Compare Winery Hotels in Western Massachusetts

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Featured Western Massachusetts Winery Hotels

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 NZ$548 per night from 9 Jun to 10 Jun
NZ$548
per night
9 Jun - 10 Jun
Stay at this 4-star inn in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and Dry Hill are located ...
The Old Inn On The Green
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is NZ$246 per night from 29 May to 30 May
NZ$246
per night
29 May - 30 May
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II ...
Shaker Mill Inn
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$207 per night from 30 May to 31 May
NZ$207
per night
30 May - 31 May
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Plus Berkshire Hills Inn & Suites
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Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is NZ$101 per night from 29 May to 30 May
NZ$101
per night
29 May - 30 May
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
Pleasant Valley Motel West Stockbridge
Chesapeake Inn of Lenox

Chesapeake Inn of Lenox

3 out of 5
210 West Street, P.O. Box 1920, Lenox, MA
Stay at this 3-star golf B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen Morris ...
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Chesapeake Inn of Lenox
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$121 per night from 29 May to 30 May
NZ$121
per night
29 May - 30 May
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Monument Mountain Motel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$307 per night from 29 May to 30 May
NZ$307
per night
29 May - 30 May
Book a stay at this family-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 29 May to 30 May
NZ$162
per night
29 May - 30 May
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Quality Inn
Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road, Great Barrington, MA
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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Lantern House Motel
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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.

Wineries with Accommodation

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Western Massachusetts hotels essential information

Accommodation
1,325 hotels
Lowest Price
NZ$101
Highest Price
NZ$548
Popular hotels
The Old Inn On The Green, Shaker Mill Inn, Best Western Plus Berkshire Hills Inn & Suites, Pleasant Valley Motel West Stockbridge, Chesapeake Inn of Lenox, Monument Mountain Motel, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Quality Inn, Lantern House Motel

Most recent Western Massachusetts hotel reviews

Red Roof Inn PLUS+ South Deerfield – Amherst
lastminute.co.nz Verified Review
5 / 5
Staff was great. Room pretty clean, but cracked window, pool out of service but the front outside had beautiful landscaping and picnic table. 0 frills, yet location was perfect for our stay.
A verified traveller stayed at Red Roof Inn PLUS+ South Deerfield – Amherst
Posted 17 hours ago
Red Roof Inn PLUS+ South Deerfield – Amherst

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