Find Winery Hotels in Sheffield, MA from CA $124

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Check availability on Sheffield Winery Hotels

Tonight
Aug 5 - Aug 6
Tomorrow
Aug 6 - Aug 7
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Sheffield Winery Hotels

We don't have any properties that match your exact search

Recommended hotels in Sheffield

Wilder House Berkshires
Wilder House Berkshires Room 3

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (28)
"Always perfect! "
The price is CA $256
CA $286 total
includes taxes & fees
Aug 17 - Aug 18
Wilder House Berkshires
Guesthouse Cabin vacation rentals in Berkshire County
Dining

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (7)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
The price is CA $626
CA $1,107 total
includes taxes & fees
Aug 6 - Aug 7
Guesthouse Cabin vacation rentals in Berkshire County
Cheerful 3-bedroom cottage with woodstove
Property grounds

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (39)
"The property was centrally located for skiing, and was a comfortable stay."
The price is CA $326
CA $682 total
includes taxes & fees
Sep 3 - Sep 4
Cheerful 3-bedroom cottage with woodstove
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is CA $124
CA $185 total
includes taxes & fees
Aug 6 - Aug 7
Becket Motel
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Smart TV, books

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.8 out of 10, Exceptional, (7)
"My wife, two kids, and chocolate lab spent a few days at the cottage to enjoy the snow and hot tub. Everything was set up exactly as described and Nicole was very friendly and proactive. We had a great time and would do it again "
The price is CA $245
CA $563 total
includes taxes & fees
Sep 3 - Sep 4
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Outdoor dining

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here. Location was excellent. Very peaceful and quiet. The house was clean and had everything you needed. Would come again!"
The price is CA $223
CA $540 total
includes taxes & fees
Sep 1 - Sep 2
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent bed and breakfast, room was clean and comfortable."
The price is CA $408
CA $453 total
includes taxes & fees
Aug 10 - Aug 11
Manor House Inn
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
Dining

Charming Retreat at Stone Hill Estate – Nature Meets Luxury

The price is CA $551
CA $1,069 total
includes taxes & fees
Aug 6 - Aug 7
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
CT Gate House Goshen CT, Gate House Goshen CT
Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
10.0 out of 10, Exceptional, (2)
"The property was great and the house was huge even for all 12 of us "
The price is CA $203
CA $958 total
includes taxes & fees
Aug 6 - Aug 7
CT Gate House Goshen CT, Gate House Goshen CT
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (122)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is CA $226
CA $260 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn
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.

Top Sheffield Hotel Reviews

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"My stay was perfect. I can't wait to stay there again. "
RICHARD 2-night trip
Posted 2 days ago
Howard Johnson by Wyndham Lenox