In the Berkshire highlands, roadside stone walls collapse into moss, and backroads veer toward ponds with no name. You move through the region more by tone than direction. A bend in the road suggests old land use. A clearing signals a barn long vanished. And tucked into the folds of these wooded hills are neighborhoods that never advertised themselves.
From the high ridges near Becket to the backwoods of Mount Washington, these places resist branding. They exist not for escape, but for duration. Some lean agrarian, others are old artists’ haunts, but most have simply stayed themselves—land held in trust by the people who live without announcing it.
In East Otis, a dock might stretch into reservoir fog without fanfare. In Alford, mailboxes appear one at a time across a quarter-mile of gravel. There’s no singular mood here—just a shared conviction that slowness earns its keep.
What follows isn’t a list of “hidden gems.” It’s a field guide to 10 places where the landscape is less backdrop and more character. Where what’s absent—noise, signage, movement—defines what’s offered. These are neighborhoods in the Berkshire sense: bound more by terrain than pavement, marked more by tree line than street sign.
They don’t require discovery. Only noticing.
10. Berkshire Village (Hinsdale)
Berkshire Village, located in Hinsdale, is a quiet, secluded neighborhood offering privacy and a close connection to nature. The area is home to around 1,500 people, with the majority of residents living in spacious, wooded properties. Outdoor enthusiasts can enjoy hiking, fishing, and exploring nearby lakes and rivers.
The neighborhood’s rural setting, with limited commercial development, gives it a peaceful atmosphere that’s perfect for those looking to escape the busier towns.
While Hinsdale has a small population, the Berkshire Village area is especially remote, surrounded by forests and farmland. The nearest large towns are a few miles away, adding to the sense of tranquility and isolation.
Where is Berkshire Village?
Berkshire Village is situated in Hinsdale, a small town in the central Berkshire region of Massachusetts. It’s located near the east side of the town, surrounded by thick woodlands and the East Branch of the Housatonic River. The area is secluded due to its rural nature, with properties spaced apart and limited development.
To get there, visitors can take Route 8 and travel through Hinsdale, following local roads that wind into the village, offering beautiful views of the river and forested surroundings.
9. Savoy Mountain Area
Perched high in the northern Berkshires, the Savoy Mountain area is a haven for those seeking solitude and a deep connection with nature. The neighborhood is characterized by sparse housing scattered amidst large tracts of undeveloped land, offering residents unparalleled privacy.
With a population of just over 700 in the town of Savoy, the area is among the most sparsely populated in Massachusetts. Outdoor activities abound, with hiking trails leading through Savoy Mountain State Forest, home to cascading waterfalls and serene ponds.
The natural barriers of rugged terrain and dense woodlands provide a sense of isolation that is hard to find elsewhere. Few people know about Tannery Falls, a hidden gem within the forest that offers a tranquil escape.
Where is Savoy Mountain Area?
The Savoy Mountain area is located in the northwestern part of Massachusetts, east of the city of North Adams. It lies within Berkshire County and is bordered by the towns of Florida and Adams. The area’s high elevation atop the Hoosac Range contributes to its cooler climate and stunning vistas.
To reach Savoy, visitors can take Route 2, also known as the Mohawk Trail, and then head south on local roads that ascend into the mountains. The drive is scenic, showcasing panoramic views of the surrounding valleys and peaks, making the journey as enjoyable as the destination itself.
8. Hartsville-New Marlborough
Nestled in the southern Berkshires, the Hartsville-New Marlborough area offers a peaceful rural setting with spacious properties and rolling farmlands. This secluded community is home to approximately 1,500 residents who enjoy the quiet country life surrounded by nature’s beauty.
The area is known for its pristine woodlands, open fields, and charming historic homes that dot the landscape. Visitors and locals alike can enjoy outdoor activities such as hiking, biking, and exploring the nearby Umpachene Falls Park, a hidden spot with picturesque waterfalls and swimming holes.
The absence of commercial overdevelopment preserves the tranquil atmosphere, making it a perfect retreat for relaxation and reflection. Few are aware of the local artisan shops and organic farms that offer unique products and experiences exclusive to this community.
Where is Hartsville-New Marlborough?
Hartsville-New Marlborough is situated in the southwestern corner of Massachusetts, just south of the town of Great Barrington. It is part of Berkshire County and lies near the Connecticut border, adding to its remote feel.
The area is accessible via Route 57 and Route 183, which wind through scenic countryside and quaint New England villages. The geography features gentle hills, lush forests, and pristine waterways that contribute to its secluded charm.
To get there, travelers can take Route 7 to Great Barrington and then head east on Route 23, following signs to New Marlborough. The journey takes you through some of the most picturesque landscapes in the region.
7. West Stockbridge Mountain Area
The West Stockbridge Mountain area is a hidden enclave where secluded homes are nestled into the hillside, offering panoramic views and the utmost privacy. With a small population of around 1,300 in the town of West Stockbridge, this neighborhood provides a serene escape amid dense forests and winding mountain roads.
Nature lovers can explore the nearby Olivia’s Overlook, a lesser-known spot that offers stunning vistas of the Berkshire landscape. The lack of traffic and minimal commercial development preserves the quiet ambiance of the area.
Residents enjoy a tight-knit community while still experiencing the tranquility of secluded mountain living. Many are unaware of the area’s rich history in art and culture, including hidden artist studios tucked into the woods.
Where is West Stockbridge Mountain Area?
Located in the western part of Berkshire County, the West Stockbridge Mountain area is just west of the town of West Stockbridge. It is accessible via Route 41 and is close to the New York state border, enhancing its secluded feel. The geography features rolling hills and mature forests, providing natural seclusion for residents.
To reach this area, visitors can take the Massachusetts Turnpike to Exit 1, then follow Route 41 north, turning onto local roads that ascend into the mountains. The drive offers glimpses of wildlife and pristine natural beauty, making it a delightful journey into one of the Berkshires’ hidden treasures.
6. East Otis
East Otis is a tranquil lakeside community that offers secluded homes around the shimmering waters of Otis Reservoir. This neighborhood in the town of Otis, which has a population of about 1,600, is a paradise for those seeking a peaceful retreat amidst nature.
The area is characterized by large wooded properties that provide privacy and a serene setting. Residents and visitors can enjoy boating, fishing, and swimming in the reservoir, as well as hiking in the nearby Tolland State Forest.
The distance from commercial centers and the surrounding forests and hills enhances the feeling of seclusion. Few people know about the hidden coves along the reservoir’s shoreline, ideal for quiet contemplation or a picnic.
Where is East Otis?
East Otis is located in the southwestern part of Massachusetts, in Berkshire County. It is situated east of the town center of Otis, along the shores of Otis Reservoir, the largest body of water in Massachusetts’ western region. The area is accessible via Route 23 and local roads that wind through the scenic countryside.
To get there, travelers can take the Massachusetts Turnpike to Exit 3, then head south on Route 10 and west on Route 23, enjoying the picturesque landscapes along the way. The geography of East Otis, with its combination of water and woodland, makes it an idyllic and secluded destination.
5. Skyline Ridge, Becket
Sitting atop one of the highest points in Becket, the Skyline Ridge area offers breathtaking views and a sense of serene isolation. The neighborhood consists of homes on multi-acre lots, ensuring privacy and a close connection with the natural surroundings.
Becket, with a population of around 1,800, is known for its mix of artistic culture and outdoor recreation. Residents of Skyline Ridge can enjoy nearby attractions such as the hidden Becket Quarry, a historic site with tranquil hiking trails.
The winding roads and surrounding woodlands enhance the secluded atmosphere, making it a perfect retreat for artists, writers, and nature enthusiasts. Not many are aware of the local performances at the Becket Arts Center, tucked away within the community.
Where is Skyline Ridge?
Skyline Ridge is located in the town of Becket, in the eastern part of Berkshire County. It is accessible via Route 20 and local roads that lead up into the elevated terrain. The area is surrounded by forested hills and is near the Appalachian Trail, adding to its appeal for hikers and outdoor lovers.
To reach Skyline Ridge, visitors can take the Massachusetts Turnpike to Exit 2, then follow Route 20 eastward before turning onto local roads that ascend to the ridge. The journey offers spectacular views of the surrounding mountains and valleys, emphasizing the secluded nature of this unique neighborhood.
4. Mount Washington
Mount Washington is one of the most remote and elevated communities in Massachusetts, offering a true escape from modern life. With a sparse population of around 150 residents, it boasts large tracts of undeveloped land and a profound sense of solitude.
The town is surrounded by extensive state forests, including Mount Washington State Forest and Bash Bish Falls State Park. Outdoor enthusiasts can explore rugged hiking trails, including those leading to the state’s highest single-drop waterfall at Bash Bish Falls.
The high elevation provides cooler temperatures and panoramic views, making it a secluded haven for nature lovers. Many are unaware of the secret trails that lead to secluded lookouts known only to locals.
Where is Mount Washington?
Mount Washington is located in the southwestern corner of Massachusetts, bordering both New York and Connecticut. It is part of Berkshire County and is the southwesternmost town in the state, adding to its remote feel.
The geography is marked by mountainous terrain and dense forests, contributing to its isolation and natural beauty. To get there, travelers can take Route 23 west from Great Barrington, then follow local roads that wind through the countryside and ascend into the highlands.
The journey offers stunning views and a sense of adventure as you approach this secluded mountain town.
3. Alford Village
Alford Village is a quaint and isolated neighborhood located within the town of Alford, which has a population of just over 400 residents. The village is surrounded by nature, providing a perfect retreat for those seeking solitude.
It offers access to outdoor recreation such as hiking, cross-country skiing, and enjoying the nearby Berkshire County forested areas. The area is primarily residential, with few commercial services, which contributes to its seclusion.
The small, tight-knit community values peace and privacy, and the area’s rural setting ensures a calm, tranquil lifestyle. With minimal traffic and large wooded lots, the neighborhood feels far removed from urban centers.
Where is Alford Village?
Alford Village is located in the southeastern part of the Berkshires, nestled in the hills of Alford. The village is a few miles from the town center and sits amid forests, making it an ideal location for those looking for privacy.
Its seclusion is heightened by the sparsely developed roads and its proximity to dense woodlands and nearby protected lands. To reach Alford Village, visitors can take Route 71 from the town of Great Barrington and follow local roads that wind into the village, surrounded by the quiet beauty of the Berkshires.
2. Beartown Mountain Road Area, Monterey
The Beartown Mountain Road area in Monterey is a secluded enclave where homes are scattered across large wooded parcels amidst the beauty of the Berkshires. With a small town population of around 1,000, residents enjoy a quiet lifestyle surrounded by nature.
The proximity to Beartown State Forest offers endless opportunities for hiking, mountain biking, and wildlife observation. The area’s dense forests and rugged terrain provide a sense of isolation and peace that is hard to find.
Minimal traffic and winding roads further contribute to the tranquil atmosphere. A hidden gem in this area is the secret swimming spots along the Konkapot River, known only to locals.
Where is Beartown Mountain Road?
Located in the town of Monterey, the Beartown Mountain Road area sits in the central Berkshires, south of Lee and east of Great Barrington. It’s accessible via Route 23 and local roads that lead deep into the forested hills.
The geography includes rolling terrain and mature woodlands, contributing to its secluded character. To get there, travelers can take Route 23 to Monterey and then follow Beartown Mountain Road as it winds through the woods.
The journey immerses you in the natural beauty of the Berkshires, making it clear why this area remains a secluded retreat.
1. Tyringham Valley
Tyringham Valley is the epitome of secluded beauty in the Berkshires, offering a tranquil setting amidst rolling hills and dense forests. This small town has a population of just under 350 residents, making it one of the least populated areas in Massachusetts.
The neighborhood is known for its large estates on expansive lots, ensuring privacy and a close connection with nature. Outdoor activities include exploring the Appalachian Trail, which passes through the area, and visiting the picturesque Tyringham Cobble, a lesser-known nature reserve with panoramic views.
The natural barriers and distance from urban centers enhance its tranquility, making it a perfect escape from modern life. Few people know about the distinctive Ashintully Gardens, a hidden gem featuring the ruins of a historic mansion and manicured landscapes.
Where is Tyringham Valley?
Tyringham Valley is located in the heart of the Berkshires, nestled between the towns of Lee and Monterey. It is accessible via Route 102 and local roads that traverse the scenic countryside. The geography features a mix of open meadows, forests, and gentle hills that create a peaceful environment.
To get there, travelers can take the Massachusetts Turnpike to Exit 2 in Lee, then head south on Tyringham Road, enjoying the charming rural landscapes along the way. The journey underscores the secluded nature of Tyringham Valley, making it clear why it tops the list of secluded neighborhoods in the region.
