Find & compare luxury hotels in The Berkshires, MA

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Best Luxury Hotels in The Berkshires

Seven Hills Inn

Seven Hills Inn

4 out of 5
40 Plunkett Street, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $107 per night
A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A terrace, a garden, and a library are also on offer.
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
The price is $188 per night
This hotel features a restaurant, a gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St., Lee, MA
The price is $284 per night
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
33 Main

33 Main

4 out of 5
33 Main Street, Lenox, MA
The price is $299 per night
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A fireplace in the lobby and luggage storage are also provided.
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street, Stockbridge, MA
Get rates
This bed & breakfast features an outdoor pool and a gym. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and concierge services are also on offer.
Yankee Suites Extended Stay

Yankee Suites Extended Stay

4 out of 5
20 W Housatonic St., Pittsfield, MA
Get rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, luggage storage, and laundry facilities are also on offer.
Stockbridge Country Inn

Stockbridge Country Inn

4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
Get rates
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd., Lee, MA
The price is $279 per night
An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
The Old Inn On The Green

The Old Inn On The Green

4 out of 5
134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA
The price is $260 per night
This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
Don't see what you're looking for?
See all available properties in The Berkshires
View all properties
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.

More 4 star hotels in The Berkshires

The Barrington

The Barrington

281 Main St., Level 3, Great Barrington, MA
The price is $288 per night from Dec 9 to Dec 9
5/5 Exceptional! (2 reviews)
The Barrington
Garden Gables Inn

Garden Gables Inn

135 Main St, Lenox, MA
Get rates
4.7/5 Exceptional! (3 reviews)
Garden Gables Inn
Hampton Terrace Inn

Hampton Terrace Inn

91 Walker Street, Lenox, MA
Get rates
4/5 Very Good! (2 reviews)
Hampton Terrace Inn

5 star hotels in The Berkshires

Wheatleigh

Wheatleigh

11 Hawthorne Rd, Lenox, MA
Get rates
Wheatleigh

Seize your some day

The Berkshires Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the The Berkshires luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in The Berkshires to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in The Berkshires will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in The Berkshires, and plan your next opulent escape.


Recent The Berkshires Hotel Reviews By Fellow Wanderers

Vacation Village in the Berkshires

Vacation Village in the Berkshires

5 out of 5
Posted 3 weeks ago
travelocity Verified Review
"Beautiful views. Didn't take advantage of the numerous amenities. Disappointed with the in-room fireplace. Only a light bulb with a faux log setup. Didn't expell any heat, just for ambiance."
A verified traveler stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

5 out of 5
Posted 1 month ago
travelocity Verified Review
"Love the location and layout of our unit. Wish that face cloths had been provided with the bathroom towels. "
A verified traveler stayed at Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

4 out of 5
Posted 3 months ago
travelocity Verified Review
"The balcony and view were delightful. The beds were comfy. The lack of toilet paper in our bathroom was a minor inconvenience that was quickly resolved. Breakfast was mediocre- no orange juice and a very limited offering."
A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

5 out of 5
Posted 7 months ago
travelocity Verified Review
"Nice"
A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Yankee Inn

Yankee Inn

5 out of 5
Posted 9 months ago
travelocity Verified Review
"Clean, Nice rooms, very friendly staff at front desk. Will stay again "
A verified traveler stayed at Yankee Inn
Yankee Inn