Curated Luxury hotel deals in Western Massachusetts

With a stay at 33 Main, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and The Bookstore. This bed & breakfast is 0.1 mi (0.1 km) from Lenox Library and 0.4 mi (0.7 km) from Ventfort Hall Mansion and Gilded Age Museum.

With a stay at Sugar Maple Inn in West Dover, you'll be near ski lifts, within a 10-minute drive of Mount Snow and Green Mountain National Forest. This inn is 16.5 mi (26.6 km) from Stratton Mountain Resort and 0.1 mi (0.1 km) from North Branch Deerfield River.

Featuring a garden, a terrace and a tennis court, Hampton Terrace Inn is located in Lenox and is 1.3 miles from Cranwell Spa & Golf Club. Featuring a seasonal outdoor swimming pool, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. Tanglewood Musical Center is 1.6 miles from the hotel and Tanglewood is 1.7 miles away.

Guests at the hotel will be able to enjoy activities in and around Lenox, like skiing.

Norman Rockwell Museum is 6.8 miles from Hampton Terrace Inn, while Great Falls is 26 miles from the property. Albany International Airport is 48 miles away.

Located 20 miles from Cranwell Spa & Golf Club, Disney Magic at Jiminy Mountain offers 4-star accommodations in Hancock and has a shared lounge, a restaurant and a bar. A hot tub and a ski equipment rental service are available for guests. The property features a year-round outdoor pool, fitness center, sauna and garden.

All air-conditioned units at the hotel come with a fridge, a coffee machine, a shower, a hairdryer, a TV with cable channels, Blu-ray player and DVD player. All guest rooms at Disney Magic at Jiminy Mountain are equipped with a seating area.

The accommodation has a playground. Guests at Disney Magic at Jiminy Mountain will be able to enjoy activities in and around Hancock, like hiking, skiing and cycling.

Staff at the hotel are available to give guidance at the 24-hour front desk.

Tanglewood Musical Center is 20 miles from Disney Magic at Jiminy Mountain, while Tanglewood is 21 miles away. Albany International Airport is 34 miles from the property.

Located in Lenox, 1.5 miles from Tanglewood Musical Center, The Constance by The Lenox Collection provides accommodations with a fitness center, free private parking, a garden and a terrace. The 4-star inn has air-conditioned rooms with a private bathroom and free WiFi. Tanglewood is 1.6 miles away and Cranwell Spa & Golf Club is 1.7 miles from the inn.

At the inn, all rooms are equipped with a desk. All guest rooms in The Constance by The Lenox Collection are equipped with a TV and free toiletries.

A continental breakfast is available at the accommodation.

Guests at The Constance by The Lenox Collection will be able to enjoy activities in and around Lenox, like skiing.

Norman Rockwell Museum is 6.7 miles from the inn, while Great Falls is 26 miles away. Albany International Airport is 48 miles from the property.

Located in Dover, 17 miles from Stratton Mountain, Grand Summit Resort, A Vail Resorts Property provides accommodations with an outdoor swimming pool, private parking, a fitness center and a restaurant. Providing ski-to-door access, the property is located within 28 miles of Bennington Battle Monument. The resort has a sauna and a 24-hour front desk.

Guest rooms in the resort are equipped with a TV and free toiletries.

At Grand Summit Resort, A Vail Resorts Property guests are welcome to use a hot tub. The area is popular for hiking and skiing, and ski equipment rental is available at this 4-star resort.

Bennington Museum is 28 miles from the accommodation, while Southern Vermont College is 29 miles away. Rutland State Airport is 56 miles from the property.