"
Skip to main content
The Best of Great Barrington: A Guide to the Berkshires’ Hidden Gems Featured Image

The Best of Great Barrington: A Guide to the Berkshires’ Hidden Gems

| ,

Great Barrington, Massachusetts, is a quintessential New England town nestled in the heart of the Berkshires. Known for its charming downtown, cultural vibrancy, and breathtaking natural beauty, this town is a must-visit for anyone looking to experience the best of Western Massachusetts. Whether you’re seeking outdoor adventure, world-class dining, or boutique shopping, Great Barrington has something for everyone. Here’s our guide to the best spots to eat, shop, and explore!

Where to Eat & Drink

Mooncloud

📍 47 Railroad St, Great Barrington, MA 01230
For a night out with expertly crafted cocktails, head to Mooncloud. This stylish bar offers an impressive menu of artisan drinks, small bites, and an intimate atmosphere that makes it a favorite among locals and visitors alike.

No Comply Foods

📍 258 Stockbridge Rd, Great Barrington, MA
No Comply Foods is a must-visit for those seeking delicious, high-quality, plant-based baked goods. Known for their mouthwatering cookies and other treats, this bakery is a hidden gem in Great Barrington.

Image Courtesy of No Comply Foods

STEAM Noodle Cafe

📍 286 Main St, Great Barrington, MA 01230
STEAM Noodle Cafe is the go-to spot for Asian-inspired comfort food. With a menu filled with hand-pulled noodles, dumplings, and fresh flavors, this casual eatery is perfect for a satisfying meal any time of the day.

The Bistro Box

📍 937 S Main St, Great Barrington, MA 01230
A roadside gem, The Bistro Box is famous for its juicy burgers, crispy fries, and fresh shakes. This seasonal spot is perfect for a quick, delicious meal in a relaxed outdoor setting. The Bistro Box is open April – November.

Image Courtesy of Bistro Box

Baba Louie’s Pizza

📍 42 Railroad St, Great Barrington, MA 01230
Baba Louie’s Pizza serves up some of the best wood-fired, sourdough-crust pizzas in the Berkshires. Their creative toppings and fresh ingredients make it a go-to for pizza lovers looking for a unique twist on a classic dish.

The Prairie Whale

📍 178 Main St, Great Barrington, MA 01230
A farm-to-table favorite, The Prairie Whale is known for its rustic ambiance and locally sourced dishes. Whether you’re stopping in for a cozy dinner or a lively weekend brunch, this restaurant delivers on all fronts.

SoCo Creamery

📍 5 Railroad St, Great Barrington, MA 01230
For a sweet treat, head to SoCo Creamery. Their handcrafted, small-batch ice cream is made with high-quality ingredients, making it a must-visit for dessert lovers.

Image Courtesy of Soco Creamery

Fuel

📍 293 Main St, Great Barrington, MA 01230
Start your morning off right with a visit to Fuel. This vibrant coffee shop offers expertly brewed coffee, fresh pastries, and a welcoming atmosphere.

Pixie Boulangerie

📍 23 Elm St, Great Barrington, MA 01230
Treat yourself to a delicious pastry from Pixie Boulangerie. Their selection of handcrafted baked goods makes this bakery a local favorite.

Image Courtesy of Pixie Boulangerie

Marjoram + Roux

📍 47 Railroad St, Great Barrington, MA 01230 Marjoram + Roux offers a delightful selection of breakfast, lunch, and prepared foods to-go. Enjoy their expertly crafted coffee, tea, espresso, and cappuccino, alongside a variety of fresh pastries and provisions.

Where to Shop

Rubiner’s Cheesemongers

📍 264 Main St, Great Barrington, MA 01230
Cheese lovers rejoice! Rubiner’s is a haven for artisanal cheeses, cured meats, and specialty groceries. Stop by for a carefully curated selection of gourmet delights.

Hammertown Barn

📍 184 Main St, Great Barrington, MA 01230
For home decor enthusiasts, Hammertown Barn is a dream come true. This lifestyle store features a thoughtfully curated collection of furniture, kitchenware, and gifts.

Fluff Alpaca

📍 319 Main St, Great Barrington, MA 01230
Wrap yourself in luxury with a visit to Fluff Alpaca. This boutique specializes in high-quality alpaca wool goods, from cozy sweaters to soft blankets.

Image Courtesy of Fluff Alpaca
Image Courtesy of Fluff Alpaca

Tasha Polizzi

📍 304 Main St, Great Barrington, MA 01230
Fashion lovers should not miss Tasha Polizzi, a boutique offering beautifully designed apparel inspired by Americana and Western styles.

Image Courtesy of Tasha Polizzi

Railroad St. Collective

📍 17 Railroad St, Great Barrington, MA 01230
A hub for creatives and entrepreneurs, Railroad St. Collective is a community space fostering innovation and collaboration.

Where to Explore & Experience

Mahaiwe Performing Arts Center

📍 14 Castle St, Great Barrington, MA 01230
Catch a live show or classic film at Mahaiwe Performing Arts Center, a historic theater offering an eclectic mix of performances in a beautifully restored setting.

Ski Butternut

📍 380 State Rd, Great Barrington, MA 01230
If you’re visiting in the winter, don’t miss a day on the slopes at Ski Butternut. This family-friendly ski area offers trails for all skill levels, as well as tubing and snowboarding.

Image Courtesy of Ski Butternut

Bernay Fine Art

📍 296 Main St, Great Barrington, MA 01230
Art lovers should stop by Bernay Fine Art, a contemporary gallery showcasing a rotating collection of works from both established and emerging artists.

Housatonic River Walk

📍 Along the Housatonic River, Great Barrington, MA 01230
Take a scenic stroll along the Housatonic River Walk, a beautiful riverside trail perfect for walking, birdwatching, and soaking in the natural beauty of the Berkshires.

Monument Mountain

📍 Route 7, Great Barrington, MA 01230
For breathtaking views and a rewarding hike, head to Monument Mountain. This moderate hike offers stunning panoramas of the region and a dose of fresh air.

Plan Your Visit to Great Barrington

With its mix of outdoor adventures, cultural attractions, and culinary delights, Great Barrington is a must-visit destination in the Berkshires. Whether you’re a foodie, a nature enthusiast, or an art lover, this charming town has something special for you. Book your Red Cottage home to start planning your trip today and experience the best that Great Barrington has to offer!