The Best Farms to Visit in the Southern Berkshires

Brad Sanzenbacher • July 18, 2025

Our favorite farms in the Berkshires

Agriculture is key to life in the southern Berkshires, and if you’re coming into the region from the concrete jungle of an urban area, you’ll want to be sure to get some quality time on one of our beautiful farms. Visiting a local farm is a great way to enhance the experience of staying in Wilder House’s 1800’s farm house.

 Here are a few of our absolute favorite spots that are worth adding to your itinerary.


High Lawn Farm, Lee MA: Classic Berkshire Charm


If you're after that quintessential New England farm experience, High Lawn Farm in Lee delivers. This isn't just any dairy farm; it's a historic spot set on a property with truly stunning, panoramic views of the Southern Berkshires. You can spend some time visiting with the dairy cows, even pet a calf or two, which is always a highlight. Then, head inside to taste their homemade ice creams and cheeses – seriously, don't skip this part. Afterward, their beautiful picnic area is the perfect place to kick back, soak up the sun, and appreciate the rich agricultural heritage that defines this region.


Taft Farms, Great Barrington: More Than Just a Farm Stand

When you're looking for a place that offers a little bit of everything, Taft Farms in Great Barrington fits the bill. It's truly a unique spot, blending a nursery, a farm store, and a sandwich shop, all with a delightful hint of a petting zoo thrown in for good measure. During the summer, you absolutely have to grab some of their sweet corn – it's legendary around here – along with whatever other farm-fresh vegetables catch your eye. It’s a great stop for fresh provisions or a quick bite.


Freund's Farm, East Canaan CT: Your Go-To for Farm Fresh Takeout

Just about a ten-minute drive south from the Wilder house, you'll find Freund’s Farm in East Canaan, CT. This little farm stand is a personal favorite for stocking up. They have fantastic grab-and-go food like chicken pot pies and quiches, which are perfect for an easy dinner after a day of exploring. You'll also find a large selection of cheeses, meats, and other groceries. It’s an ideal last stop on your way out of the Berkshires to bring some fresh produce and local goodies home with you. The staff are always friendly and welcoming, making it a pleasant experience every time.


Dandelion Hill Farms, Sheffield, MA: Unique & Biodynamic

For something a bit different, head over to Dandelion Hill Farms right here in Sheffield. This is a working goat farm, and they offer their own goat cheeses and milks, which are excellent. You'll also find homegrown herbs and other vegetables. What makes them particularly interesting is their commitment to biodynamic farming practices. It's a unique approach in the region and worth checking out if you're interested in sustainable agriculture.


Little Orchard Cidery, Hillsdale NY: Relaxed Afternoon Sips

When you're ready for a more laid-back afternoon, head across the border into New York for Little Orchard Cidery in Hillsdale. Set in the shade of apple trees, this place has a wonderfully relaxed vibe that reminds me of some of the great wineries I've visited out in California. They offer a wide selection of ciders and hard ciders. Plus, they often host special events, including live music and food trucks, making it a great spot to unwind and enjoy the local scene.


Windy Hill Farms, Great Barrington: A Fall Wonderland

Finally, don't miss Windy Hill Farms in Great Barrington, conveniently located on Route 7 between Great Barrington and Stockbridge. This place truly offers a diverse agricultural experience. You'll find an apple orchard, a blueberry field, and a specialty ornamental nursery. They also have a retail garden center, a fantastic Holiday Shop, and even a full-service landscape department. Depending on the time of year, you can pick your own apples or enjoy other seasonal activities. It’s an all-in-one farm experience!


These farms offer a real taste of the Southern Berkshires, from fresh produce and delicious treats to beautiful scenery and genuine hospitality. We hope you’ll give them a visit and support our local growers! 


Looking for a place to stay on your trip? Wilder House is conveniently at the center of the Berkshire's agricultural community! We hope to see you soon!

Check availability
By Brad Sanzenbacher July 11, 2025
Get ready, foodies! One of the absolute best reasons to visit the stunning Berkshires is our utterly incredible food scene. World-class chefs have set up shop here, creating dining experiences that truly surprise and delight. With so many fantastic restaurants around, it can be tough to choose, especially if you're just here for a quick weekend getaway. But don't you worry, we've got you covered! Here are some of our absolute favorite spots that you simply can't miss in the southern Berkshires. No Comply Foods - Great Barrington (Just 10 minutes from Wilder House) Prepare your taste buds for a treat at No Comply ! This casual spot in Great Barrington might feel laid-back with it's punk rock and vintage skateboard art, but its food packs a seriously big punch. Chef Steve Browning's menu is always a delightful surprise, constantly changing and always amazing. With unique flavors from around the world, No Comply is our go-to for dishes that expand your palate and leave you wanting more! Blackberry River Bistro - Canaan, CT (A quick 7 minutes from Wilder House) Tucked away on a corner in Canaan, Connecticut, you'll find the charming Blackberry River Bistro . This tiny gem, with just seven or eight tables, is run entirely by the amazing husband-and-wife team of Audrey and Sam Leary. While it's small, this bistro truly punches above its weight in food quality. We especially adore Audrey's incredible desserts and their always-changing pasta of the week! Roberto’s Pizza - Sheffield (Walking Distance from Wilder House) Ah, pizza! While the Berkshires boast many great pizzerias, Roberto's Pizza in Sheffield wins on both food and vibes. The fact that it's just a short stroll from Wilder House is a huge bonus! And with their fantastic new pub, we know you'll love enjoying cocktails and beers in their hip, modern setting. Plus, it’s super easy to grab carry-out and savor a delicious pizza in one of Wilder House's cozy dining areas. Hy’s Fried - South Egremont (Only 10 minutes from Wilder House) Craving something perfectly fried? Look no further than Hy's Fried in South Egremont! This vintage clubhouse, transformed into a lively bar and restaurant, serves up some of the best fried chicken north of the Mason-Dixon line. Don't even get us started on their incredible sides like fluffy biscuits, creamy potato salad, and cheesy mac and cheese! And as the evening rolls on, Hy's Fried transforms into one of the area's hottest spots for dancing, with live DJs spinning on Fridays and Saturdays. Get ready to groove! Juju’s - Great Barrington (Another 10-minute drive from Wilder House) For a fantastic lunch in Great Barrington, you simply can't beat the crunchy goodness of Juju's ! This locally owned popcorn chicken quick-service spot is a delight. With amazing wraps, fresh chicken salads, and creamy soft-serve ice cream, it's a fun place for the whole family and people of all ages. Plus, it's right in the same complex as the Triplex Cinema, so it's the perfect stop before your next movie! Cantina - New Marlborough (A scenic 20 minutes from Wilder House) Seeking a more upscale atmosphere in a wonderfully remote setting? Then you absolutely must check out Cantina in New Marlborough! Newly reopened, Cantina delivers amazing cocktails and a fresh, farm-to-table menu sourced locally from Mill River Farm. We especially love heading there on Taco Tuesdays for mouth-watering tacos and refreshing margaritas – it's a weekly tradition you won't want to miss! No. 10 - Great Barrington (Just 10 minutes from Wilder House) No. 10 in Great Barrington is another exceptional upscale steakhouse that consistently delivers incredible food. A guest once told me No. 10 is the best restaurant in America, and I'd say it's certainly in the running! If you're celebrating a major milestone or simply enjoying a romantic weekend, make sure you add No. 10 to your must-visit list. It also has the rare added benefit of being open seven days a week, which is a real gem in our region! Say hi to Jon at the bar (he's a friend of mine!) Once Upon a Table - Stockbridge (About 20 minutes from Wilder House!) Last but certainly not least, Once Upon a Table in Stockbridge is another tiny, hidden gem tucked away in an alley downtown. This charming spot consistently creates a warm and inviting environment with a menu that gracefully ranges from American classics to French and Italian influences. It's one of our absolute go-tos for a quiet, intimate date night that feels truly special. So, there you have it – a taste of our favorite culinary adventures in the southern Berkshires! Book a room at Wilder House today and let your taste buds thank you! 
By Brad Sanzenbacher April 3, 2025
Announcing our first Parlor Show at Wilder House Berkshires: Clem Snide
By Brad Sanzenbacher December 2, 2024
Big news from Wilder House - We've been named Readers Choice!
Water falls in the Berkshires
By Brad Sanzenbacher September 12, 2024
Best short hikes in the berkshires
By Brad Sanzenbacher July 9, 2024
Fresh Breakfast, in house