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Top The Berkshires Luxury Hotels

Maple Terrace Motel

Maple Terrace Motel

2.5 out of 5
555 Main St., Williamstown, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $151 per night
CA $151
CA $168 total
May 12 - May 13
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

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $161 per night
CA $161
CA $179 total
May 11 - May 12
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 Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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

4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
The price is CA $959 per night
CA $959
CA $1,160 total
May 15 - May 16
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 Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $140 per night
CA $140
CA $156 total
May 20 - May 21
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 ...
Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road, Great Barrington, MA
Get rates
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 ...
Wagon Wheel Inn

Wagon Wheel Inn

2 out of 5
484 Pittsfield Rd, PO Box 808, Lenox, MA
The price is CA $95 per night
CA $95
CA $107 total
May 11 - May 12
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

1896 House Country Inn & Motels

2.5 out of 5
910 Cold Spring Road, Williamstown, MA
The price is CA $165 per night
CA $165
CA $184 total
May 11 - May 12
includes taxes & fees
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

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street, Lee, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $90 per night
CA $90
CA $100 total
May 15 - May 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 Orchards Hotel

The Orchards Hotel

2.5 out of 5
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 ...
Sunset Inn

Sunset Inn

2 out of 5
150 Housatonic Street, Lee, MA
The price is CA $125 per night
CA $125
CA $140 total
May 19 - May 20
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

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $95 per night
CA $95
CA $107 total
May 20 - May 21
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

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd, Great Barrington, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $95 per night
CA $95
CA $107 total
May 18 - May 19
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. ...
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About The Berkshires Luxury Hotels

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
1,084 hotels
Lowest Price
CA $90
Highest Price
CA $959
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

Hotel On North

Hotel On North

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Exceptional hotel staff - friendly and accomodating from check-in to check-out. Room was clean and incredibly comfortable. Hotel was quiet and central to many locations we visited throughout our long weekend stay."
A verified traveller stayed at Hotel On North
Hotel On North