Wilder House Berkshires

Bed & breakfast in Sheffield with free breakfast

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Dates

November 2025

December 2025

Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated - Wilder House Berkshires (Sheffield)

45-inch flat-screen TV with digital channels, streaming services - Wilder House Berkshires (Sheffield)

Garden - Wilder House Berkshires (Sheffield)

Interior detail - Wilder House Berkshires (Sheffield)

Wilder House, in the heart of the Berkshires, offers a genuine retreat. Guests enjoy cooked-to-order breakfast and relax in the garden's outdoor seating. Free in-room WiFi is provided for those needing to stay connected.

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Exceptional

Popular amenities

Air conditioning
Parking included
Free WiFi

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Room options

Check availability for these dates

Tonight

Oct 28 - Oct 29

Tomorrow

Oct 29 - Oct 30

All rooms

1 bed

2 beds

Showing 5 of 5 rooms

Wilder House Berkshires Room 1

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Heating

Free cribs/infant beds

Flat-screen TV

Separate bedroom

312 sq ft
Sleeps 3
1 King Bed and 1 Twin Bed

Wilder House Berkshires Room 2

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Flat-screen TV

Separate bedroom

Blackout drapes/curtains

Premium bedding

201 sq ft
Sleeps 3
1 King Bed

Wilder House Berkshires Room 3

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Free cribs/infant beds

Flat-screen TV

Separate bedroom

Premium bedding

194 sq ft
1 bedroom
Sleeps 2
1 Queen Bed

Wilder House Berkshires Room 4

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Free cribs/infant beds

Flat-screen TV

Separate bedroom

Premium bedding

220 sq ft
Sleeps 3
1 King Bed

Wilder House Berkshires Room 5

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Flat-screen TV

Separate bedroom

Premium bedding

Blackout drapes/curtains

222 sq ft
1 bedroom
Sleeps 3
1 King Bed

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About the neighborhood

48 S Main Street, Sheffield, MA, 01257

What's nearby

Magnolia Bluffs Casino - 5 min drive - 2.9 miles
Catamount Ski Area - 17 min drive - 10.8 miles
Ski Butternut - 21 min drive - 11.6 miles
Taconic State Park - 29 min drive - 11.7 miles
Bash Bish Falls State Park - 29 min drive - 15.0 miles

Getting around

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

Restaurants

‪McDonald's - ‬9 min drive
‪Dunkin' - ‬9 min drive
‪Dunkin' - ‬10 min drive
‪ILSE Coffee - ‬8 min drive
‪Café Rena - ‬9 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

Similar properties

Pool
Breakfast included
Parking included
Free WiFi

$164 nightly

Oct 29 - Oct 30

Total with taxes and fees

Pool
Breakfast included
Parking included
Free WiFi

$143 nightly

Nov 2 - Nov 3

Total with taxes and fees

Pool
Air conditioning
Tennis court
Game room

$122 nightly

Oct 30 - Oct 31

Total with taxes and fees

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 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

9.8

Exceptional

9.8

Cleanliness

9.4

Amenities

9.6

Staff & service

9.6

Eco-friendliness

9.8

Property conditions & facilities

10/10 Excellent

Marina

Sep 25, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

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.

Stayed 1 night in Sep 2025

10/10 Excellent

Howard

Aug 30, 2025

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

Matthew

Jun 4, 2025

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

George

Jun 16, 2025

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

Laurie

Aug 12, 2025

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

Allison

May 29, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Always perfect!

Stayed 1 night in May 2025

10/10 Excellent

Boris

Nov 7, 2024

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

Allison

Mar 7, 2025

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

Michael

Sep 20, 2024

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

Louie

Jan 22, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Nice old charming room

Stayed 2 nights in Jan 2025

10/10 Excellent

Kiersten

Feb 7, 2025

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

Genesis

Oct 13, 2024

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

8/10 Good

Jeffrey

Oct 9, 2024

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

Beth

Jan 1, 2025

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

4/10 Poor

Francesco

Apr 9, 2025

Liked: Cleanliness

Disliked: Staff & service

I expected a better experience

Stayed 1 night in Mar 2025

10/10 Excellent

Thomas

Apr 14, 2025

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

Oct 10, 2024

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

Jul 15, 2024

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

Sep 23, 2024

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

Allison

Sep 23, 2025

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

xiang

Sep 14, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

一切都很好，早餐完美，环境幽雅

Stayed 1 night in Sep 2025

10/10 Excellent

Susan

Jul 30, 2025

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