Sandisfield Holidays

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Top hotels in Sandisfield

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 22 Jan to 23 Jan
S$133
22 Jan - 23 Jan
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Everything was great!

Reviewed on 8 Jan, 2026

The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$171 per night from 1 Feb to 2 Feb
S$171
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (808 reviews)
Great staff, clean comfortable room.

Reviewed on 7 Jan, 2026

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 21 Jan to 22 Jan
S$162
21 Jan - 22 Jan
includes taxes & fees
9/10 Wonderful! (833 reviews)
Everyone was welcoming and nice. The bartender, I believe his name was Nick? Made great drinks. The room was cozy and the bed comfortable. Would definitely stay here again.

Reviewed on 11 Jan, 2026

Berkshires Untold
See all 1,063 properties in Sandisfield
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.