Find Winery Hotels in Pittsfield, MA
Check availability on Pittsfield Winery Hotels
Top Pittsfield Winery Hotels
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
9.0 out of 10, Wonderful, (1008)
$106 nightly
The price is $119
Nov 2 - Nov 3
Total with taxes and fees
East Rock Inn
East Rock Inn
9.4 out of 10, Exceptional, (35)
$138 nightly
The price is $155
Nov 6 - Nov 7
Total with taxes and fees
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
10.0 out of 10, Exceptional, (3)
$357 nightly
The price is $399
Oct 28 - Oct 29
Total with taxes and fees
Berkshire Valley Inn
Berkshire Valley Inn
9.2 out of 10, Wonderful, (563)
$184 nightly
The price is $206
Nov 6 - Nov 7
Total with taxes and fees
Near Tanglewood: Historic Summer Retreat
Near Tanglewood: Historic Summer Retreat
9.6 out of 10, Exceptional, (22)
$371 nightly
The price is $416
Oct 19 - Oct 20
Total with taxes and fees
Brook Farm Inn
Brook Farm Inn
9.4 out of 10, Exceptional, (161)
$179 nightly
The price is $200
Oct 22 - Oct 23
Total with taxes and fees
Gateways Inn & Restaurant
Gateways Inn & Restaurant
8.0 out of 10, Very Good, (191)
$254 nightly
The price is $282
Nov 3 - Nov 4
Total with taxes and fees
Cozy. Clean. Free bagel shop.
Cozy. Clean. Free bagel shop.
10.0 out of 10, Exceptional, (10)
$594 nightly
The price is $664
Nov 4 - Nov 5
Total with taxes and fees
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 Pittsfield Hotel Reviews
Best Western Plus Berkshire Hills Inn & Suites
10/10 Excellent
Quality Inn
10/10 Excellent
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