South Egremont Holidays
Photo by Leah Dalley
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Top hotels in South Egremont
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 15 Jan to 16 Jan
S$145
15 Jan - 16 Jan
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
All of the above!
Reviewed on 3 Jan, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 1 Feb to 2 Feb
S$170
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (801 reviews)
The hotel was clean all over and the rooms were spacious and clean. Pool was nice. We loved the outdoor hot tub.
Reviewed on 2 Jan, 2026
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
The price is S$314 per night from 27 Jan to 28 Jan
S$314
27 Jan - 28 Jan
includes taxes & fees
8.2/10 Very Good! (14 reviews)
Lovely with
Reviewed on 1 Jan, 2026
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.
