[2023 PICKS] The Best Boutique Hotels in Lenox, Massachusetts

The best boutique hotels in Lenox place you in some of the most idyllic locations in Massachusetts.

Lenox is a charming town in the heart of the Berkshires, a picturesque region in western Massachusetts. Known for its stunning natural beauty, rich cultural history, and vibrant arts scene, Lenox has long been a popular destination for travelers seeking a relaxing and enriching getaway.

With its quaint shops and cafes, world-class museums and galleries, and proximity to some of the area’s most popular attractions, Lenox is the perfect place to unwind, explore, and immerse oneself in the beauty and culture of New England.

We hand-picked top-rated boutique hotels in Lenox to consider for your next getaway!

The 10 Lenox Boutique Hotels – Best Places to Stay

1. Hampton Terrace Inn

9.7 Average Rating
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The Hampton Terrace Bed and Breakfast Inn is a boutique hotel in Lenox, MA. It offers guests a unique stay with its antique furnishings and plush bedding. Each room has free Wi-Fi access, a TV, an en suite bathroom, and amenities. Guests can relax by the living room fireplace, listening to the grand piano sound, or sit on the sun porch to enjoy a gourmet hot breakfast of apple pancakes, eggs, and sausage. Additionally, the hotel features an outdoor pool and on-site tennis courts.

The Bousquet Ski Area is 8 km away, while the Tanglewood Musical Center is only a 5-minute from the inn. The Mission House Museum and Gardens are 15 minutes away, making this boutique hotel an ideal destination for those exploring the area.

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2. Wheatleigh

9.8 Average Rating
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The Wheatleigh, located in Lenox, Massachusetts, is a luxurious accommodation situated on 22 acres and overlooking the Berkshire Mountains. On-site amenities include free Wi-Fi, wine tastings, a seasonal outdoor pool, a fitness center, a tennis court, and a massage room.

Guest rooms offer plush bedding, a flat-screen TV, and either a fireplace and courtyard views or a seating area. En-suite bathrooms provide an antique soaking tub and a large shower.

This boutique hotel in Lenox is conveniently located near a variety of attractions. Berkshire Botanical Gardens is 10 10-minute drive, Boston University Tanglewood Institute is a 5-minute drive, and Greenock Country Club is 6.4 km away. Additionally, Jacob’s Pillow Dance is 24.1 km away.

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3. The Cornell Inn

9.3 Average Rating
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One of the best hotels in Lenox, MA, is a bed and breakfast located on four acres. It offers traditional exteriors with stunning, updated designer rooms and bathrooms. In some rooms, each room is equipped with cable TV, high-speed internet, coffee machines, fireplaces, and private balconies. The Boston Symphony Orchestra’s Tanglewood Institute is only five minutes away, and the restaurants of Lenox are a mere minute away.

A gourmet breakfast is included with each room and features a selection of espressos, cappuccinos, lattes, Americano, regular coffee, and imported chocolate hot chocolate. Guests can enjoy the private deck next to the koi pond and waterfall or stroll through the garden connecting to Kennedy Park. Shopping and dining are within 1.6 km, and Bouquet Ski Area and Berkshire Scenic Railway Museum are 10 minutes away.

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4. Life House, Berkshires

8.0 Average Rating
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Life House, Berkshires is a 4-star hotel in Lenox, 5.4 km from Tanglewood. It offers accommodation with a shared lounge, free private parking, a restaurant, a bar, and free WiFi. Guests can enjoy a continental breakfast each morning.

The boutique hotel has non-smoking rooms with a desk, a flat-screen TV, a private bathroom, bed linen, and towels. The reception is available 24/7, and the staff can speak English, Spanish, and French.

Nearby attractions include Cranwell Spa & Golf Club (5.7 km), Tanglewood Musical Center (5.8 km), and Norman Rockwell Museum (14 km). The nearest airport is Albany International Airport (76 km).

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5. The Constance

8.5 Average Rating
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The Constance is a great place to stay in Lenox, MA. It is a Victorian-style boutique hotel located just 5 minutes away from Lenox Village. Each guest room is uniquely decorated and features an en suite bathroom. The rooms are styled with antique furnishings and classic colors, and they come with quilted bedding. Some rooms have a TV or a fireplace and garden views.

Guests can take advantage of the concierge services offered at The Constance. During the winter, visitors can relax by the fireplace in the common living area. The hotel is close to a number of attractions, including Tanglewood Musical Center (3.2 km away), Bousquet Ski Area (8 km away), and Shakespeare & Company Theatre (5 minutes drive away).

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6. The Whitlock

8.2 Average Rating
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The Whitlock is a 3-star hotel situated in the town of Lenox. It features a bar, a garden, and free private parking for those who drive. The air-conditioned rooms have free WiFi, a private bathroom, a flat-screen TV with satellite channels, bed linen, and towels.

Guests at The Whitlock can enjoy activities in and around Lenox, such as skiing and cycling. The boutique hotel is located 2.1 km from Tanglewood, 2.4 km from Tanglewood Musical Center, 2.6 km from Cranwell Spa & Golf Club, 11km from the Norman Rockwell Museum, and 41 km from Great Falls. The nearest airport, Albany International Airport, is 78 km away.

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7. Gateways Inn

8.0 Average Rating
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One of the best places to stay in Lenox, MA, is Gateways Inn. The inn provides comfortable accommodation, with each room featuring a flat-screen TV with cable channels, a seating area, and a private bathroom with a bath or shower. Additional amenities such as bathrobes and slippers are provided for extra comfort. Guests can also enjoy the on-site restaurant, making dining convenient and accessible.

The inn is close to popular attractions, such as Tanglewood (1.9 km away) and Tanglewood Musical Center (2.4 km away). The nearest airport, Albany International Airport, is 61 km away.

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8. The Ponds at Foxhollow by Capital Vacations

8.0 Average Rating
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The Ponds at Foxhollow is one of the best hotels in Lenox, MA. Located only 4 km from Tanglewood Musical Center, it offers a variety of amenities. The accommodation is air conditioned and features a dining area, a seating area with a TV, a kitchen with a dishwasher, oven, coffee machine, towels, and bed linen. Guests can also enjoy the seasonal outdoor pool and hot tub facilities.

The hotel also features a sauna, fitness center, and indoor pool. For those who would like to explore the area, the property provides free use of bicycles. Popular activities in the area include fishing and canoeing. For guests flying in, Albany International Airport is located 64 km away.

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9. Stockbridge Country Inn

9.3 Average Rating
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The Stockbridge Country Inn is one of the best hotels near Tanglewood, MA. Located just 1.5 km from the Norman Rockwell Museum and 1 km from the Chesterwood Museum, the inn is situated on four private acres of the Berkshire landscape, with Tanglewood Music Center 8.9 km away.

The inn’s guestrooms all feature a private en suite bathroom with full bath amenities, including cotton robes, and free WiFi access is available.

In the morning, guests can enjoy a gourmet country-style breakfast, served daily in the dining room or on the enclosed terrace, which overlooks the lush gardens. The breakfast includes hearty omelets, smoked bacon, and fresh fruit.

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10. Hilton Garden Inn Lenox Pittsfield

8.6 Average Rating
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Hilton Garden Inn Lenox/Pittsfield/Berkshires is located in Pittsfield and offers accommodation to its guests. The hotel is equipped with a fitness center and an indoor pool. There is also a restaurant and bar where guests can enjoy a meal or a drink.

All rooms are fitted with a TV with cable channels, a private bathroom with a bath or shower, free toiletries, and a hair dryer.

The nearest airport is Albany International Airport, 58 km away. The city of Albany is located 49 km from the hotel, while Adams is 27 km away.

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