Tanglewood

Landmark4.8/5

Koussevitzky Music Shed

The Koussevitzky Music Shed, nestled in the scenic Berkshires, is renowned for its exceptional acoustics and vibrant performances, making it a must-visit destination for music lovers and cultural enthusiasts alike.

Landmark4.9/5

Seiji Ozawa Hall

Landmark4.8/5

Tanglewood

Tanglewood, nestled in the scenic Berkshires, is the renowned summer home of the Boston Symphony Orchestra, offering enchanting performances amid stunning landscapes, making it a must-visit for music lovers and nature enthusiasts alike.

Landmark4.6/5

Tanglewood Theater

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Tanglewood Glass House Gift Shop

At Tanglewood Glass House Gift Shop in West Stockbridge, MA, visitors can explore a charming selection of unique handcrafted glass art and local treasures, all set against a backdrop of breathtaking scenery and vibrant community spirit.

Outdoor4.5/5

Berkshire Botanical Garden

Nestled in the charming town of Stockbridge, Berkshire Botanical Garden is a paradise for plant lovers. With over 24 acres of stunning gardens, educational programs, and special events, this hidden gem is a must-visit for those seeking a peaceful and colorful escape. Don't miss the vibrant blooms and lush greenery that make this garden a true botanical wonderland!

Eat2/5

Tanglewood Cafeteria

Cafe$$4.7/5

Stockbridge Coffee & Tea

Cafe$$$4.7/5

No. Six Depot Roastery & Cafe

Eat$$$4.5/5

51 Park Restaurant & Tavern

Eat$$$4.6/5

Alta

Alta in Lenox, MA is a charming boutique filled with unique gifts, art, and home decor. Located at 34 Church St, this cozy store is a treasure trove for travelers seeking special souvenirs. From handmade jewelry to local pottery, there's something for everyone to remember their visit to the Berkshires. Don't miss out on this hidden gem!

Eat$$$$4.5/5

Mazzeo's Ristorante

Eat$$$$$3.8/5

The Portico by Jeffrey Thompson

Eat$$$4.6/5

Pizzeria Boema

Eat$$$4.5/5

Frankie's

Eat$$$4.5/5

AMICI

Drink$$$4.2/5

The Lion's Den

Eat$$$4.6/5

Yao Asian Fusion Cuisine

Shop4.7/5

Nejaime's Wine Cellars

Stay4.7/5

Gateways Inn

Nestled in the charming town of Lenox, Gateways Inn Restaurant is a vibrant culinary oasis that transports taste buds to new heights. Offering a delightful fusion of international flavors, this whimsical eatery is a haven for food explorers. From delectable farm-to-table dishes to exquisite craft cocktails, this lively spot is a must-visit for those seeking a culinary adventure in Lenox.

Stay4.65/5

The Lakehouse Inn

Nestled in the Berkshire Mountains, The Lakehouse Inn enchants visitors with its stunning lakeside views, cozy accommodations, and warm hospitality, making it the perfect retreat for relaxation and adventure year-round.

Stay4.65/5

Brook Farm Inn

Stay4.65/5

The Inn at Kenmore Hall

Escape to The Inn at Kenmore Hall, where charm meets comfort in the Berkshires! Nestled amidst nature’s beauty, this cozy haven offers delightful rooms, scrumptious breakfast, and a friendly atmosphere. Whether you're hiking or relaxing by the fireplace, it’s the perfect spot to unwind. Just a stone's throw from Richmond's attractions, your adventure awaits!

Stay4.6/5

Hotel on North

Nestled in the heart of Pittsfield, Hotel on North seamlessly blends historic charm with contemporary design, offering unique rooms, local art, and a vibrant atmosphere that makes it a must-visit destination for travelers.

Stay4.55/5

Doctor Sax House

Nestled in the scenic Berkshires, Doctor Sax House is an iconic literary landmark where author Jack Kerouac penned parts of his novel, making it a must-visit for literature enthusiasts and history buffs alike.

Stay4.35/5

Devonfield Inn

Nestled in the picturesque Berkshires, Devonfield Inn offers timeless charm with its historic architecture, lush gardens, and personalized hospitality, making it a perfect retreat for those seeking relaxation and scenic beauty.

Stay4.3/5

The Cornell Inn, Lenox & The Berkshires

Nestled in Lenox, The Cornell Inn offers a charming blend of historic elegance and modern comfort, making it a perfect retreat for exploring the scenic beauty and cultural richness of The Berkshires.

Stay4.05/5

The Red Lion Inn

Step into a cozy slice of history at The Red Lion Inn in Stockbridge! This charming 18th-century gem boasts stunning old-world architecture, inviting rooms, and a delightful tavern serving up classic fare. Stroll through lush gardens, explore nearby art galleries, and bask in the New England charm. Your perfect getaway awaits—just don’t forget your camera! 📸✨

Stay4/5

Whistler's Inn

Stay3.3/5

Heart of the Berkshires Motel

Stay4.7/5

Stonover Farm

Stay4.5/5

Blantyre

Blantyre, nestled in the picturesque Berkshires, is an iconic historic estate renowned for its stunning gardens, exquisite architecture, and luxurious accommodation, making it a perfect retreat for art and nature lovers alike.

Stay4.5/5

Canyon Ranch Lenox

Welcome to Canyon Ranch Lenox, a breathtaking wellness retreat nestled in the charming town of Lenox, Massachusetts. Prepare to be pampered with luxurious spa treatments, enjoy farm-to-table cuisine, engage in invigorating fitness classes, and soak up the natural beauty of the Berkshires. With a focus on mind, body, and spirit, this vibrant haven is the ultimate destination for rejuvenation and self-discovery.

Stay4.3/5

Miraval Berkshires Resort and Spa

Escape to Miraval Berkshires Resort and Spa, a serene haven nestled in Lenox, MA! Indulge in luxurious spa treatments, unwind with yoga in nature, and savor delicious farm-to-table cuisine. With endless outdoor activities, breathtaking views, and a sprinkle of magic, it’s the perfect spot to recharge your soul and elevate your wellness game. Adventure awaits—let's go!

Stay4/5

Eastover Estate & Eco-Village