Berkshire Mountain Guesthouse, Local Tips and Favorites

Richard
Berkshire Mountain Guesthouse, Local Tips and Favorites

Outdoor Adventures

Great skiing for all levels of experience and also a mountain-coaster and adventure park during the summer! It's a nice place to cozy-up around the fire with a mug of hot cocoa even if you're not a skiier!
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Jiminy Peak
37 Corey Road
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Great skiing for all levels of experience and also a mountain-coaster and adventure park during the summer! It's a nice place to cozy-up around the fire with a mug of hot cocoa even if you're not a skiier!
Our house is just at the base of Mt. Greylock, the tallest peak in Massachusetts! The visitor center and road that takes you to the top of the mountain is just five minutes across the street from our house. There are hiking trails you can access from there as well. Gorgeous views on the drive up, and a monument at the top of the mountain that you can climb for spectacular views of surrounding towns and mountain ranges stretching for miles. Especially fantastic during fall foliage!
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Mount Greylock State Reservation Visitor Center
30 Rockwell Road
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Our house is just at the base of Mt. Greylock, the tallest peak in Massachusetts! The visitor center and road that takes you to the top of the mountain is just five minutes across the street from our house. There are hiking trails you can access from there as well. Gorgeous views on the drive up, and a monument at the top of the mountain that you can climb for spectacular views of surrounding towns and mountain ranges stretching for miles. Especially fantastic during fall foliage!
Ioka Valley Farm is just up the road and makes their own maple syrup! They offer pancake breakfasts seasonally. In the fall it's a super fun place to visit with hayrides, pumpkin patch, and kids activities. There is a petting zoo year-round. Our family has been coming here for years for our holiday traditions.
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Ioka Valley Farm
3475 Massachusetts 43
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Ioka Valley Farm is just up the road and makes their own maple syrup! They offer pancake breakfasts seasonally. In the fall it's a super fun place to visit with hayrides, pumpkin patch, and kids activities. There is a petting zoo year-round. Our family has been coming here for years for our holiday traditions.
We love going here to pick our own strawberries in the summer (usually June). It's just five minutes from our house!
Mountain View Farm
45 Old Cheshire Road
We love going here to pick our own strawberries in the summer (usually June). It's just five minutes from our house!
Pontoosuc Lake is just under ten minute from our home. You can find boat rentals there, and there is a grassy area amongst the trees that's perfect for dinner at sunset. The views of the mountains across the water here are gorgeous.
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Pontoosuc Lake
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Pontoosuc Lake is just under ten minute from our home. You can find boat rentals there, and there is a grassy area amongst the trees that's perfect for dinner at sunset. The views of the mountains across the water here are gorgeous.
If you're looking for a beach getaway, Onota is the place. About 15 minutes from our house. It has sandy beaches that are perfect for swimming and picnicking, and a boat launch (if you bring or rent your own kayak). Water is super clean and great for swimming.
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Lake Onota
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If you're looking for a beach getaway, Onota is the place. About 15 minutes from our house. It has sandy beaches that are perfect for swimming and picnicking, and a boat launch (if you bring or rent your own kayak). Water is super clean and great for swimming.
This family-friendly outdoor aerial adventure park is about 10 minutes up the road from us! Like a playground in the trees! (Not recommended for those with a fear of heights!)
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Ramblewild Adventure Park
110 Brodie Mountain Road
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This family-friendly outdoor aerial adventure park is about 10 minutes up the road from us! Like a playground in the trees! (Not recommended for those with a fear of heights!)
If you're looking to take a gorgeous walk or bike ride, this is THE SPOT. Miles of paved trail that goes alongside Cheshire Lake. Just ten minutes from our house!
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Ashuwillticook Rail Trail
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If you're looking to take a gorgeous walk or bike ride, this is THE SPOT. Miles of paved trail that goes alongside Cheshire Lake. Just ten minutes from our house!
Hiking "The Cobbles" is a local favorite because it provides such an amazing view! They are a rocky outcropping in the next town over, Cheshire, overlooking Cheshire Lake. The trail is part of the Appalachian Trail. The hike up to is somewhat challenging since it's all uphill but SO worth the view!! Great place to bring your lunch. Hiking up and back is 4 miles.
The Cobbles
Hiking "The Cobbles" is a local favorite because it provides such an amazing view! They are a rocky outcropping in the next town over, Cheshire, overlooking Cheshire Lake. The trail is part of the Appalachian Trail. The hike up to is somewhat challenging since it's all uphill but SO worth the view!! Great place to bring your lunch. Hiking up and back is 4 miles.
This is a special place where a river has carved a natural archway into stone over years and years! The park has stairs built around the natural feature so you can see it better. Stunning and unique place to visit, it is alongside an old Marble Quarry. Great place to take a picnic if you're exploring North Adams.
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Natural Bridge State Park
McAuley Road
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This is a special place where a river has carved a natural archway into stone over years and years! The park has stairs built around the natural feature so you can see it better. Stunning and unique place to visit, it is alongside an old Marble Quarry. Great place to take a picnic if you're exploring North Adams.
This is a weird local oddity--a glacial "erratic" which means a HUGE boulder that was left behind by a glacier millions of years ago. This giant boulder was pushed on top of another rock, and it still is balanced there to this day! Hiking trails are accessible nearby.
Balance Rock State Park
This is a weird local oddity--a glacial "erratic" which means a HUGE boulder that was left behind by a glacier millions of years ago. This giant boulder was pushed on top of another rock, and it still is balanced there to this day! Hiking trails are accessible nearby.

Food scene

The Old Forge is a rustic pub that locals flock to for their FAMOUS and award-winning chicken wings! They have over 300 beers and a rotating selection of at least 30 on tap. Awesome food in a cozy setting.
Old Forge Restaurant
125 North Main Street
The Old Forge is a rustic pub that locals flock to for their FAMOUS and award-winning chicken wings! They have over 300 beers and a rotating selection of at least 30 on tap. Awesome food in a cozy setting.
This is our local favorite spot for a cozy Sunday morning breakfast. Cheap, cozy, and just a few minutes from our house.
Bob's Country Kitchen
42 S Main St
This is our local favorite spot for a cozy Sunday morning breakfast. Cheap, cozy, and just a few minutes from our house.
The Italian and American-style food here is SUPER YUMMY. A nice option for a sit-down dinner (they're doing dine in and dine outside during COVID-19). They make their own wood-fired pizzas (we recommend trying their pesto-arugula version!). Just 10 minutes away.
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Zucchini's
1331 North St
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The Italian and American-style food here is SUPER YUMMY. A nice option for a sit-down dinner (they're doing dine in and dine outside during COVID-19). They make their own wood-fired pizzas (we recommend trying their pesto-arugula version!). Just 10 minutes away.
Shhhh....a local secret. There is not admittedly a lot of authentic "ethnic" cuisine in the Berkshires, so this Columbian restaurant is a TREASURE. La Fogata means "bonfire," so they're known for traditional BBQ meat dishes. Think rice and beans, plantains, avocado salads, and fruit shakes. Delicious!!!
La Fogata
770 Tyler Street
Shhhh....a local secret. There is not admittedly a lot of authentic "ethnic" cuisine in the Berkshires, so this Columbian restaurant is a TREASURE. La Fogata means "bonfire," so they're known for traditional BBQ meat dishes. Think rice and beans, plantains, avocado salads, and fruit shakes. Delicious!!!
Local favorite spot for a hot morning beverage and a baked good or breakfast.
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Dottie's Coffee Lounge
444 North Street
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Local favorite spot for a hot morning beverage and a baked good or breakfast.

Arts and Culture

We absolutely LOVE MASS MoCA! Highly recommend taking an entire day to explore this 19th century factory turned contemporary art museum! The architecture of the buildings rivals the thought-provoking art you can see here. Deena used to work as an art educator at MASS MoCA so she can tell you lots about it. :) They have a cafe and ice cream and also movie screenings and concerts. Definitely a place to check out!!
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MASS MoCA
1040 Mass MoCA Way
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We absolutely LOVE MASS MoCA! Highly recommend taking an entire day to explore this 19th century factory turned contemporary art museum! The architecture of the buildings rivals the thought-provoking art you can see here. Deena used to work as an art educator at MASS MoCA so she can tell you lots about it. :) They have a cafe and ice cream and also movie screenings and concerts. Definitely a place to check out!!
The Clark Art Museum is a great place to see some classical art and take a hike outside--they have gorgeous trails through cow fields behind the museum. This Museum is more "traditional" with oil paintings and is known for its Impressionist collection.
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Clark Art Institute
225 South Street
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The Clark Art Museum is a great place to see some classical art and take a hike outside--they have gorgeous trails through cow fields behind the museum. This Museum is more "traditional" with oil paintings and is known for its Impressionist collection.
A quirky option for a rainy day, this small local museum has an eclectic collection of art and natural history. Deena especially loves their hall of minerals. Other rooms have strange taxidermy and dioramas from bygone eras. They're known for their collection of Hudson River School paintings. Great option for families as they have exhibits for kids.
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Berkshire Museum
39 South Street
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A quirky option for a rainy day, this small local museum has an eclectic collection of art and natural history. Deena especially loves their hall of minerals. Other rooms have strange taxidermy and dioramas from bygone eras. They're known for their collection of Hudson River School paintings. Great option for families as they have exhibits for kids.
We are just 30 minutes north of the famous center for classical music, Tanglewood! They are known for outdoor summer concerts on the lawn. Check their offerings--they often welcome popular rock bands as well as their classical and jazz artists.
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Tanglewood
297 West Street
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We are just 30 minutes north of the famous center for classical music, Tanglewood! They are known for outdoor summer concerts on the lawn. Check their offerings--they often welcome popular rock bands as well as their classical and jazz artists.

City/town information

Downtown Pittsfield is the closest "city" center to our small rural town of Lanesborough. You can find shopping, yoga classes, Ben and Jerry's Ice Cream, and Dotties Coffee Lounge.
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Pittsfield
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Downtown Pittsfield is the closest "city" center to our small rural town of Lanesborough. You can find shopping, yoga classes, Ben and Jerry's Ice Cream, and Dotties Coffee Lounge.
Williamstown is absolutely gorgeous. It gets its name from Williams College, and the campus is so beautiful it is worth a visit. Spring Street, the main street through town, has lots of interesting shops and restaurants and ice cream! Also hit up the Williams College Museum of Art while you're there.
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Williamstown
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Williamstown is absolutely gorgeous. It gets its name from Williams College, and the campus is so beautiful it is worth a visit. Spring Street, the main street through town, has lots of interesting shops and restaurants and ice cream! Also hit up the Williams College Museum of Art while you're there.
North Adams is funky and quirky and full of art! Lots of cute local shops line the main street (think art galleries, musical instruments, plant stores). There are Museums and art galleries to visit, North Adams Yoga Studio, murals to see as you walk around, and lots of fun restaurant options.
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North Adams
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North Adams is funky and quirky and full of art! Lots of cute local shops line the main street (think art galleries, musical instruments, plant stores). There are Museums and art galleries to visit, North Adams Yoga Studio, murals to see as you walk around, and lots of fun restaurant options.
About 45 minutes South of our rental, Great Barrington makes a really fun day-trip for shopping and eating. Fun clothing stores, toy stores, candy shops, art supply stores and galleries, a crystal shop. Barrington Brewery is also worth a visit! (Southern Berkshire County tends to be a little more upscale in price, however)
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Great Barrington
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About 45 minutes South of our rental, Great Barrington makes a really fun day-trip for shopping and eating. Fun clothing stores, toy stores, candy shops, art supply stores and galleries, a crystal shop. Barrington Brewery is also worth a visit! (Southern Berkshire County tends to be a little more upscale in price, however)

Sightseeing

This place is PURE MAGIC. Whimsical outdoor sculpture park that has to be seen to be believed. A feast for the eyes and the senses...a sacred, creative, artful, and sublime. There is a giant dragon in the garden, walking labyrinths, and magical details everywhere your eyes look. Definitely worth a trip.
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Three Sisters Sanctuary
188 Cape Street
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This place is PURE MAGIC. Whimsical outdoor sculpture park that has to be seen to be believed. A feast for the eyes and the senses...a sacred, creative, artful, and sublime. There is a giant dragon in the garden, walking labyrinths, and magical details everywhere your eyes look. Definitely worth a trip.