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Wilder House Berkshires

2.0 star property
Bed & breakfast in Sheffield with free breakfast

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Photo gallery for Wilder House Berkshires

Wilder House Berkshires Room 3
45-inch flat-screen TV with digital channels, streaming services
45-inch flat-screen TV with digital channels, streaming services
Interior detail
Garden
VIP Access

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Air conditioning
  • Parking included
  • Free WiFi

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  • Get an in-stay perk at select properties, plus free room upgrades, early check-in, and late check-out when available

Room options

Available filters for rooms
Showing 5 of 5 rooms

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Wilder House Berkshires Room 5

Wilder House Berkshires Room 5

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Flat-screen TV
Blackout drapes/curtains
Premium bedding
Separate bedroom
  • 222 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Wilder House Berkshires Room 2

Wilder House Berkshires Room 2

Wilder House Berkshires Room 2

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Flat-screen TV
Blackout drapes/curtains
Separate bedroom
Premium bedding
  • 201 sq ft
  • Sleeps 3
  • 1 King Bed

View all photos for Wilder House Berkshires Room 1

Wilder House Berkshires Room 1

Wilder House Berkshires Room 1

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Heating
Free cribs/infant beds
Flat-screen TV
Blackout drapes/curtains
  • 312 sq ft
  • Sleeps 3
  • 1 King Bed and 1 Twin Bed

View all photos for Wilder House Berkshires Room 3

Wilder House Berkshires Room 3

Wilder House Berkshires Room 3

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cribs/infant beds
Flat-screen TV
Blackout drapes/curtains
Premium bedding
  • 194 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Wilder House Berkshires Room 4

Wilder House Berkshires Room 4

Wilder House Berkshires Room 4

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free cribs/infant beds
Flat-screen TV
Blackout drapes/curtains
Premium bedding
  • 220 sq ft
  • Sleeps 3
  • 1 King Bed
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About the area

Map
48 S Main Street, Sheffield, MA, 01257

What's nearby

  • Magnolia Bluffs Casino - 5 min drive - 4.6 km
  • Catamount Ski Area - 17 min drive - 17.4 km
  • Ski Butternut - 21 min drive - 18.7 km
  • Taconic State Park - 29 min drive - 18.9 km
  • Bash Bish Falls State Park - 29 min drive - 24.1 km

Getting around

  • Pittsfield, MA (PSF-Pittsfield Municipal) - 38 min drive

Restaurants

  • ‪McDonald's - ‬9 min drive
  • ‪Caddie Shack - ‬7 min drive
  • ‪Great Barrington Bagel Company - ‬9 min drive
  • ‪Industry Kitchen - ‬8 min drive
  • ‪Bogies Restaurant & Pub - ‬8 min drive

About this property

Wilder House Berkshires

Property highlights
At Wilder House Berkshires, you can look forward to free cooked-to-order breakfast, a garden, and a fireplace in the lobby. Guests can connect to free in-room WiFi.
You'll also enjoy perks such as:
  • Free self parking
  • Outdoor furniture
Room features
All guestrooms are individually furnished, and include comforts such as premium bedding and air conditioning, in addition to perks like free WiFi.
More conveniences in all rooms include:
  • Free tea bags/instant coffee and electric kettles
  • Bathrooms with showers and free toiletries
  • 45-inch flat-screen TVs with streaming services and digital channels
  • Heating and electrical adapters/chargers

Languages

English

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 50+ Mbps

Parking and transportation

  • Free uncovered self parking on site

Food and drink

  • Free cooked-to-order breakfast available on weekends 8:00 AM to 10:00 AM

Conveniences

  • Shared microwave

Outdoors

  • Garden
  • Outdoor furniture
  • Picnic area

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator
  • Stair-free path to entrance
  • Well-lit path to entrance

More

  • Communal living room
  • Designated smoking areas
  • Fireplace in lobby

Room amenities

Bedroom

  • Blackout drapes
  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 45-inch flat-screen TV with digital channels
  • Streaming services

Food and drink

  • Electric kettle
  • Tea bags/instant coffee

More

  • Air conditioning
  • Electrical adapters
  • Heating
  • Individual decor
  • Individual furnishings
  • Window screens

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 10:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

There is no front desk at this property
Guests planning to arrive outside of normal check-in hours will receive an email within 24 hours before arrival with check-in instructions and an access code; access will be through a private entrance
Prior to arrival, you must complete online registration via a secure link
If you are planning to arrive after 10:00 PM please contact the property in advance using the information on the booking confirmation

Access methods

Access code, private entrance

Pets

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are available for USD 20 per stay

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Deposit: USD 24 per accommodation, per stay

We have included all charges provided to us by the property.

Optional extras

  • Rollaway bed fee: USD 20 per stay

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards and debit cards; cash is not accepted
Property Registration Number C0490532670

We should mention

This property does not have elevators

Property is also known as

Wilder House Berkshires Sheffield
Wilder House Berkshires Bed & breakfast
Wilder House Berkshires Bed & breakfast Sheffield

Frequently asked questions

Is Wilder House Berkshires pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Wilder House Berkshires?

As of Aug 5, 2025, prices found for a 1-night stay for 2 adults at Wilder House Berkshires on Aug 17, 2025 start from CA $256.49, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Wilder House Berkshires?

Self parking is free at this property.

What time is check-in at Wilder House Berkshires?

Check-in start time: 3:00 PM; Check-in end time: 10:00 PM.

What time is check-out at Wilder House Berkshires?

Check-out is at 11:00 AM.

Where is Wilder House Berkshires located?

Situated in Sheffield, this bed & breakfast is 0.8 mi (1.4 km) from Lime Kiln Farm Wildlife Sanctuary and within 3 mi (5 km) of Thom Reed UFO Monument Park and Drury Preserve. Magnolia Bluffs Casino is 2.2 mi (3.6 km) away.

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Wilder House Berkshires Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 24 out of 28 reviews
Rating 8 - Good. 3 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 1 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.8/10

Cleanliness

9.6/10

Staff & service

9.0/10

Amenities

9.6/10

Property conditions & facilities

9.4/10

Eco-friendliness

Reviews

10/10 Excellent

Allison

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Always perfect!
Stayed 1 night in May 2025

10/10 Excellent

Allison

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I’m a returning guest. The house is always charming, welcoming, comfortable and clean! The owner is very accommodating.
Stayed 2 nights in Mar 2025

10/10 Excellent

Boris

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place, very clean, hospitable and designed with impeccable taste.
Stayed 1 night in Nov 2024

10/10 Excellent

Louie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice old charming room
Stayed 2 nights in Jan 2025

10/10 Excellent

Kiersten

Liked: Cleanliness, staff & service, property conditions & facilities
Room was very cozy and beautiful. Brad was very helpful and pleasant. The breakfast was delicious. We had a great getaway. Thank you.
Stayed 2 nights in Jan 2025

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A lovely B&B. Our host was very pleasant, had good communication, and made us a great breakfast. Rooms were clean & comfortable. We would certainly recommend this B&B and would stay here again as well.
Stayed 1 night in Aug 2024

10/10 Excellent

Genesis

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property, super clean, close to great Barrington, and has EV charging, which was a plus. Can’t wait to visit again.
Stayed 2 nights in Oct 2024

4/10 Poor

Francesco

Liked: Cleanliness
Disliked: Staff & service
I expected a better experience
Stayed 1 night in Mar 2025

10/10 Excellent

Beth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such a lovely place! The room was spotless and cozy and comfortable! Will definitely be back for hopefully longer than one evening. Brad was friendly, communicative, and accommodating.
Stayed 1 night in Dec 2024

8/10 Good

Jeffrey

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful restored Victorian home, room was cozy with individually controlled Heating and cooling. Wonderful area to explore for a few days trip, lots to see and visit.
Stayed 2 nights in Oct 2024

10/10 Excellent

Thomas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Bert was great - he really tried to help after the Expedia website (and app) made it impossible for me to cancel my trip (my wife and I came down with Influenza A). There was little he could do as I had booked through Expedia. I ended up paying full price and am finding it impossible to communicate with Expedia...
Stayed 2 nights in Apr 2025

10/10 Excellent

Aviv

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My stay at the Wilder house was great! It's a charming Victorian B&B, which was beautifully designed and arranged so guests can feel at home away from home. The room was comfortable and functional. Brad, the owner, was very helpful and accommodating. He provided detailed instructions ahead of the trip, and answered all of my questions. He was also there to prepare a delicious made to order breakfast. If you're looking for a great B&B in the Great Barrington area, look no further.
Stayed 1 night in Oct 2024

10/10 Excellent

Jill

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I thoroughly enjoyed my two nights stay at the Wilder House. I highly recommend the inn. It was a great value compared to many of the other places to stay in the Berkshires. The room was cozy and the bed was so very comfortable. The other furnishings were beautiful and functional antiques. Note: The original old wood floors are gorgeous but they do creak when walking. Breakfast was delicious- especially the avocado toast! You will find Brad, the Innkeeper and owner, to be extremely helpful and accommodating. (He’s also a great breakfast chef!). A relatively new guest accommodation in the Great Barrington area, Wilder House is looking forward to welcoming you.
Stayed 2 nights in Jul 2024

10/10 Excellent

Alan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Beautiful inn, wonderful owner, a few minor issues

The Wilder House is beautifully decorated, and our room was beautiful. There are books and games if you need to occupy your time, and Brad, the owner, is both a real sweetheart and a fine cook of the included breakfasts. Chat with him and you'll come away smiling. There are a few problems, though, most of them minor and easily remedied, such as the lack of a night light in the bathroom, the single-ply toilet tissue, and the little packets of rough facial tissue instead of a box of higher quality stuff. There's a patterned wood mat, a bit hard on bare feet instead of an area rug; Brad says he's planning to get rugs to cover the mats. There also are some issues that probably can't be fixed. Though there's a ramp to get into the building, only Room 1 is on the first floor; the other four are on the second floor, with stairs the only way to get to them. In our room, Room 4, there's a step up to get into the bathroom, and it's a bit of work to grab onto the sink to make sure you're getting out safely. And the mount for the showerhead is so high that if you need to change its direction, a short person (I'm 4 foot 11) simply can't do it. Those cautions aside, though, the Wilder House really is a lovely place to spend a weekend. And I can't emphasize enough what a terrific host Brad is. When he's talking to you, he's giving you his full attention. (Since he's also the breakfast waiter as well as cook, that can lead to some delays. Nobody seemed to mind them, though.)
Stayed 2 nights in Sep 2024

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My sister and I and her husband had a very nice stay. The rooms are very nice and very clean. We enjoyed an excellent breakfast every morning. I highly recommend Wilder House!
Stayed 3 nights in Jul 2025

10/10 Excellent

George

We had an excellent stay. The building is nice and very comfortable. Good start off to our honeymoon. See you in Dublin next. Slainte
Stayed 1 night in Jun 2025

8/10 Good

YOONHYUK

Liked: Room comfort
Disliked: Staff & service
Stayed 1 night in Apr 2025

10/10 Excellent

Sidd

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It's a boutique B&B place with 5 rooms with great interior decoration. Brad, the owner has an innate focus for details, which shows up in his communications and design of the property and room, including the naming of the inn (Wilder Oak is the name of his 3 years old son...). Brad is relatively new in the hospitality industry, but his intentions and mannerism are just right for the place. He cooks breakfast for guests in the weekend; design of the menue card and breakfast choices are just right for people who are looking for a stay in a homely place with a fairly good size living room to spread around. I highly recommend the place if your destination is Sheffield, MA (not UK) or passing by the southern Berkshire. You wont be disappinted............
Stayed 2 nights in Apr 2025

10/10 Excellent

Allison

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful, charming property. The rooms are clean and comfortable. The owner makes you feel like you’re home! Breakfast was delicious, thank you!
Stayed 2 nights in Jan 2025

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
I had a wonderful stay here! I felt very safe and very clean, the room smelled so nice and the bed was very comfortable. The floors are a bit creaky but it just comes with the character of the house. It’s such a great vibe, beautifully decorated and the snacks and coffee are great
Stayed 1 night in Jan 2025

10/10 Excellent

Benjamin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A stunning Bed and Breakfast! Good alliance between old and new :) - exquisite decor.
Stayed 1 night in Jan 2025

10/10 Excellent

Glenda

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Oct 2024

10/10 Excellent

Ryan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2024

10/10 Excellent

Irena

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We spent the last weekend at the Wilder House and we really enjoyed our stay there. It is a beautiful old house from the 1800’s and very stylish and very well maintained. The owner, Brad is very welcoming and makes you feel comfortable. He’s very social and very approachable, and makes very good breakfast himself. The cofffe is freshly brewed and very good. The Wilder House is in a good and convenient location to see the Berkshire region. We would highly recommend staying there.
Stayed 3 nights in Aug 2024