Book luxury hotels in The Berkshires, MA

Top The Berkshires Luxury Hotels

Maple Terrace Motel

555 Main St., Williamstown, MA

Free cancellation

Reserve now, pay when you stay

CA $193

CA $216 total

Sep 28 - Sep 29

includes taxes & fees

Book a stay at this business-friendly motel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Hotel On North

297 North Street, Pittsfield, MA

Free cancellation

Reserve now, pay when you stay

CA $249

CA $278 total

Oct 1 - Oct 2

includes taxes & fees

Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

Free cancellation

Reserve now, pay when you stay

CA $161

CA $180 total

Oct 1 - Oct 2

includes taxes & fees

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

Sunset Inn

150 Housatonic Street, Lee, MA

CA $135

CA $151 total

Oct 7 - Oct 8

includes taxes & fees

Stay at this motel in Lee. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Routes 7 and 20, Lenox, MA

Free cancellation

Reserve now, pay when you stay

CA $110

CA $123 total

Sep 28 - Sep 29

includes taxes & fees

Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd, Great Barrington, MA

Free cancellation

Reserve now, pay when you stay

CA $104

CA $116 total

Sep 28 - Sep 29

includes taxes & fees

Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Wagon Wheel Inn

484 Pittsfield Rd, PO Box 808, Lenox, MA

CA $275

CA $308 total

Oct 4 - Oct 5

includes taxes & fees

Stay at this motel in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...

1896 House Country Inn & Motels

910 Cold Spring Road, Williamstown, MA

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Stay at this inn in Williamstown. Enjoy free parking, a business center, and a garden. Popular attractions Sheep Hill and Bullock Ledge Wildlife Management Area ...

Econo Lodge Lee - Great Barrington

980 Pleasant Street, Lee, MA

Free cancellation

Reserve now, pay when you stay

CA $89

CA $100 total

Oct 15 - Oct 16

includes taxes & fees

Book a stay at this business-friendly motel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183, Stockbridge, MA

CA $430

CA $520 total

Oct 8 - Oct 9

includes taxes & fees

Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...

The Orchards Hotel

222 Adams Rd, Williamstown, MA

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Book a stay at this business-friendly hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Colonial Plaza and Linear ...

Lantern House Motel

256 Stockbridge Road, Great Barrington, MA

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Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...

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If you’re looking for a luxury vacation in The Berkshires, with plush bedding, designer toiletries, world-class concierge staff, and access to the best restaurants and spa treatments, Travelocity has everything you need. You can live it up like the rich and famous in a luxury hotel in The Berkshires with discounts and offerings from Travelocity. Now you can have all the luxury perks you want, and stay on the cheap. So live it up! A luxury hotel in The Berkshires can whisk you away without breaking the bank.

The Berkshires hotels essential information

Accommodation	1,108 hotels
Lowest Price	CA $100
Highest Price	CA $520
Popular hotels	The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Orchards Hotel, Lantern House Motel, Wagon Wheel Inn, Hotel On North, 1896 House Country Inn & Motels, The Yankee, Trademark Collection by Wyndham, Sunset Inn, Maple Terrace Motel, Howard Johnson by Wyndham Lenox, Travelodge by Wyndham Great Barrington Berkshires, Econo Lodge Lee - Great Barrington

Recent The Berkshires hotel reviews by fellow wanderers

The Yankee, Trademark Collection by Wyndham

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"The room was very nice, the beds were comfortable, and it had a additional doorway out to a nice little balcony out front of the room. Breakfast was good and of course had the infamous waffle machine which is always nice. The whole area is very nice and felt very safe."

A verified traveller stayed at The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires by IHG

5 out of 5

Posted 8 days ago

Travelocity Verified Review

"Valerie at the front desk and who checked me in was above and beyond in customer service. She checked to see if I had a IGH account—which I did but had forgotten, and reminded me about the points and promotions. This Holiday Inn is a well managed property. Thank you"

A verified traveller stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG