Cheshire MassachusettsATTRACTIONS & THINGS TO DO
Listed below are the best attractions and things to do near Cheshire, Massachusetts.
1. Ashuwillticook Rail Trail
SCENIC MULTI-USE TRAIL
The Ashuwillticook Rail Trail is a 14-mile multi-use path that runs through Cheshire, offering stunning views of Cheshire Lake and surrounding mountain ranges. It connects Pittsfield to Adams, making it a favorite for hiking, cycling, and running. The trail intersects with the Appalachian Trail, providing easy access for outdoor enthusiasts.
2. Cheshire Lake
RECREATIONAL WATERFRONT
Cheshire Lake is a popular local spot in Cheshire for kayaking, canoeing, paddleboarding, swimming, and fishing. It hosts seasonal events such as the Ice Fishing Derby during winter months, attracting both residents and visitors. The lake's peaceful setting complements the natural beauty of the area.
3. The Cobbles Vista
SCENIC OVERLOOK
The Cobbles is a scenic vista located just south of Cheshire, offering sweeping panoramic views of Mount Greylock, Cheshire Lake, and the town itself. It is a popular day hike destination for Appalachian Trail hikers and outdoor enthusiasts. The vista provides a remarkable opportunity to experience the Berkshires' natural beauty.
4. Whitney's Farm Market & Garden Center
FARM MARKET AND GARDEN
Whitney's Farm Market & Garden Center is a beloved family-run market offering locally grown produce, plants, and garden supplies. It is a vibrant community hub where visitors can buy fresh fruits and vegetables, seasonal plants, and charming farm goods. The market also features friendly service and a warm small-town atmosphere.
5. St. Mary's of the Assumption Church
HISTORIC CHURCH
St. Mary's of the Assumption Church is a historic place of worship in Cheshire noted for its classic architecture and welcoming community. The church serves as a spiritual center for local residents and visitors. Its serene setting contributes to the town's quaint and traditional charm.
6. Cheshire Glassworks
ARTISAN GLASS STUDIO
Cheshire Glassworks is an artisan studio specializing in handcrafted glass art and functional pieces. Visitors can admire and purchase unique glassworks created by skilled local artists. The studio highlights the creative spirit and craftsmanship of the Cheshire community.
7. Elmartin Farm
FAMILY-OWNED FARM
Elmartin Farm is a family-owned and operated farm in Cheshire offering a variety of fresh produce and seasonal specialties. It provides a genuine farm experience for visitors interested in local agriculture and sustainable farming practices. The farm is a staple of the town's rural heritage.
8. Kit & Kaboodle
UNIQUE GIFT SHOP
Kit & Kaboodle is a charming gift shop located in nearby Adams, featuring a curated collection of home goods, art, and unique handmade items. The store attracts visitors looking for distinctive gifts and local crafts. Its friendly atmosphere and quality products make it a popular shopping destination.
9. Mount Greylock State Reservation
MOUNTAIN HIKING PARK
Mount Greylock State Reservation, near Cheshire, offers extensive hiking trails culminating at the summit of Massachusetts' highest peak. The park provides breathtaking views, picnic areas, and opportunities for wildlife observation. It is a must-visit for nature lovers exploring the Berkshire region.
10. Blue Rock Heritage Center
CULTURAL AND COMMUNITY CENTER
The Blue Rock Heritage Center in Adams focuses on preserving the cultural history of the local community through exhibits, workshops, and events. It serves as a gathering place promoting arts, education, and heritage. Visitors can engage with the area's rich traditions and vibrant arts scene.
11. Porches Restaurant
CHARMING LOCAL DINING
Porches Restaurant in nearby Lanesborough offers a cozy dining experience with a menu of fresh, locally sourced American cuisine. The eatery is known for its friendly service and inviting atmosphere, making it popular for both casual and special occasions. It reflects the farm-to-table spirit of the Berkshires.
12. The Purple Pub
CASUAL BAR AND EATERY
The Purple Pub is a lively bar and eatery offering a variety of craft beers, cocktails, and American pub fare in Adams. It is a favored spot for locals and visitors seeking a relaxed atmosphere and good food. The pub frequently hosts live music and community events.
13. Hancock Shaker Village
LIVING HISTORY MUSEUM
Hancock Shaker Village is a well-preserved living history museum in Pittsfield that showcases the Shaker way of life through historic buildings, crafts demonstrations, and gardens. Visitors can explore authentic Shaker architecture and learn about this unique communal society. The village offers educational programs and seasonal events.
14. Berkshire Mountain Bakery
ARTISAN BAKERY
Berkshire Mountain Bakery in North Adams is known for its handcrafted breads, pastries, and sweet treats made from high-quality, local ingredients. The bakery combines traditional techniques with creative flavors, making it a favorite among locals and tourists. Its warm atmosphere also provides a perfect spot for coffee and conversation.
15. Cheshire Sporting Goods
OUTDOOR EQUIPMENT STORE
Cheshire Sporting Goods serves outdoor enthusiasts with a variety of gear and equipment for hiking, fishing, and sporting activities. Located in Cheshire, it supports local trails like the Appalachian Trail and Ashuwillticook Rail Trail. The shop is valued for its knowledgeable staff and community engagement.