See all properties
Save

Wilder House Berkshires

2.0 star property
Bed & breakfast in Sheffield with free breakfast

Photo gallery for Wilder House Berkshires

Interior detail
Wilder House Berkshires Room 1
Interior detail
Front of property
Interior detail

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Air-conditioning
The current price is NZ$312
includes taxes & fees
30 Dec - 31 Dec

Explore the area

View map
48 S Main Street, Sheffield, MA, 01257
  • Place, Housatonic River
    ‪2 min drive‬
  • Place, Lime Kiln Farm Wildlife Sanctuary
    ‪2 min drive‬
  • Place, Ski Butternut
    ‪18 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪41 min drive‬

Room options

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 cots/infant beds
Flat-screen TV
Blackout curtains
  • 29 sq m
  • Sleeps 3
  • 1 King Bed and 1 Single 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
Premium bedding
Blackout curtains
Hairdryer
  • 19 sq m
  • Sleeps 3
  • 1 King 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 cots/infant beds
Flat-screen TV
Separate bedroom
Blackout curtains
  • 18 sq m
  • 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 cots/infant beds
Flat-screen TV
Blackout curtains
Premium bedding
  • 20 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for Wilder House Berkshires Room 5

Wilder House Berkshires Room 5

Wilder House Berkshires Room 5

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Flat-screen TV
Blackout curtains
Premium bedding
Separate bedroom
  • 21 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

About the area

Sheffield

At Wilder House Berkshires you'll be within a 20-minute walk of Lime Kiln Farm Wildlife Sanctuary and 3 km (1.9 mi) from Thom Reed UFO Monument Park. Highlights at this B&B include free weekend breakfast and free self-parking. .This bed & breakfast offers a garden, a picnic area and a fireplace in the lobby. Added amenities include a microwave in a common area. Free cooked-to-order breakfast is available at weekends between 8:00 AM and 10:00 AM. .With a stay at this Sheffield B&B, you'll be 3.5 km (2.2 mi) from Drury Preserve and 3.6 km (2.2 mi) from Magnolia Bluffs Casino.
View more B&B in SheffieldOpens in a new window

What's nearby

  • Housatonic River - 2 min drive - 2.5 km
  • Lime Kiln Farm Wildlife Sanctuary - 2 min drive - 2.2 km
  • Catamount Ski Area - 14 min drive - 17.7 km
  • Ski Butternut - 18 min drive - 19.1 km
  • Tanglewood Music Center - 36 min drive - 40.2 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬9 min drive
  • ‪Dunkin' - ‬9 min drive
  • ‪Dunkin' - ‬10 min drive
  • ‪Café Rena - ‬9 min drive
  • ‪Caddie Shack - ‬7 min drive

About this property

Wilder House Berkshires

Bed & breakfast in Sheffield with free breakfast
Free breakfast is served on weekends. Wilder House Berkshires also features a garden, a picnic area, and a fireplace in the lobby. Free self parking is available.

Smoking is allowed in designated areas at this Sheffield bed & breakfast.

  • 5 guestrooms or units
  • Cooked-to-order breakfast (free)
  • Garden
  • Outdoor picnic space
  • Fireplace in lobby
  • Smoking in designated areas
  • Microwave in a common area
Wilder House Berkshires offers 5 air-conditioned accommodations with a hairdryer and free toiletries. Each accommodation is individually furnished and decorated. Beds feature premium bedding. 45-inch flat-screen televisions come with digital channels.

Bathrooms include a shower. Guests can surf the web using the complimentary wireless Internet access (speed: 50+ Mbps).

Similar properties

Free daily full breakfast
Centennial House
  • Breakfast included
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
4.8 out of 5, Exceptional, 173 reviews
The price is NZ$350
includes taxes & fees
29 Dec - 30 Dec
Centennial House

Property amenities

Internet

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

Parking and transport

  • Free uncovered self parking on site
  • Limited on-site self parking

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 lift
  • 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 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
Information provided by the property may be translated using automated translation tools

Access methods

Access code, private entrance

Pets

  • No pets allowed

Children and extra beds

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

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Deposit: USD 24 per accommodation, per stay

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Rollaway bed fee: USD 20 per stay

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express, Discover and debit cards. Cash is not accepted. 

Property Registration Number C0490532670

Property is also known as

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

Frequently asked questions

What is the cancellation policy at Wilder House Berkshires?

Wilder House Berkshires offers free cancellation on select room rates. Check out the cancellation policy for more info.

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

As of 24 Dec 2025, prices found for a 1-night stay for 2 adults at Wilder House Berkshires on 30 Dec 2025 start from NZ$312.21, including 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.

Is parking available at Wilder House Berkshires?

Yep, Wilder House Berkshires has a free self car park.

Does Wilder House Berkshires serve breakfast?

Yep, complimentary cooked-to-order brekkie is on offer at weekends between 8:00 AM and 10:00 AM.

Is there a free airport shuttle available at Wilder House Berkshires?

No, Wilder House Berkshires does not offer an airport shuttle service.

What time are check-in & check-out at Wilder House Berkshires?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Wilder House Berkshires?

No, pets are not allowed.

Wilder House Berkshires Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 37 out of 41 reviews
Rating 8 - Good. 3 out of 41 reviews
Rating 6 - Okay. 0 out of 41 reviews
Rating 4 - Poor. 1 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

9.8/10

Cleanliness

9.6/10

Staff & service

9.4/10

Amenities

9.8/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

10/10 Excellent

Allison, Glenview

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I always enjoy my stay at Wilder House, thank you!!
Stayed 2 nights in Sep 2025

10/10 Excellent

Sandra

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

A charming place

A very charming place to stay. Incredibly quiet with lovely grounds. The trees surround the place are awe inspiring. Owner very friendly and warm. We will stay here again. Very nice breakfast. We are so glad we found this place.
Stayed 1 night in Sep 2025

10/10 Excellent

Molly

Stayed 1 night in Sep 2025

10/10 Excellent

Howard

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful and very comfortable house. Our hosts were always friendly and accessible, breakfast was delicious!
Stayed 2 nights in Aug 2025

10/10 Excellent

Laurie

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!
Stayed 2 nights in Aug 2025

10/10 Excellent

Susan

Travelled with family
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

Richard

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Jul 2025

8/10 Good

Venkatesh

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025

10/10 Excellent

George

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

Lovely stay

Brad was a terrific host in a perfect location to explore northwestern Connecticut and the Berkshires.
Stayed 1 night in Jun 2025

10/10 Excellent

George

Travelled with partner
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

10/10 Excellent

Matthew

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Lovely accommodations and staff were veery helpful.
Stayed 1 night in May 2025

10/10 Excellent

Allison, Glenview

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

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

4/10 Poor

Francesco

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

10/10 Excellent

Sidd

Travelled with partner
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, Glenview

Travelled with family
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

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

Allison, Evanston

Travelled with family
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

Louie

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

10/10 Excellent

Lisa

Business traveller
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, new york

Travelled with family and small children
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

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

10/10 Excellent

Boris

Travelled with partner
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

Genesis

Travelled with partner
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

10/10 Excellent

Glenda

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