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.

Outdoor4.6/5

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!

Eat$$$2.2/5

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

Eat3.8/5

The Portico by Jeffrey Thompson

Eat$$$4.6/5

Pizzeria Boema

Eat$$$4.5/5

Frankie's

Eat$$$4.6/5

AMICI

Drink$$$4.2/5

The Lion's Den

Eat$$$4.6/5

Yao Asian Fusion Cuisine

Shop4.7/5

Nejaime's Wine Cellars

Stay$$$4.65/5

Brook Farm Inn

<h2>Historic Charm</h2> Brook Farm Inn in Lenox offers a 4-star bed and breakfast experience within a historic building. The property features a beautiful garden and a seasonal outdoor swimming pool. <h2>Comfortable Accommodations</h2> Rooms include private bathrooms, air-conditioning, balconies, and garden or pool views. Additional amenities include free WiFi, flat-screen TVs, and work desks. <h2>Delicious Breakfast</h2> Guests enjoy a variety of breakfast options, including American, full English/Irish, vegetarian, vegan, and gluten-free. Breakfast includes warm dishes, juice, pancakes, and fruits. <h2>Prime Location</h2> Located 79 km from Albany International Airport, the inn is near attractions such as Devries Fine Art (12-minute walk) and Tanglewood Musical Center (2.8 km). Guests appreciate the central location and excellent service.

Stay4.6/5

Hotel on North

<h2>Comfortable Accommodations</h2> Hotel on North in Pittsfield offers comfortable rooms with private bathrooms, air-conditioning, and modern amenities. Guests enjoy free WiFi, a bar, and a lift for easy access. <h2>Convenient Facilities</h2> The hotel provides a 24-hour front desk, daily housekeeping, a business area, family rooms, breakfast in the room, room service, and luggage storage. Free on-site private parking is available. <h2>Prime Location</h2> Located 73 km from Albany International Airport, the hotel is near Berkshire County Holocaust Memorial (7-minute walk), Norman Rockwell Museum (22 km), and Herman Melville's Arrowhead (5 km). <h2>Guest Satisfaction</h2> Highly rated for room comfort, bathroom comfort, and convenience for city trips.

Stay4.5/5

Doctor Sax House

<h2>Comfortable Accommodations</h2> Doctor Sax House in Lenox offers 4-star comfort with air-conditioning, private bathrooms, and free WiFi. Each room includes a walk-in shower, bathrobes, and a flat-screen TV. <h2>Dining and Leisure</h2> Guests can enjoy American cuisine at the restaurant, which features a terrace, outdoor fireplace, and bar. The hotel also provides a lounge, outdoor seating area, and picnic spots. <h2>Convenient Location</h2> Located 2.4 km from Tanglewood and Cranwell Spa & Golf Club, the hotel is a 5-minute walk from Devries Fine Art. Albany International Airport is 77 km away. Highly rated by guests.

Stay$$$$4.4/5

Gateways Inn

<h2>Comfortable Accommodations</h2> Gateways Inn in Lenox offers family rooms with air-conditioning, private bathrooms, and free WiFi. Each room includes a tea and coffee maker, hairdryer, refrigerator, and free toiletries. <h2>Exceptional Facilities</h2> Guests can enjoy a bar and free on-site private parking. Additional amenities include a spa bath, fireplace, and work desk. Electric vehicle charging and interconnected rooms are available. <h2>Delicious Breakfast</h2> A full English or Irish breakfast is served daily, complemented by American options. <h2>Prime Location</h2> Located 78 km from Albany International Airport, the inn is a short walk from Devries Fine Art. Nearby attractions include Cranwell Spa & Golf Club and Tanglewood. Highly rated by guests.

Stay$$$$4.35/5

Devonfield Inn

<h2>Elegant Accommodations</h2> Devonfield Inn in Lee offers four-star bed and breakfast accommodations with air-conditioning, private bathrooms, and parquet floors. Each room includes a sofa, TV, and free toiletries. <h2>Outdoor Amenities</h2> Guests can relax on the sun terrace or in the garden, enjoy the seasonal outdoor swimming pool, and stay connected with free WiFi. <h2>Convenient Services</h2> The inn provides a lounge, concierge service, ski pass sales point, shared kitchen, daily housekeeping, business area, hairdresser/beautician, family rooms, tour desk, luggage storage, and ski storage. <h2>Local Attractions</h2> Located 6 km from Cranwell Spa & Golf Club, 8 km from Norman Rockwell Museum and Tanglewood, and 10 km from Tanglewood Musical Center. Bradley International Airport is 80 km away. Highly rated by guests.

Stay$$$$4.35/5

The Cornell Inn, Lenox & The Berkshires

Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee machines. Many rooms feature fireplaces and private balconies. The Boston Symphony Orchestra's Tangle wood Institute is five minutes away, and the restaurants of Lenox are 1 minute away. A table-served gourmet breakfast (not a buffet) is included with your room, and it includes your choice of espressos, cappuccinos, lattes, Americano, regular coffee, or imported chocolate hot chocolate. Guests can relax on our private deck next to a koi pond and waterfall, or enjoy the gardens that connect directly to the beautiful Kennedy Park. The Cornell is within 1 mile of shopping and dining. Bouquet Ski Area and Berkshire Scenic Railway Museum are 10 minutes’ drive.

Stay4.1/5

The Red Lion Inn

Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options. We are only a short distance from area points of interest. The Red Lion Inn elegantly combines old-world charm including antiques, tea pots and a birdcage lift with many modern amenities, including free Wi-Fi. Guests at the hotel can also enjoy the year-round outdoor pool and hot tub and an on-site gift shop. While staying at the Red Lion, guests can enjoy delicious on-site dining options at the hotel's restaurants, The Main Dining Room & Widow Bingham's Tavern both serving classic American cuisine. The Red Lion Inn offers convenient access to a number of area attractions, including the Norman Rockwell Museum. Historic homes, antique shops, boutiques and beautiful gardens are also nearby.

Stay$$$3.95/5

Whistler's Inn

<h2>Historic Setting</h2> Whistler's Inn in Lenox is housed in a historic building, offering a unique and charming atmosphere. Guests enjoy garden and sun terrace views, complemented by free WiFi throughout the property. <h2>Comfortable Accommodations</h2> Rooms feature air-conditioning, private bathrooms with walk-in showers, and modern amenities such as streaming services and flat-screen TVs. Family rooms and ground-floor units cater to all travellers. <h2>Dining and Activities</h2> A daily breakfast is provided, featuring American cuisine. The property offers an outdoor play area, badminton equipment hire, and bicycle parking for leisure activities. Nearby attractions include Devries Fine Art, a 5-minute walk away, and Tanglewood Musical Center, 3 km distant.

Stay3.1/5

Heart of the Berkshires Motel

<h2>Comfortable Accommodations</h2> Heart of the Berkshires Motel in Pittsfield offers air-conditioned rooms with private bathrooms, free WiFi, and modern amenities. Each room includes a work desk, TV, and private entrance. <h2>Convenient Facilities</h2> Guests enjoy free on-site private parking, private check-in and check-out services, a lounge, and a shared kitchen. Additional services include a paid shuttle, concierge, and full-day security. <h2>Local Attractions</h2> Located 15 km from Tanglewood and Norman Rockwell Museum, the motel is near Hancock Shaker Village (3.2 km) and Berkshire Mountain Llama Hike (20 km). Albany International Airport is 68 km away. <h2>Guest Favorites</h2> Guests appreciate the value for money, convenient location, and suitability for nature trips.

Stay4.9/5

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.

Stay4.7/5

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!

Stay4.7/5

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!

Stay3.9/5

Eastover Estate & Eco-Village