop and an authentic glimpse into the region's agricultural heritage.


7. The Egremont Barn

LIVE MUSIC VENUE


The Egremont Barn draws visitors seeking live music and local food in a rustic venue. Music lovers can enjoy performances while sampling cuisine that showcases regional flavors. The venue captures the cultural spirit of the Berkshires in a relaxed, community-oriented setting.


8. Yellow House Books

CHARMING INDEPENDENT BOOKSTORE


Yellow House Books offers bibliophiles a curated selection of titles in a cozy, independent bookstore setting. The shop has become a favorite destination for both locals and visitors seeking literary treasures. Its charming atmosphere exemplifies Great Barrington's support for small, specialized retail establishments.


9. Asia Barong

ASIAN ARTS EMPORIUM


Asia Barong showcases an impressive collection of Asian antiques, art, and specialty items in the heart of Great Barrington. The shop has established itself as a destination for those seeking unique decorative pieces and cultural artifacts. Visitors appreciate both the quality of merchandise and the educational aspect of exploring diverse Asian artistic traditions.


10. Naji's

LEBANESE CULINARY GEM


Naji's delights diners with authentic Lebanese and Mediterranean cuisine in a welcoming atmosphere. The restaurant has built a strong reputation for its flavorful Middle Eastern dishes that appeal to varied palates. Its mid-range pricing makes it accessible for visitors wanting to experience quality international cuisine while exploring Great Barrington.



11. Baba Louie's

ARTISANAL PIZZA DESTINATION


Baba Louie's serves up creative, artisanal pizzas that have earned it a devoted following in the Berkshires. The restaurant specializes in Italian cuisine with a focus on unique pizza combinations that showcase quality ingredients. Its vegetarian-friendly options make it an inclusive dining choice for visitors with various dietary preferences.


12. Cafe Adam Restaurant

UPSCALE DINING EXPERIENCE


Cafe Adam Restaurant offers an elevated American dining experience for those seeking a more sophisticated meal in Great Barrington. The restaurant prides itself on accommodating vegetarian and vegan diners alongside its standard offerings. Its upscale atmosphere makes it ideal for special occasions or a refined dining experience during a Berkshires visit.


13. Xicohtencatl

AUTHENTIC MEXICAN CUISINE


Xicohtencatl brings authentic Mexican flavors to the Berkshires with its traditional approach to Latin cuisine. The restaurant provides vegetarian-friendly options while maintaining the integrity of its cultural culinary heritage. Its distinctive offerings add diversity to Great Barrington's dining scene, making it a standout for visitors seeking international flavors.


14. The Bistro Box

CASUAL ROADSIDE GRILL


The Bistro Box serves up quick, satisfying American grill favorites at affordable prices. The casual eatery specializes in roadside classics elevated with quality ingredients and attention to detail. Its approachable format makes it perfect for travelers looking for a quick but memorable meal during their Great Barrington adventures.


15. Barrington Brewery & Restaurant

LOCAL CRAFT BEER HAVEN


Barrington Brewery & Restaurant combines house-brewed craft beers with hearty American pub fare in a convivial setting. The establishment draws both beer enthusiasts and casual diners looking for a relaxed meal in Great Barrington. Its brewery operations add an artisanal dimension to the dining experience, showcasing the Berkshires' contribution to the craft beverage movement.