Spencertown Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Charlie Rhodes
Top Hotel Deals
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
25.77 km from city center
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
22.27 km from city center
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 ...
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
23.03 km from city center
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
The Red Lion Inn
30 Main Street Stockbridge MA
16.41 km from city center
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
23.73 km from city center
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard ...
Berkshires Untold
194 Pittsfield Rd Lenox MA
21.01 km from city center
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
19.7 km from city center
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
20.4 km from city center
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
20.5 km from city center
Book a stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
St. Charles Hotel
16 Park Place Hudson NY
23.67 km from city center
Stay at this hotel in Hudson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
22.19 km from city center
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 helpful staff ...
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
17.2 km from city center
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 ...
voco James Newbury Hudson Valley by IHG
60 S River St Coxsackie NY
24 km from city center
Book a stay at this spa hotel in Coxsackie. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
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.