Search for Cheap Deals on
Luxury & Trendy Hotels in The Berkshires

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Hotels in The Berkshires

Kemble Inn
Kemble Inn
3.5 out of 5
  • 3 min walk from Tanglewood Music Center
Stay at this 3.5-star boutique inn in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Ventfort Hall ...
Get rates
Kemble Inn
Hotel On North
Hotel On North
3.5 out of 5
Fully refundableReserve now, pay when you stay
  • 17 min drive from Tanglewood Music Center
The price is $134 per night from Apr 20 to Apr 21
$134
includes taxes & fees
Apr 20 - Apr 21
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 ...
Hotel On North
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
3.5 out of 5
Fully refundableReserve now, pay when you stay
  • 58 min drive from Tanglewood Music Center
The price is $231 per night from May 7 to May 8
$231
includes taxes & fees
May 7 - May 8
Stay at this 3.5-star business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Porches Inn at Mass MoCA
See all 1,061 properties in The Berkshires
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.