Monterey MassachusettsATTRACTIONS & THINGS TO DO


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



1. Bidwell House Museum

COLONIAL HOME & MUSEUM


Bidwell House Museum is a beautifully restored Georgian saltbox house, originally built circa 1750 as a parsonage for Reverend Adonijah Bidwell. The museum features a collection of period antiques and offers guided tours that illuminate colonial life in Monterey and the Berkshire region. Visitors can also enjoy the picturesque grounds, which include nature trails and garden spaces.


2. Beartown State Forest

EXPANSIVE NATURE PRESERVE


Beartown State Forest is a beloved outdoor recreation destination offering over 12,000 acres of woodlands, hiking trails, and scenic ponds. Popular activities include swimming, fishing, camping, and winter sports such as cross-country skiing and snowmobiling. Visitors often flock to Benedict Pond, a centerpiece of the forest known for its serene beauty and accessible walking trails.


3. McLennan Reservation

WILDLIFE SANCTUARY TRAILS


McLennan Reservation is a tranquil nature preserve managed by The Trustees of Reservations, offering several miles of quiet walking trails through forests and wetlands. Birdwatchers and nature enthusiasts appreciate the opportunity to spot local wildlife in a peaceful setting. The reservation is particularly renowned for its vibrant wildflowers and undisturbed habitats.


4. Ashintully Gardens

HISTORIC LANDSCAPED GARDENS


Ashintully Gardens in nearby Tyringham showcases the creative vision of composer and landscape architect John McLennan. The gardens feature elegant terraces, fountains, and classical statuary set amid winding woodland paths. A visit offers both horticultural inspiration and a peaceful retreat in the Berkshire Hills.


5. Les Trois Emme Winery

LOCAL FAMILY WINERY


Les Trois Emme Winery, located just outside Monterey, is a charming, family-run vineyard producing a range of red, white, and dessert wines. Guests can sample wines in a friendly tasting room and enjoy views of the rolling Berkshire countryside. The winery is known for its welcoming atmosphere and informative tours.



6. Tyringham Cobble

SCENIC HIKING AREA


Tyringham Cobble is a striking natural formation offering scenic hiking trails and panoramic views over the Tyringham Valley. The area is managed by The Trustees and is a favorite spot for outdoor enthusiasts seeking a moderate climb with rewarding vistas. Seasonal wildflowers and abundant birdlife enhance the experience.


7. Ski Butternut

POPULAR SKI RESORT


Ski Butternut is a well-known winter sports destination offering a range of trails for skiing, snowboarding, and tubing. The resort features excellent facilities, ski instruction, and equipment rentals suitable for families and enthusiasts of all levels. In summer, the venue hosts festivals and outdoor events.


8. Otis Poultry Farm

FARM STORE & EATERY


Otis Poultry Farm is a popular local market and eatery specializing in fresh poultry, homemade baked goods, and farm-fresh products. Visitors can enjoy a sandwich or treat while shopping for specialty items and local gifts. The farm is a beloved destination for both locals and visitors seeking authentic Berkshires flavor.


9. Gedney Farm

RUSTIC DINING & LODGING


Gedney Farm is an upscale country inn and restaurant, set in beautifully restored barns surrounded by meadows and forest. The farm's renowned restaurant features locally-sourced, seasonal cuisine with a refined rustic flair. Guests can also stay overnight in luxurious accommodations with a distinctive rural charm.


10. The Old Inn On The Green

HISTORIC DINING DESTINATION


The Old Inn On The Green is an acclaimed restaurant and inn set in a former Colonial-era stagecoach stop in the nearby village of New Marlborough. Candlelit dining rooms and a locally-inspired menu offer an exceptional fine dining experience. Its historic ambiance and warm hospitality attract visitors from across the region.



11. Southfield Store

QUAINT CAFE & MARKET


The Southfield Store is a local favorite for artisanal baked goods, sandwiches, and coffee in a charming, historic building. The store offers a cozy atmosphere for breakfast or lunch and sells a selection of specialty foods and locally made products. It's a great spot to relax and experience the local culture.


12. Dry Hill

QUIET HIKING SPOT


Dry Hill is a serene and lesser-known hiking area that offers quiet trails winding through the woods of Monterey. This spot is managed for conservation and provides peaceful nature walks with beautiful views and the chance to spot wildlife. It's ideal for those seeking solitude and a deeper connection with the surrounding forest.


13. Monterey General Store

HISTORIC COUNTRY STORE


Monterey General Store is a community hub and historic landmark, originally established in the 18th century. The store offers fresh coffee, homemade pastries, local produce, and unique goods from the Berkshires. Its welcoming atmosphere makes it a gathering spot for both locals and travelers.


14. Guido's Fresh Marketplace

GOURMET MARKET & DELI


Guido's Fresh Marketplace in nearby Great Barrington is renowned for its selection of organic produce, gourmet foods, and a full-service deli. The store features products from local Berkshires farms as well as international specialties. Its prepared foods counter and bakery are especially popular with both locals and visitors.


15. The Bookloft

INDEPENDENT BOOKSTORE GEM


The Bookloft is a beloved independent bookstore offering a wide selection of books, gifts, and local interest titles in Great Barrington. Known for its knowledgeable staff and welcoming atmosphere, it has been serving readers in the Berkshires for decades. The store frequently hosts author events and community gatherings.