Sheffield Holidays
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Top hotels in Sheffield
Wilder House Berkshires
48 S Main Street, Sheffield, MA
The price is Rp2.861.741 per night from 2 Nov to 3 Nov
Rp2.861.741
Rp3.196.604 total
2 Nov - 3 Nov
includes taxes & fees
9.6/10 Exceptional! (35 reviews)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
Reviewed on 25 Sept 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is Rp1.271.140 per night from 2 Nov to 3 Nov
Rp1.271.140
Rp1.789.836 total
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (678 reviews)
"Great lodge with 1 bedroom suites and fully stocked kitchens"
Reviewed on 7 Oct 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is Rp1.922.732 per night from 2 Nov to 3 Nov
Rp1.922.732
Rp2.378.883 total
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (748 reviews)
"The room was clean and comfortable. The staff was nice and the area was breathtaking. We woke up every morning and sat on the porch watching the clouds coil back as the sun rose higher in the sky."
Reviewed on 6 Oct 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.
Popular places to visit
Ashley House
You can learn about the history of Sheffield when you stop by Ashley House. Discover the area's breweries or seek out the hiking trails.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
