Find Luxury Hotels in Western Massachusetts, MA

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Top Western Massachusetts Luxury Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
  • Concierge services
9.2 out of 10, Wonderful, (109)
Mountain serenity defines this luxury Stockbridge retreat, featuring a seasonal outdoor pool surrounded by sun loungers and lush gardens. Personal chef service, complimentary gourmet breakfast, and concierge attention create a pampered experience minutes from cultural landmarks.
The price is ¥47,092
¥56,969 total
includes taxes & fees
Nov 16 - Nov 17
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Hotel Northampton
3.5 star property
  • 2 restaurants
  • 24-hour gym
  • Concierge services
9.2 out of 10, Wonderful, (1000)
Housed in a stunning historic landmark in central Northampton, this refined hotel pampers guests with designer bath amenities, 2 upscale restaurants, and 2 stylish bars. Concierge services attend to every need while spacious, meticulously clean rooms provide a peaceful sanctuary after exploring nearby attractions.
Hotel Northampton
The Orchards Hotel
2.5 star property
  • Concierge services
8.6 out of 10, Excellent, (442)
Sophisticated relaxation awaits at this mountain hotel. Guests savor complimentary continental breakfast before lounging by the seasonal outdoor pool. Plush bathrobes, designer toiletries, and massage services create an indulgent experience amid natural beauty.
The Orchards Hotel
Lantern House Motel
2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
8.2 out of 10, Very Good, (455)
Mountain views frame this tranquil Great Barrington getaway where a seasonal outdoor pool invites refreshing dips after exploring nearby attractions. Garden spaces and picnic areas create perfect relaxation spots following adventures at Monument Mountain Reservation or performances at Mahaiwe Arts Center.
Lantern House Motel
Wagon Wheel Inn
2.0 star property
  • Hot tub
7.0 out of 10, Good, (640)
Soak in the clean, spacious hot tub after exploring nearby Tanglewood Music Center. This conveniently located Lenox retreat offers air-conditioned rooms with refrigerators and microwaves, while helpful staff ensure a comfortable, pampered stay near ski areas and historic towns.
The price is ¥10,500
¥11,728 total
includes taxes & fees
Oct 30 - Oct 31
Wagon Wheel Inn
Hotel On North
3.5 star property
  • Concierge services
9.6 out of 10, Exceptional, (786)
Sophisticated comfort defines this beautifully decorated Pittsfield retreat. Spacious, elegantly appointed rooms feature plush bedding and premium amenities, while the on-site restaurant serves excellent cuisine. Concierge services anticipate every need, creating a luxurious mountain getaway experience.
The price is ¥15,258
¥17,044 total
includes taxes & fees
Nov 3 - Nov 4
Hotel On North
1896 House Country Inn & Motels
2.5 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Business services
  • Bar
6.6 out of 10, (448)
Surrounded by gardens, this elegant inn blends historic character with exceptional comfort. Fine dining and handcrafted drinks await in the restaurant and bar, while the tranquil grounds offer a perfect retreat after exploring nearby cultural attractions.
1896 House Country Inn & Motels
The Yankee, Trademark Collection by Wyndham
2.5 star property
  • Hot tub
  • Indoor pool
  • Concierge services
9.0 out of 10, Wonderful, (1022)
Luxurious relaxation permeates this Berkshires sanctuary featuring indoor and outdoor pools complemented by a rejuvenating hot tub. Spacious rooms showcase mountain panoramas, while attentive concierge services elevate each stay. Just minutes from Tanglewood and premier skiing.
The price is ¥16,358
¥18,272 total
includes taxes & fees
Nov 2 - Nov 3
The Yankee, Trademark Collection by Wyndham
D. Hotel Suites & Spa
3.0 star property
  • 2 restaurants
  • Full-service spa
  • Indoor pool
  • 9 holes of golf
9.4 out of 10, Exceptional, (2270)
Sumptuous spa treatments await in three dedicated rooms offering aromatherapy, Swedish massages, and facial services. Surrounded by scenic state park grounds, this refined hotel balances luxury dining experiences with wellness amenities including a hot tub, sauna, and peaceful gardens.
The price is ¥16,723
¥19,427 total
includes taxes & fees
Nov 3 - Nov 4
D. Hotel Suites & Spa
Sunset Inn
2.0 star property
  • Near the beach
7.6 out of 10, Good, (408)
Luxurious simplicity defines this Berkshire retreat near Tanglewood Music Center. Nestled in a quiet location within walking distance to local attractions, this motel combines spotless rooms, a refreshing seasonal pool, and attentive service for a serene escape.
The price is ¥14,760
¥16,486 total
includes taxes & fees
Nov 6 - Nov 7
Sunset Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Western Massachusetts Hotel Reviews

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