Enchanting Berkshires: A Blend of Nature and Culture
Discover the Berkshires: A perfect blend of nature, culture, and small-town charm in the rolling hills of western Massachusetts.
Nestled in the rolling hills of western Massachusetts, the Berkshires offer a perfect blend of natural beauty, cultural experiences, and small-town charm. This picturesque region is a haven for outdoor enthusiasts, with miles of hiking trails, serene lakes, and lush forests. Whether you're an avid hiker or simply enjoy a leisurely stroll, the Berkshires provide a peaceful retreat from the hustle and bustle of city life. In addition to its stunning landscapes, the Berkshires are renowned for their vibrant arts scene. Home to the famous Tanglewood Music Center, the summer residence of the Boston Symphony Orchestra, this region attracts music lovers from all over the world. You can also explore numerous art galleries, theaters, and museums, including the Norman Rockwell Museum, which showcases the works of the beloved American illustrator. The Berkshires' charming towns, such as Lenox, Stockbridge, and Great Barrington, offer delightful shopping and dining experiences. Local boutiques, antique shops, and farm-to-table restaurants highlight the region's rich history and commitment to sustainability. Visitors can enjoy everything from gourmet meals to casual café fare, all while soaking in the friendly, small-town atmosphere. Whether you're seeking adventure, culture, or relaxation, the Berkshires in Massachusetts provide an unforgettable getaway that will leave you refreshed and inspired.
Local tips in Berkshires
- Visit Tanglewood during the summer for world-class music performances.
- Explore the hiking trails at Mount Greylock, the highest peak in Massachusetts.
- Check out the Norman Rockwell Museum for a dose of American art history.
- Enjoy a farm-to-table dining experience at one of the local restaurants.
- Take a leisurely stroll through the charming towns of Lenox and Stockbridge.
Enchanting Berkshires: A Blend of Nature and Culture
Nestled in the rolling hills of western Massachusetts, the Berkshires offer a perfect blend of natural beauty, cultural experiences, and small-town charm. This picturesque region is a haven for outdoor enthusiasts, with miles of hiking trails, serene lakes, and lush forests. Whether you're an avid hiker or simply enjoy a leisurely stroll, the Berkshires provide a peaceful retreat from the hustle and bustle of city life. In addition to its stunning landscapes, the Berkshires are renowned for their vibrant arts scene. Home to the famous Tanglewood Music Center, the summer residence of the Boston Symphony Orchestra, this region attracts music lovers from all over the world. You can also explore numerous art galleries, theaters, and museums, including the Norman Rockwell Museum, which showcases the works of the beloved American illustrator. The Berkshires' charming towns, such as Lenox, Stockbridge, and Great Barrington, offer delightful shopping and dining experiences. Local boutiques, antique shops, and farm-to-table restaurants highlight the region's rich history and commitment to sustainability. Visitors can enjoy everything from gourmet meals to casual café fare, all while soaking in the friendly, small-town atmosphere. Whether you're seeking adventure, culture, or relaxation, the Berkshires in Massachusetts provide an unforgettable getaway that will leave you refreshed and inspired.
When is the best time to go to Berkshires?
Iconic landmarks you can’t miss
Old Sturbridge Village
Discover the charm of early 19th-century New England at Old Sturbridge Village, a living history museum where the past comes alive.
Lee Premium Outlets
Discover amazing deals and a delightful shopping experience amidst the stunning landscapes of Lee, Massachusetts at Lee Premium Outlets.
Bridge of Flowers
Discover the enchanting Bridge of Flowers in Shelburne Falls, Massachusetts—a stunning historical landmark adorned with vibrant blooms and rich local history.
Jiminy Peak Mountain Resort
Experience four seasons of adventure at Jiminy Peak Mountain Resort, where skiing, summer fun, and breathtaking views await every visitor.
Tanglewood
Experience the enchanting melodies and stunning landscapes at Tanglewood, a premier live music venue in the heart of the Berkshires.
The Mount, Edith Wharton's Home
Explore The Mount, Edith Wharton's architectural masterpiece in Lenox, MA. Discover literary history amidst stunning gardens and cultural events.
Bash Bish Falls State Park
Discover the natural beauty and serenity of Bash Bish Falls State Park, a must-visit destination for outdoor enthusiasts in Massachusetts.
Naumkeag
Discover the historic Naumkeag estate, where Gilded Age elegance meets breathtaking gardens in the heart of Stockbridge, Massachusetts.
Natural Bridge State Park
Explore the enchanting Natural Bridge State Park in Massachusetts, home to unique geological formations and breathtaking outdoor landscapes.
Berkshire Museum
Discover art, history, and nature at the Berkshire Museum in Pittsfield, MA, where curiosity meets culture in an engaging environment.
Berkshire Mountain Lodge
Experience the tranquility of Berkshire Mountain Lodge, where luxury meets nature in the heart of the stunning Berkshire Mountains.
National Shrine of The Divine Mercy, Stockbridge, MA
Experience tranquility and spiritual renewal at the National Shrine of The Divine Mercy in Stockbridge, MA, a serene haven for reflection and faith.
Wahconah Falls State Park
Explore Wahconah Falls State Park, where stunning waterfalls and scenic trails await nature lovers and adventure seekers in Dalton, Massachusetts.
Mass Audubon's Pleasant Valley Wildlife Sanctuary
Explore Mass Audubon's Pleasant Valley Wildlife Sanctuary: A tranquil haven for bird watchers and nature lovers in Lenox, Massachusetts.
Olivia's Overlook
Discover the breathtaking beauty of Olivia's Overlook in the Berkshires, where scenic trails and stunning vistas await outdoor enthusiasts and nature lovers alike.
Unmissable attractions to see
Norman Rockwell Museum
Explore the rich tapestry of American life and art at the Norman Rockwell Museum, home to the largest collection of Norman Rockwell's iconic works.
Veterans War Memorial Tower
Discover the Veterans War Memorial Tower in Mount Greylock State Reservation, a tribute to veterans with breathtaking views and rich history.
Butternut Ski Area and Tubing Center
Experience winter fun at Butternut Ski Area and Tubing Center, a perfect destination for skiing, snowboarding, and tubing in the beautiful Berkshires.
Berkshire Botanical Garden
Explore the exquisite beauty of Berkshire Botanical Garden, a tranquil retreat in Stockbridge, Massachusetts, featuring diverse plant species and scenic landscapes.
Olivia's Overlook
Experience the breathtaking beauty of Olivia's Overlook in the Berkshires, a perfect blend of scenic views and outdoor adventure for every traveler.
Ashuwillticook Rail Trail
Discover the breathtaking beauty of Ashuwillticook Rail Trail, a perfect spot for walking, biking, and enjoying nature in Cheshire, Massachusetts.
Monument Mountain Reservation
Discover the breathtaking views and vibrant wildlife at Monument Mountain Reservation, a must-visit hiking destination in Great Barrington, Massachusetts.
Mount Greylock State Reservation
Explore the natural beauty and outdoor adventures at Mount Greylock State Reservation, the highest peak in Massachusetts with breathtaking views and diverse trails.
Ventfort Hall Gilded Age Mansion & Museum
Explore Ventfort Hall, a majestic Gilded Age mansion and museum in Lenox, Massachusetts, showcasing opulent architecture and rich history.
Otis Ridge
Experience the charm of Otis Ridge, the perfect family-friendly ski resort in the scenic Berkshires of Massachusetts, offering endless winter fun.
Springside Park
Experience the natural beauty and tranquility of Springside Park, a scenic retreat in Pittsfield, Massachusetts, perfect for relaxation and outdoor activities.
Beartown State Forest
Experience the breathtaking landscapes and outdoor adventures at Beartown State Forest, a hidden gem in Massachusetts.
Pittsfield State Forest
Discover the breathtaking landscapes and tranquil trails of Pittsfield State Forest, a premier destination for hiking and nature exploration in Massachusetts.
Umpachene Falls Park
Explore Umpachene Falls Park: Your peaceful escape into nature with stunning waterfalls and picnic spots in Southfield, Massachusetts.
Chesterwood
Explore Chesterwood: The historic estate of sculptor Daniel Chester French, where art meets nature in the heart of Stockbridge, Massachusetts.
Essential places to dine
51 Park Restaurant & Tavern
Experience classic American cuisine at 51 Park Restaurant & Tavern in scenic Lee, MA - where every meal tells a delicious story.
Otto's Kitchen & Comfort
Discover Otto's Kitchen & Comfort in Pittsfield for a delightful brunch experience featuring American classics in a cozy atmosphere.
Mazzeo's Ristorante
Discover authentic Italian cuisine at Mazzeo's Ristorante in Pittsfield, where each dish is crafted with passion and tradition.
Bob's Country Kitchen
Discover delightful breakfast and brunch options at Bob's Country Kitchen in Lanesborough - where family-friendly dining meets flavorful Polish cuisine.
Salmon Run Fish House
Discover culinary delights at Salmon Run Fish House in Lee, MA – where fresh seafood meets warm hospitality amidst scenic Berkshire beauty.
Roses Restaurant
Experience delightful American cuisine at Roses Restaurant in Lee - your go-to spot for breakfast and brunch in the Berkshires.
The Bistro Box
Discover gourmet hamburgers and delightful bistro fare at The Bistro Box in Great Barrington – where every bite is a taste of local excellence.
Baba Louie's Sourdough Pizza
Experience the unique flavors of sourdough pizza at Baba Louie's in Great Barrington – where tradition meets innovation.
Great Barrington Bagel Company
Savor freshly baked bagels at Great Barrington Bagel Company – your perfect breakfast stop in charming Massachusetts.
Barrington Brewery & Restaurant
Discover great food and craft beer at Barrington Brewery & Restaurant in Great Barrington - a family-friendly brewpub with local flavors.
Alta
Discover Alta in Lenox: A culinary haven offering creative dishes made from fresh local ingredients in an inviting atmosphere.
Aegean Breeze Restaurant
Discover the essence of Greek cuisine at Aegean Breeze Restaurant in Great Barrington - where family-friendly dining meets delicious flavors.
Main Street Cafe
Experience delightful American cuisine at Main Street Cafe in charming Stockbridge—a must-visit destination for every traveler.
District Kitchen & Bar
Experience delightful American cuisine at District Kitchen & Bar in Pittsfield – where taste meets ambiance.
Marketplace Kitchen Table
Discover delightful dining at Marketplace Kitchen Table in Great Barrington - where fresh ingredients meet cozy ambiance.
Markets, malls and hidden boutiques
Lee Premium Outlets
Discover incredible deals on top brands at Lee Premium Outlets in Lee, Massachusetts, the ultimate shopping destination for bargain hunters.
Berkshire Emporium & Antiques
Explore the Berkshire Emporium & Antiques for unique antiques and local crafts, a must-visit spot in North Adams, Massachusetts.
Eddie Bauer Outlet
Explore stylish outdoor clothing at Eddie Bauer Outlet in Lee, MA - perfect for adventurers and casual wearers seeking quality apparel.
Bath & Body Works
Discover the finest beauty products at Bath & Body Works in Lee, Massachusetts, your ultimate destination for cosmetics, candles, and gifts.
Finders Keepers
Explore Finders Keepers, an enchanting antique store in Lee, MA, where every visit reveals unique treasures and stories from the past.
Berkshire Mantiques
Explore Berkshire Mantiques in Lanesborough, MA - a treasure trove of unique antiques and vintage finds for collectors and enthusiasts alike.
Museum Outlets
Explore a charming gift shop in Pittsfield, MA, filled with unique home goods and artisan creations that capture the spirit of local craftsmanship.
Berkshire Great Finds & Frame Shop
Explore Berkshire Great Finds & Frame Shop, a treasure trove of antiques, collectibles, and picture frames in Sheffield, MA.
Retro Pop Shop
Explore timeless treasures at Retro Pop Shop, an antique haven in Lee, MA, where nostalgia meets unique collectibles and vintage charm.
New Moon Gifts
Discover unique gifts and local treasures at New Moon Gifts in Pittsfield, MA, a charming shop that captures the spirit of the Berkshires.
Inspired Creations
Explore the charm of Inspired Creations in Lanesborough, MA, where unique gifts and local artistry come together in a delightful shopping experience.
The Berkshire Galleries of Great Barrington
Explore a treasure trove of antiques at The Berkshire Galleries in Great Barrington, where history meets craftsmanship in a unique shopping experience.
Berkshire Common Shopping Center
Discover the charm of Berkshire Common Shopping Center in Pittsfield, MA, where shopping meets relaxation in a vibrant atmosphere.
Ann Taylor Factory Store
Explore stylish women's clothing at the Ann Taylor Factory Store in Lee, MA, where fashion meets affordability in a delightful shopping experience.
Williams & Sons Country Store
Explore unique gifts and local treasures at Williams & Sons Country Store in Stockbridge, MA, where charming finds await every visitor.
Essential bars & hidden hideouts
51 Park Restaurant & Tavern
Experience the heart of American cuisine at 51 Park Restaurant & Tavern in Lee, Massachusetts, where flavor meets hospitality.
PUBLIC eat+drink
Discover the vibrant flavors of New American cuisine at PUBLIC eat+drink in North Adams, a culinary haven for food lovers.
Patrick's Pub
Discover the charm of Patrick's Pub, a beloved Irish bar in Pittsfield, MA, serving hearty meals and a wide selection of craft brews in a friendly atmosphere.
Hangar Pub and Grill of Pittsfield
Savor the best of American cuisine at Hangar Pub and Grill in Pittsfield, where great food, craft beers, and a lively atmosphere await.
Lakeside Bar & Grill
Discover Lakeside Bar & Grill, a family-friendly restaurant in Lanesborough offering American cuisine and fresh seafood with beautiful lakeside views.
The Olde Heritage Tavern
Experience the charm of The Olde Heritage Tavern in Lenox, where delicious food meets a cozy atmosphere, perfect for unwinding after a day of exploration.
Locker Room Sports Pub
Experience the ultimate sports dining adventure at Locker Room Sports Pub in Lee, MA, where delicious food and thrilling games come together.
District Kitchen & Bar
Explore District Kitchen & Bar in Pittsfield for a memorable American dining experience with innovative dishes and a vibrant atmosphere.
Morgan House Inn & Restaurant
Experience delightful American cuisine at Morgan House Inn & Restaurant, a cozy dining destination in Lee, Massachusetts.
Firefly Gastropub
Discover Firefly Gastropub in Lenox, MA, where modern American cuisine meets a warm bistro atmosphere for a memorable dining experience.
Cafe Triskele
Discover the exquisite flavors of American and French cuisine at Cafe Triskele, an upscale bistro in the heart of Lee, Massachusetts.
Methuselah Bar and Lounge
Discover a chic bar and lounge in Pittsfield, MA, offering exquisite cocktails, delicious tapas, and a lively atmosphere perfect for any night out.
Bogies Restaurant & Pub
Discover Bogies Restaurant & Pub in Great Barrington: a perfect blend of steakhouse elegance and cozy pub vibes for an unforgettable dining experience.
Moe's Tavern
Experience the warm hospitality and vibrant atmosphere of Moe's Tavern, a must-visit bar in Lee, Massachusetts, perfect for unwinding after a day of exploration.
Cim's Tavern
Discover Cim's Tavern in Pittsfield, MA: A vibrant sports bar and pub offering great food, drinks, and a lively atmosphere for sports fans and casual diners.
Local Phrases about Berkshires
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- HelloHowdy
[haw-dee] - GoodbyeSo long
[soh lawng] - YesYep
[yep] - NoNah
[nah] - Please/You're welcomePlease/You're welcome
[pleez/yur wel-cum] - Thank youThanks
[thanks] - Excuse me/SorryPardon me
[par-dn mee] - How are you?How ya doin'?
[how yuh doin] - Fine. And you?Fine. And you?
[fine. and yuh?] - Do you speak English?Ya speak English?
[yah speak ing-glish] - I don't understandI don't get ya
[ai dohnt get yuh]
- HelloHowdy
-
- I'd like to see the menu, pleaseCan I check out the menu, please
[kan ai chek out thuh men-yoo, pleez] - I don't eat meatI don't eat meat
[ai dohnt eet meet] - Cheers!Cheers!
[cheers] - I would like to pay, pleaseI'll settle up now, please
[aihl set-l up now, pleez]
- I'd like to see the menu, pleaseCan I check out the menu, please
-
- Help!Help!
[help] - Go away!Get outta here!
[get out-uh here] - Call the Police!Call the cops!
[kol thuh cops] - Call a doctor!Call the doc!
[kol thuh doc] - I'm lostI'm turned around
[aim turnd uh-round] - I'm illI'm feelin' off
[aim feel-in off]
- Help!Help!
-
- I'd like to buy...I'd like to buy...
[aihd like tuh by...] - I'm just lookingI'm just browsing
[aim just bro-zing] - How much is it?How much does it cost?
[how much duhz it cost] - That's too expensiveThat's way pricey
[thats way prahy-see] - Can you lower the price?Can ya knock the price down?
[kan yuh nok thuh prahys down]
- I'd like to buy...I'd like to buy...
-
- What time is it?What's the time?
[wuts thuh tahym] - It's one o'clockIt's one o'clock
[its wuhn oh-klok] - Half past (10)Half past (10)
[haf past (ten)] - MorningMorning
[morn-in] - AfternoonAfternoon
[af-ter-noon] - EveningEvening
[eev-ning] - YesterdayYesterday
[yes-ter-day] - TodayToday
[toh-day] - TomorrowTomorrow
[toh-mor-row] - 1One
[wuhn] - 2Two
[too] - 3Three
[three] - 4Four
[for] - 5Five
[fahyv] - 6Six
[siks] - 7Seven
[sev-uhn] - 8Eight
[ayt] - 9Nine
[nahn] - 10Ten
[ten]
- What time is it?What's the time?
-
- Where's a/the...?Where's a/the...?
[wheres a/the] - What's the address?What's the address?
[whuts thuh uh-dress] - Can you show me (on the map)?Can you show me (on the map)?
[kan yuh show mee (on thuh map)] - When's the next (bus)?When's the next (bus)?
[whens thuh nekst (bus)] - A ticket (to ....)A ticket (to ....)
[uh tik-it (to)]
- Where's a/the...?Where's a/the...?
History of Berkshires
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Long before European settlers arrived, the Berkshires were inhabited by the Mahican and Wappinger tribes. These Indigenous peoples thrived in the region, utilizing its rich natural resources for farming, fishing, and hunting. Their deep connection with the land is still evident in the region's place names and cultural heritage.
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The first European settlers arrived in the Berkshires in the early 18th century. In 1724, the town of Sheffield became the first established settlement. The settlers were primarily of English descent and engaged in agriculture, utilizing the fertile land and abundant water sources. This period also saw the construction of early roads and bridges, setting the foundation for future development.
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A significant historical event in the Berkshires was Shays' Rebellion in 1786-1787. Led by Revolutionary War veteran Daniel Shays, a group of farmers protested economic injustices and high taxes. The rebellion was particularly intense in the Berkshires, where insurgents closed courts to prevent the imprisonment of debt-ridden citizens. Although the rebellion was ultimately quashed, it highlighted the need for a stronger federal government, influencing the creation of the U.S. Constitution.
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The 19th century brought industrialization to the Berkshires, transforming it from an agrarian society to a hub of manufacturing. The Housatonic River powered numerous mills, producing textiles, paper, and iron goods. This industrial boom attracted workers from various backgrounds, contributing to the region's cultural diversity.
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The late 19th and early 20th centuries, known as the Gilded Age, marked a period of opulence in the Berkshires. Wealthy families like the Vanderbilts and the Morgans built lavish summer estates, drawn by the region's natural beauty and cooler climate. These 'summer cottages,' such as the famous Ventfort Hall and Naumkeag, are now historical landmarks that showcase the architectural grandeur of the era.
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The 20th century saw the Berkshires evolve into a cultural destination. Institutions like Tanglewood, the summer home of the Boston Symphony Orchestra, and the Berkshire Theatre Festival attracted artists and performers from around the world. The region also became a haven for writers, including Edith Wharton and Herman Melville, who found inspiration in its serene landscapes.
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Today, the Berkshires continue to celebrate their rich history and cultural heritage. The region is known for its vibrant arts scene, with numerous galleries, theaters, and music festivals. Historic sites, preserved landscapes, and museums offer visitors a glimpse into the past while enjoying the contemporary amenities and natural beauty that make the Berkshires a unique and enduring destination.
Berkshires Essentials
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The Berkshires can be accessed by several means of transportation. The nearest major airports are Bradley International Airport in Hartford, Connecticut, and Albany International Airport in Albany, New York, both about an hour and a half drive from the Berkshires. Logan International Airport in Boston is another option, approximately two and a half hours away by car. Amtrak provides train services to Pittsfield from major cities like Boston and New York City. Additionally, the Berkshire Regional Transit Authority (BRTA) offers bus services throughout the region.
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Getting around the Berkshires can be done by car, public transportation, or bike. Renting a car is highly recommended for the most flexibility, as many attractions are spread out. The BRTA operates bus services that connect major towns and cities in the region. For a more eco-friendly option, consider biking; many towns have bike-friendly paths and scenic routes. Ride-sharing services like Uber and Lyft are also available but may be limited in more rural areas.
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The official currency in the Berkshires is the United States Dollar (USD). Credit and debit cards are widely accepted in hotels, restaurants, and stores. ATMs are readily available in most towns. It is advisable to carry some cash, especially if you plan to visit smaller towns or local markets where card payments might not be accepted.
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The Berkshires is generally a safe destination for tourists. However, it is always wise to exercise standard precautions. Avoid isolated areas and unlit streets at night. Keep your belongings secure and be cautious in crowded places. There are no specific high-crime areas targeting tourists, but always stay vigilant and aware of your surroundings.
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In case of emergency, dial 911 for immediate assistance. The Berkshires have several hospitals and urgent care centers, including Berkshire Medical Center in Pittsfield and Fairview Hospital in Great Barrington. It is recommended to have travel insurance that covers medical emergencies. Pharmacies are available in most towns for minor health issues and over-the-counter medications.
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Fashion: Do dress in layers, as the weather can be unpredictable. Casual and comfortable clothing is suitable for most activities. Religion: Do be respectful when visiting places of worship. Public Transport: Do be courteous to drivers and fellow passengers. Don't be late for scheduled bus or train departures. Greetings: Do greet people with a smile and a friendly 'hello.' Eating & Drinking: Do try local specialties and farm-to-table restaurants. Don't forget to tip your servers, typically 15-20% of the bill.
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To experience the Berkshires like a local, visit the numerous farmers' markets and pick-your-own farms. Participate in local festivals and events, such as the Tanglewood Music Festival or the Berkshire International Film Festival. Take a hike on one of the many trails in the area, like Mount Greylock or Monument Mountain. Engaging with locals can provide insights into hidden gems and lesser-known attractions.
Trending Landmarks in Berkshires
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Old Sturbridge Village
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Lee Premium Outlets
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Bridge of Flowers
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Jiminy Peak Mountain Resort
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Tanglewood
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The Mount, Edith Wharton's Home
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Bash Bish Falls State Park
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Naumkeag
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Natural Bridge State Park
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Berkshire Museum
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Berkshire Mountain Lodge
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National Shrine of The Divine Mercy, Stockbridge, MA
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Wahconah Falls State Park
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Mass Audubon's Pleasant Valley Wildlife Sanctuary
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Olivia's Overlook
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