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.
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
Experience the charm of early 19th-century New England at Old Sturbridge Village, a captivating living history museum showcasing America’s past.
Lee Premium Outlets
Discover incredible savings on designer brands at Lee Premium Outlets in beautiful Lee, Massachusetts, a top shopping destination for all tourists.
Bridge of Flowers
Explore the Bridge of Flowers in Shelburne Falls, a breathtaking floral walkway blending nature's beauty with historical charm.
Jiminy Peak Mountain Resort
Experience year-round adventure and stunning landscapes at Jiminy Peak Mountain Resort, a premier ski destination in the Berkshires.
Tanglewood
Experience the enchanting harmony of music and nature at Tanglewood, the Berkshires' premier outdoor concert venue.
The Mount, Edith Wharton's Home
Explore The Mount, the stunning historic home of Edith Wharton, nestled in the charming Berkshire Mountains of Massachusetts.
Bash Bish Falls State Park
Experience the awe-inspiring beauty of Bash Bish Falls State Park, where nature meets adventure in the heart of the Berkshires.
Naumkeag
Explore the beauty and history of Naumkeag, a captivating garden and museum in Stockbridge, MA, offering a unique glimpse into America's Gilded Age.
Natural Bridge State Park
Explore the stunning natural bridge and scenic trails at Natural Bridge State Park, a hidden gem in North Adams, Massachusetts, perfect for outdoor enthusiasts.
Berkshire Museum
Discover the rich tapestry of art, history, and natural science at the Berkshire Museum in Pittsfield, Massachusetts, a must-visit cultural hub for all travelers.
Berkshire Mountain Lodge
Discover the perfect blend of relaxation and adventure at Berkshire Mountain Lodge, nestled in the scenic Berkshire hills of Massachusetts.
National Shrine of The Divine Mercy, Stockbridge, MA
Discover tranquility and spiritual renewal at the National Shrine of The Divine Mercy in Stockbridge, MA, a sacred place of reflection and devotion.
Wahconah Falls State Park
Explore the enchanting Wahconah Falls State Park in Dalton, Massachusetts, where stunning waterfalls and scenic trails await outdoor enthusiasts and nature lovers.
Mass Audubon's Pleasant Valley Wildlife Sanctuary
Discover the natural beauty and wildlife at Mass Audubon's Pleasant Valley Wildlife Sanctuary in Lenox, MA, a must-visit for nature lovers and bird watchers.
Olivia's Overlook
Experience the breathtaking vistas and serene hiking trails at Olivia's Overlook in the heart of Berkshire, Massachusetts.
Unmissable attractions to see
Norman Rockwell Museum
Explore the Norman Rockwell Museum in Stockbridge, MA, home to an extensive collection of iconic American art that captures the spirit of everyday life.
Veterans War Memorial Tower
Discover the breathtaking views and rich history at the Veterans War Memorial Tower in Mount Greylock State Reservation, Massachusetts.
Butternut Ski Area and Tubing Center
Experience the thrill of winter sports at Butternut Ski Area and Tubing Center, a premier destination for skiing, snowboarding, and family fun in Great Barrington, MA.
Berkshire Botanical Garden
Immerse yourself in the stunning landscapes of Berkshire Botanical Garden, a tranquil haven celebrating the beauty of nature in Stockbridge, Massachusetts.
Olivia's Overlook
Explore the stunning vistas and serene trails of Olivia's Overlook in the heart of the Berkshires, a must-visit destination for nature lovers.
Ashuwillticook Rail Trail
Discover the Ashuwillticook Rail Trail: a scenic escape for hiking, biking, and relaxation amidst the beautiful landscapes of Cheshire, Massachusetts.
Monument Mountain Reservation
Explore Monument Mountain Reservation: A breathtaking hiking and nature experience in Great Barrington, MA, showcasing stunning views and rich history.
Mount Greylock State Reservation
Discover the breathtaking views and diverse trails of Mount Greylock State Reservation, Massachusetts' premier outdoor adventure destination.
Ventfort Hall Gilded Age Mansion & Museum
Explore the grandeur of Ventfort Hall Gilded Age Mansion & Museum in Lenox, MA, a captivating glimpse into America's luxurious past.
Otis Ridge
Discover the timeless charm of Otis Ridge, a family-friendly ski resort in the heart of the Berkshires, perfect for winter sports enthusiasts and nature lovers.
Springside Park
Experience the natural beauty and tranquility of Springside Park in Pittsfield, Massachusetts, a perfect getaway for nature lovers and outdoor enthusiasts.
Beartown State Forest
Experience the breathtaking beauty and outdoor adventures at Beartown State Forest, a natural gem in Massachusetts perfect for hiking, fishing, and wildlife viewing.
Pittsfield State Forest
Explore the scenic trails and breathtaking vistas at Pittsfield State Forest, a must-visit state park in Massachusetts for nature lovers and adventure seekers.
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 a picturesque setting in 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.
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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