Things to Do in Monterey Massachusetts

Explore the Berkshire Botanical Garden

If you’re a nature enthusiast, the Berkshire Botanical Garden is a must-visit. Spanning across 15 acres of beautifully manicured gardens, it’s an oasis of serenity.

The garden showcases a wide variety of plants, from colorful perennials to robust shrubs and trees. What’s great is how they display plants according to seasonal shifts, making every visit unique.

If you’re visiting during the summer, you can partake in their various horticultural workshops. These are perfect for both novice and experienced gardeners wanting to expand their green thumb skills.

One of their highly-rated programs is the Herbal Medicine Workshop. People often talk about how informative and hands-on it is, allowing you to create your own herbal remedies.

Pros

• Beautifully curated plant displays.
• Seasonal rotations keep visits fresh.
• Diverse and informative workshops.

Cons

• Can get crowded during peak seasons.
• Workshops often have limited spots, so early booking is essential.

Visit Lake Garfield

For a more laid-back day, visiting Lake Garfield provides a fantastic escape. It’s perfect for a variety of outdoor activities such as kayaking, fishing, and paddleboarding.

If you’re looking to rent equipment, you’ll find several local vendors offering affordable rates. One such place is The Boathouse.

Situated right by the lake, The Boathouse has garnered favorable reviews for its friendly service and quality equipment. Many customers have noted how helpful the staff is in explaining everything you need to know. This is especially beneficial if you’re new to water sports.

Pros

• Picturesque and serene lake setting.
• Multiple activities to choose from.
• Friendly and helpful rental services.

Cons

• Limited parking on busy weekends.
• Equipment rentals can sell out, so it’s wise to book in advance.

Indulge at Monterey General Store

No visit to Monterey, Massachusetts would be complete without a stop at the Monterey General Store. This charming spot not only serves as a local grocery but also offers delicious baked goods and coffee.

Stepping inside, you’ll be welcomed by a warm atmosphere and the aroma of freshly baked pastries. Many people have described the cinnamon rolls as heavenly. Locals and tourists alike rave about their freshly brewed coffee.

The store also features a small selection of unique local products, including some delightful homemade jams and jellies. These make for excellent souvenirs or gifts.

Pros

• Authentic local experience.
• Wide array of baked goods and fresh coffee.
• Friendly and welcoming staff.

Cons

• Seating can be limited, especially on weekends.
• Some items can be a bit on the pricier side, but they are worth the quality.

Outdoor Adventures at Beartown State Forest

If you’re an adventure seeker, Beartown State Forest should be on your itinerary. This expansive 12,000-acre forest offers something for everyone, from hiking and mountain biking to fishing and swimming.

The Benedict Pond Loop Trail is a popular choice for hiking enthusiasts. It’s a well-marked, moderate trail that provides stunning views of the pond and surrounding forest.

Many hikers have mentioned the serenity and beauty of the trail, making it a perfect escape from the hustle and bustle of everyday life.

Pros

• Large number of outdoor activities to choose from.
• Beautiful and well-maintained trails.
• Opportunities for wildlife sightings.

Cons

• Can get muddy after rainfall, so prepare accordingly.
• Some parts of the forest are challenging for beginners.

Check Out Berkshire Mountain Bakery

Berkshire Mountain Bakery is a haven for bread lovers. Located conveniently close to Monterey, it’s worth the short drive.

Known for its sourdough and other artisanal breads, this bakery has a loyal following. Many people swear by their olive ciabatta, praising its unique flavor and texture.

Aside from bread, they also offer a delightful selection of pastries and pizzas.

Customer reviews often highlight the quality of the ingredients used, as well as the friendly and knowledgeable staff.

Pros

• Exceptional quality of bread and pastries.
• Friendly and knowledgeable staff.
• Conveniently located near Monterey.

Cons

• Can be a bit pricey, but the quality justifies the cost.
• Limited dine-in space, so takeout is often the best option.

Take a Yoga Class at The Kripalu Center for Yoga and Health

Located just a short drive away in Stockbridge, the Kripalu Center for Yoga and Health offers transformational experiences through yoga.

This center is highly recommended for anyone looking to unwind and rejuvenate. They offer a wide range of classes and retreats.

Many participants have noted the high quality of instruction and the serene environment, making it an ideal spot for both beginners and seasoned yogis.

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Pros

• Wide range of yoga classes and retreats.
• High-quality instruction.
• Peaceful and rejuvenating environment.

Cons

• Some programs can be expensive, so plan your budget accordingly.
• Gets booked quickly, so advance reservations are recommended.

Delight in Local Flavors at Cantina 229

If you’re a foodie, visiting Cantina 229 should definitely be on your list. This farm-to-table restaurant offers a unique dining experience with its locally sourced ingredients and creative cuisine.

The menu at Cantina 229 changes seasonally, reflecting the freshest ingredients available. You might be particularly interested in their signature dishes like the grass-fed beef burger or the fresh catch of the day, both of which have received rave reviews.

Guests often highlight the exceptional quality of the food and the cozy, rustic atmosphere of the restaurant. It’s the perfect spot for a romantic dinner or a special occasion.

One of the standout aspects is their commitment to sustainability. This emphasis on eco-friendly practices is something you might appreciate if you’re conscious about your environmental footprint while enjoying a delicious meal.

Pros

• Fresh and locally sourced ingredients.
• Seasonally changing menu.
• Cozy and inviting atmosphere.

Cons

• Dinner service can get busy, so reservations are recommended.
• Prices can be on the higher side, but the quality justifies the cost.

Get Crafty at Monterey T-Shirts

For a fun and creative experience, you might enjoy visiting Monterey T-Shirts. This local business allows you to design and create your own custom apparel. It’s a great activity for families, groups, or anyone looking to take home a personalized souvenir.

The staff at Monterey T-Shirts are known for being incredibly helpful and patient, guiding you through the design process. You can choose from a wide range of colors, styles, and graphics to make your shirt truly unique.

Custom t-shirts make fantastic gifts, especially when they reflect a fun memory from your trip. It’s also an excellent way to support a small, local business.

Pros

• Fun and creative activity for all ages.
• Friendly and helpful staff.
• Personalized souvenirs and gifts.

Cons

• Can be time-consuming, so plan accordingly.
• Costs can add up depending on customizations, but it’s worth it for a unique item.

Relax at Bidwell House Museum

The Bidwell House Museum offers a glimpse into the rich history of the Berkshires. This beautifully preserved colonial house and its surrounding gardens provide a peaceful retreat and a fascinating look into the past.

Guided tours of the museum are available, where you can learn about the life of the early settlers and the history of the area. The knowledgeable guides often get high praise for their engaging storytelling and in-depth knowledge.

The museum also hosts various events and programs throughout the year, including historical reenactments and educational workshops. These events are a wonderful way to dive deeper into the region’s history.

Pros

• Rich historical insights and educational experiences.
• Beautiful preserved house and gardens.
• Engaging guided tours and events.

Cons

• Limited opening times, so check ahead before visiting.
• Some events require advance booking, so plan in advance.

Discover the Art at Norman Rockwell Museum

Art enthusiasts will find the Norman Rockwell Museum in nearby Stockbridge a must-visit. This museum houses the largest collection of works by the iconic American artist Norman Rockwell.

The museum showcases Rockwell’s famous Saturday Evening Post covers and many of his original paintings and illustrations. Visitors often talk about how nostalgic and inspiring it is to see these pieces up close.

In addition to Rockwell’s works, the museum also features rotating exhibitions of contemporary illustrators and artists. It’s a fantastic place to explore the evolution of American illustration and art.

There are also interactive displays and educational programs for all ages, making it an excellent outing for families.

Pros

• Extensive collection of Norman Rockwell’s works.
• Rotating exhibitions of contemporary artists.
• Educational programs and interactive displays.

Cons

• Can get crowded during peak times, so weekdays are best for a quieter visit.
• Entrance fees are required, but memberships and passes are available for frequent visitors.

Unwind at Les Trois Emme Vineyard and Winery

For a relaxing afternoon, consider a visit to Les Trois Emme Vineyard and Winery. This family-owned vineyard offers wine tastings, tours, and beautiful views of the Berkshire hills.

Their wine tastings are a hit among visitors, who often praise the knowledgeable staff and the quality of the wines. It’s a lovely experience to sample local wines while enjoying the picturesque scenery.

The winery also hosts events such as live music and seasonal festivals. These are perfect opportunities to mingle with locals and other visitors while enjoying delicious food and wine.

Pros

• Scenic views and relaxing atmosphere.
• High-quality wines and knowledgeable staff.
• Fun events and festivals.

Cons

• Events can be crowded, so it’s best to arrive early.
• Some wines can be pricey, but worth the splurge for a special occasion.

Learn About Local Wildlife at Pleasant Valley Wildlife Sanctuary

Nature lovers will appreciate a visit to the Pleasant Valley Wildlife Sanctuary in Lenox. Just a short drive from Monterey, this sanctuary offers a wonderful opportunity to explore the Berkshire’s natural beauty and learn about local wildlife.

The sanctuary features miles of well-maintained trails that wind through forests, wetlands, and meadows. Birdwatchers particularly enjoy this spot, as it’s home to a variety of bird species.

Guided walks and educational programs are available for those interested in learning more about the local flora and fauna. These programs are often highlighted for being engaging and informative.

Pros

• Beautiful and diverse natural habitats.
• Great spot for birdwatching and wildlife observation.
• Educational programs and guided walks.

Cons

• Trail conditions can vary, so proper footwear is recommended.
• Some areas may have mosquitoes, so bring insect repellent.

Shop at Guido’s Fresh Marketplace

If you’re looking to experience the local food scene, a trip to Guido’s Fresh Marketplace in Great Barrington is a must. This family-owned grocery store offers a fantastic selection of fresh produce, meats, cheeses, and specialty items.

Many visitors raved about the quality and variety of products available. Whether you’re preparing a meal or picking up some treats for a picnic, Guido’s has you covered.

The store also features a café where you can enjoy freshly made soups, salads, and sandwiches. It’s a great spot to grab a quick and delicious bite.

Pros

• Wide variety of fresh and high-quality products.
• Convenient café with delicious food options.
• Friendly and knowledgeable staff.

Cons

• Prices can be higher than regular grocery stores, reflecting the premium quality.
• Can get busy during peak shopping times, so visit during off-hours for a more relaxed experience.

Take a Scenic Drive on Route 23

If you enjoy breathtaking views and leisurely drives, taking a scenic drive on Route 23 is a fantastic option. This route offers stunning vistas of the Berkshire Mountains and the surrounding countryside, making it a pleasurable experience for anyone who loves nature and beautiful landscapes.

Many travelers describe the drive as one of the most picturesque in the region, particularly during the fall when the foliage is at its peak. You’ll find plenty of spots to pull over and take photos or simply enjoy the view.

Along the way, you can stop at various small towns and local attractions, adding more depth to your drive. Places like the Monterey General Store and Beartown State Forest are easily accessible from Route 23.

Pros

• Stunning views of the Berkshire Mountains.
• Beautiful foliage during autumn.
• Access to local attractions and small towns.

Cons

• Can be busy during peak tourist seasons.
• Some areas may have limited cellphone reception.

Attend the Monterey Farmers Market

If you’re a fan of fresh, locally-grown produce and artisanal goods, be sure to visit the Monterey Farmers Market. Held weekly, this market is a gem for anyone looking to support local farmers and artisans.

Visitors often rave about the quality and variety of products available, from fresh vegetables and fruits to homemade bread and cheeses. It’s a wonderful place to stock up on high-quality ingredients for your meals or to find unique gifts.

The market is also a community gathering spot, where you can enjoy live music and chat with local vendors. It’s a charming experience that can add a lot of enjoyment to your trip.

Pros

• Wide range of fresh, locally-grown produce.
• Artisanal goods and unique gifts.
• Community atmosphere with live music.

Cons

• Only held once a week, so plan accordingly.
• Can get crowded during peak market hours.

Explore the Mount Everett State Reservation

For those who love hiking and outdoor adventures, Mount Everett State Reservation is a must-visit. This reservation offers stunning panoramic views and a variety of trails suitable for different skill levels.

The main attraction here is the hike to the summit of Mount Everett, which provides breathtaking views of the surrounding landscape. Many hikers have noted how rewarding the climb is, with the scenery making it well worth the effort.

In addition to hiking, the reservation also offers opportunities for birdwatching, picnicking, and camping, making it a versatile destination for nature enthusiasts.

Pros

• Stunning panoramic views from the summit.
• Variety of trails suitable for different skill levels.
• Opportunities for birdwatching, picnicking, and camping.

Cons

• The climb to the summit can be challenging for beginners.
• Trail conditions can be slippery after rainfall, so come prepared.

Join a Workshop at IS183 Art School of the Berkshires

If you’re interested in arts and crafts, joining a workshop at IS183 Art School of the Berkshires is a fantastic option. This local art school offers a variety of classes and workshops for all skill levels.

Many participants have praised the school’s friendly and knowledgeable instructors, who make the learning experience both enjoyable and educational. Whether you’re into painting, pottery, or photography, there’s a class for you.

It’s a great way to spend a day, get creative, and perhaps even take home a masterpiece of your own making. The school also offers special workshops for kids, making it a family-friendly destination.

Pros

• Wide range of art classes and workshops.
• Friendly and knowledgeable instructors.
• Family-friendly options.

Cons

• Some classes can fill up quickly, so early booking is advised.
• Workshop fees can vary, so check the pricing beforehand.

Visit The Brick House Pub

For a casual dining experience with delicious food and a cozy atmosphere, consider visiting The Brick House Pub. Located in nearby Housatonic, this pub is a favorite among locals and visitors alike.

Many patrons have highlighted the pub’s diverse menu, which includes everything from classic burgers and wings to more unique options like truffle fries and duck confit. The craft beer selection is also impressive, featuring many local brews.

The Brick House Pub often hosts live music and trivia nights, making it a lively spot to unwind in the evenings. The friendly staff and welcoming atmosphere make it a must-visit.

Pros

• Diverse and delicious menu options.
• Excellent craft beer selection.
• Live music and trivia nights.

Cons

• Can get crowded, especially on weekends and event nights.
• Some menu items may be on the pricier side, but the quality is worth it.

Take a Cooking Class at Haven Cafe and Bakery

If you enjoy cooking or baking, taking a class at Haven Cafe and Bakery in Lenox is a delightful way to spend your time. This popular spot offers a variety of classes that cater to all skill levels, from beginners to seasoned cooks.

Past participants often rave about the hands-on instruction and the delicious recipes they learn to create. The instructors are known for being both friendly and informative, making the experience enjoyable from start to finish.

The bakery itself is also worth a visit for its mouthwatering pastries and coffee. It’s an excellent way to combine learning with indulgence.

Pros

• Variety of cooking and baking classes available.
• Friendly and knowledgeable instructors.
• Delicious pastries and coffee at the bakery.

Cons

• Classes can fill up quickly, so early booking is recommended.
• Workshop fees can vary, so check pricing before you sign up.

Experience Tanglewood

If you’re a music lover, a visit to Tanglewood in nearby Lenox is a must. This iconic venue is the summer home of the Boston Symphony Orchestra and hosts a variety of concerts and events. Whether you’re into classical music, jazz, or contemporary acts, Tanglewood offers a diverse lineup that caters to all tastes.

One of the highlights is the open-air seating on the lawn, where you can bring a picnic and enjoy the music under the stars. Many people praise the venue’s acoustics and the unique experience of listening to world-class performances in such a beautiful setting.

It’s a popular spot, so booking tickets in advance is advised, especially for high-demand shows. If you’re interested in more cultural experiences, you might also enjoy checking out local talent at these must-see spots.

Pros

• Diverse lineup of music events.
• Beautiful setting with open-air seating.
• High-quality performances.

Cons

• Tickets can be pricey, especially for premium seats.
• Can get crowded, so early arrival is recommended.

Have Fun at the Monterey Party in the Park

One of the standout events in Monterey is the annual Monterey Party in the Park. Held during the summer, this community event features live music, food vendors, and family-friendly activities. It’s a perfect way to soak up the local culture and mingle with residents.

Many attendees speak highly of the event’s lively atmosphere and the variety of entertainment options. Kids particularly enjoy the games and activities tailored for them, while adults appreciate the live music and food options.

It’s a fantastic opportunity to experience the community spirit of Monterey and enjoy a fun day out with the family. Given the popularity of the event, it’s best to arrive early to secure a good spot.

Pros

• Lively atmosphere with live music and entertainment.
• Wide variety of food vendors.
• Family-friendly activities and games.

Cons

• Can get crowded, so early arrival is recommended.
• Parking can be a challenge, so consider carpooling or public transport.

Visit The Mission House

The Mission House in Stockbridge offers another glimpse into the region’s rich history. This historic home, built in 1742, was once the residence of Reverend John Sergeant, a missionary to the Mohican Indians. Today, it stands as a museum, offering guided tours and exhibits detailing the early history of the area.

Many visitors find the tours incredibly informative and appreciate the opportunity to learn about the cultural and historical significance of the house. The museum also features beautiful gardens that are worth exploring.

If you’re a history buff, visiting The Mission House is an enriching experience that provides deeper insight into the Berkshire’s past.

Pros

• Rich historical significance and informative tours.
• Beautiful gardens to explore.
• Engaging exhibits on local history.

Cons

• Limited opening hours, so check ahead before visiting.
• Some exhibits may be more engaging for adults than young children.

Enjoy a Day at the Berkshire Canoe Tours

For water enthusiasts, Berkshire Canoe Tours offers an excellent way to explore the region’s rivers and lakes. These guided tours provide a unique perspective on the area’s natural beauty, with opportunities to spot local wildlife and enjoy the serene water settings.

Many participants have highlighted the knowledgeable guides who provide interesting insights into the local ecology and history. Whether you’re a beginner or an experienced paddler, there are tours suitable for all skill levels.

It’s a wonderful way to spend a sunny day, connect with nature, and enjoy some light physical activity. Don’t forget to bring your camera, as there are plenty of picturesque moments to capture.

Pros

• Guided tours with knowledgeable guides.
• Suitable for all skill levels.
• Beautiful and serene water settings.

Cons

• Tours can fill up quickly, so book in advance.
• Weather-dependent, so check the forecast before planning your tour.

Dine at The Old Inn on the Green

For a memorable dining experience, consider dining at The Old Inn on the Green. Located in nearby New Marlborough, this historic inn offers a fine dining restaurant that has received high praise for its exquisite cuisine and charming ambiance.

The menu changes seasonally, featuring fresh, locally-sourced ingredients. Many guests rave about the tasting menus and the impeccable service, making it an excellent choice for special occasions.

The inn itself dates back to the 18th century, adding a touch of history and elegance to your dining experience. The candlelit dining rooms create a romantic and intimate atmosphere that’s hard to beat.

Pros

• Exquisite cuisine with locally-sourced ingredients.
• Charming and historic ambiance.
• Impeccable service and dining experience.

Cons

• Prices can be on the higher side, but worth it for a special occasion.
• Dinner reservations are recommended, especially on weekends.

Explore the Historic Main Street in Great Barrington

Taking a stroll down the historic Main Street in Great Barrington is a delightful way to spend an afternoon. This charming street is lined with a variety of boutiques, cafes, and galleries, offering something for everyone.

Many visitors enjoy browsing the unique shops, which feature everything from antiques and handcrafted goods to clothing and jewelry. The street also has several highly-rated cafes and restaurants where you can take a break and enjoy a meal or a coffee.

Great Barrington’s Main Street is also home to some historical landmarks, adding an element of history to your shopping and dining experience.

Pros

• Variety of unique shops and boutiques.
• Highly-rated cafes and restaurants.
• Historical landmarks to explore.

Cons

• Parking can be challenging during busy times.
• Some shops can be pricey, but it’s worth it for the unique finds.

Wrap Up Your Trip with a Spa Day at Canyon Ranch

As your visit to Monterey winds down, consider treating yourself to a spa day at Canyon Ranch in Lenox. This renowned wellness retreat offers a range of luxurious spa treatments designed to help you relax and rejuvenate.

Many guests praise the quality of the treatments and the professionalism of the staff. The serene setting and holistic approach to wellness make it a top choice for anyone looking to unwind.

In addition to spa treatments, Canyon Ranch offers fitness classes, wellness workshops, and nutritious dining options, ensuring a comprehensive wellness experience.

Pros

• Luxurious spa treatments and services.
• Professional and friendly staff.
• Comprehensive wellness offerings.

Cons

• Treatments can be expensive, so plan your budget accordingly.
• Advance booking is recommended, especially for popular treatments.