Bed and breakfast, 3-star48 South Main Street, Sheffield, MA, United StatesShow on map
One of our highest-scored stays, according to its guests.
9.6123ReviewsSerene Garden Setting & Free Parking Escape to Wilder House Berkshires for a tranquil stay surrounded by lush gardens and enjoy the convenience of complimentary private parking.
Modern Amenities & Cozy Accommodations Experience comfort at its best with air conditioning, flat-screen TVs, free WiFi, and private bathrooms with free toiletries in each room.
Scenic Picnic Area & Delicious Breakfast Indulge in a delicious American breakfast with warm dishes and fruits, or unwind in the charming picnic area for a perfect day outdoors.
Book now to experience a relaxing retreat at Wilder House Berkshires.
9.6
Rated 9.6 out of 10 by 123 guests who stayed here.
Everthing!
Everything was great!
Beautiful old house, lovely landscaping, Brad could not have been more helpful!
Nothing
We enjoyed our stay and would return. The freshly made breakfast was a nice plus. Sheffield is convenient to other Southern Berkshire towns, and is a little gem unto itself.
Brad was very communicative leading up to our stay, which was great. The room was well-appointed and comfortable, and the common areas were very charming. Laura the innkeeper was super nice and knowledgeable about the…
Great room
Nice public areas with games books music
Amazing hospitality and breakfast
Lovely old house with very comfortable beds and a delicious breakfast.
Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated January 2026.
48 South Main Street, Sheffield, MA, United States
Guests rate the location 8.7 out of 10 — fabulous.
Each room shows its own terms before you pay.
Most rates can be cancelled free until a date shown on the room.
Non-refundable rates are marked as such.
Check-in from 3:00 PM until 10:00 PM
Check-out by 11:00 AM
Children welcome
No pets
Free parking on site
Paid when you book, not at the desk.
Rates include the taxes and fees we can read.
The property may take a card at check-in for incidentals.
Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. This property does not accommodate bachelor(ette) or similar parties. A deposit may be required at the property.
Check-in is from 3:00 PM. Check-out is by 11:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.
No — the property states that pets are not allowed.
Yes — the property states that parking on site is free. Whether a space can be reserved in advance varies, so we check it against your dates.
Yes — internet access is listed among the property's facilities.
Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.
48 South Main Street, Sheffield, MA.
Nothing to do with the booking above. The same market, priced the same way, for if this one is not it.