Spencertown Packages (Flight + Hotel)
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Top hotels in Spencertown
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ฿2,916 per night from 4 Jan to 5 Jan
฿2,916
฿3,257 total
4 Jan - 5 Jan
includes taxes & fees
8/10 Very Good! (998 reviews)
While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance
Reviewed on 22 Dec 2025
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ฿3,182 per night from 8 Jan to 9 Jan
฿3,182
฿3,554 total
8 Jan - 9 Jan
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
The room was clean, comfortable and spacious. The bathroom had enough space and was clean and well appointed.
Reviewed on 30 Dec 2025
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is ฿4,719 per night from 14 Jan to 15 Jan
฿4,719
฿6,676 total
14 Jan - 15 Jan
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it. Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!
Reviewed on 26 Dec 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
