Tanglewood

Landmark4.8/5

Koussevitzky Music Shed

This open-air concert hall at Tanglewood has a covered stage and lawn seating. People spread blankets and set up chairs on the grass.

Landmark4.9/5

Seiji Ozawa Hall

Landmark4.8/5

Tanglewood

Lenox's concert venue is the Boston Symphony Orchestra's summer home, with performances in a pavilion and on a broad lawn. People spread picnics on the grass and listen beneath the Berkshire trees.

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.

Landmark4.6/5

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

Liquor store with wine, spirits, cheese and prepared foods.

Stay4.6/5

Hotel on North

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. 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. 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). Highly rated for room comfort, bathroom comfort, and convenience for city trips.

Stay$$$4.7/5

Brook Farm Inn

Brook Farm Inn in Lenox offers a 4-star bed and breakfast experience within a historic building. The property is highly rated for its central location and excellent service. Guests enjoy a seasonal outdoor swimming pool, outdoor fireplace, and an outdoor seating area. Additional amenities include free WiFi, private check-in and check-out, and an electric vehicle charging station. Rooms feature private bathrooms, air-conditioning, balconies, and garden or pool views. Amenities include a spa bath, work desk, and free toiletries. A variety of breakfast options are available, including American, full English/Irish, vegetarian, vegan, and gluten-free. Fresh dishes include warm items, juice, pancakes, and fruits. Located 79 km from Albany International Airport, the property is close to Devries Fine Art (12-minute walk) and Frelinghuysen Morris House & Studio (1.3 km). Other attractions include Tanglewood Musical Center and Norman Rockwell Museum.

Stay$$$$4.3/5

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.

Stay4.05/5

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.

Stay4.5/5

Doctor Sax House

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. 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. 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$$$$4.45/5

Gateways Inn

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. 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. A full English or Irish breakfast is served daily, complemented by American options. 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$$$3.95/5

Whistler's Inn

Whistler's Inn in Lenox offers a 3-star bed and breakfast experience within a historic building. Guests enjoy garden and mountain views, complemented by a sun terrace and outdoor play area. Rooms feature air-conditioning, private bathrooms with walk-in showers, and modern amenities such as free WiFi, streaming services, and flat-screen TVs. Family rooms and ground-floor units cater to all travellers. A daily American breakfast is served, including freshly baked pastries and a variety of options to suit all dietary needs. Guests appreciate the quality and variety of the morning meal. Located 79 km from Albany International Airport, the property is close to attractions like Devries Fine Art (5-minute walk) and Tanglewood Musical Center (3 km). Guests enjoy activities like fishing, hiking, and cycling.

Stay$$$$4.3/5

Devonfield Inn

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. Guests can relax on the sun terrace or in the garden, enjoy the seasonal outdoor swimming pool, and stay connected with free WiFi. 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. 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.

Stay3.05/5

Heart of the Berkshires Motel

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. 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. 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. Guests appreciate the value for money, convenient location, and suitability for nature trips.

Stay4.9/5

The Lakehouse Inn

This Berkshires inn overlooks Laurel Lake, with gardens and places to sit outside. Check-in begins in the living room with a drink and pastry.

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

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