Name: Wilder House Berkshires
Address: 48 S Main Street, Sheffield, US

10/10

Exceptional

11 Jul 2026

Julianne

This b&b was so charming. The room was very well kept and had a private bathroom and we especially loved the decor of the living areas. It was well thought out and visually pleasing and calming. Brad the owner was so helpful with suggesting places to eat around the area and Laura the innkeeper made the best breakfasts that were included with our stay. She was very attentive to our needs and even added a nice touch of complimentary champagne for our anniversary. So thoughtful!! We highly recommend this b&b!! The area was so cute with cute towns nearby to explore. And antique shops especially!! Thank you for a wonderful experience!!!

Partner

10/10

Exceptional

20 Jun 2026

Sherri

Bed was super comfortable. Breakfast was great (love that homemade yogurt) and Laura, the innkeeper, was lovely. Thank you and we can’t wait to come back.

Partner

10/10

Exceptional

10 Jun 2026

Dona

The welcoming spaces still allowed for privacy while providing the most wonderful comforts such as cold and hot drinks, books,board games and a garden retreat. Our room could be kept at our preferred temperature with an individual, quiet cooling unit that didn't block the garden view. The morning breakfast included a delightful menu at a unique gourmet level.

Partner

10/10

Exceptional

05 Jun 2026

Jennifer

Great stay and the breakfast was fantastic

Self

10/10

Exceptional

01 Jun 2026

Elanor

We can't say enough lovely things about Wilder House and especially Brad! We truly enjoyed our time at Wilder House--it's quiet yet convenient to so many attractions in the Berkshires, and the property itself is beautiful and our room was comfortable--but what made it special was the host. We had a great time getting to know him and felt well-cared for during our stay. Brad even checked in on us when we were running behind for check in, to make sure that everything was okay. And as so many others have mentioned, the breakfast was delicious. (We had an omelet made with eggs from a neighbor of Wilder House--delightful!) We hope to stay here again next time we're in the Berkshires!

10/10

Exceptional

29 May 2026

Allison

My favorite place to stay! Always comfortable and breakfast was great.

10/10

Exceptional

18 May 2026

Catherine

the breakfast is from heaven. the house is beautiful. love the stay.

Partner

10/10

Exceptional

11 May 2026

Maria

Very comfortable bed, that was mostly what I cared about. I got my beauty sleep)

Partner

10/10

Exceptional

27 Apr 2026

Nurit

Loved everything!

Partner

10/10

Exceptional

19 Apr 2026

Kees

Great Bed and Breakfast. Eggs to order. Cool house.

Friends_and_family Family

10/10

Exceptional

03 Apr 2026

Margaret K

Only discomfort was a hard rug on my barefeet. So I'll remember to bring slippers. Otherwise, the ambiance, service, friendliness, access was wonderful. What a lovely place!

10/10

Exceptional

23 Jan 2026

Kristinna

Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back.

Leisure Partner

10/10

Exceptional

13 Jan 2026

Evan M

It was a very pleasant hybrid of a classic BnB with the privacy of an air BnB. Host was on point and communicative. We loved hanging out downstairs in the living room(s). Breakfast was fabulous

10/10

Exceptional

22 Dec 2025

Mark

The place is lovely, room is cozy, and the bed is comfy

Business_and_leisure Partner

10/10

Exceptional

09 Nov 2025

Allison

Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you!

Leisure

10/10

Exceptional

20 Oct 2025

Crystal

Room and indoor/outdoor common areas were beautiful. Inn keeper and owner were super nice and friendly. We loved our stay.

Friends_and_family Family

10/10

Exceptional

09 Oct 2025

Julie

Clean room comfortable bed

Partner

10/10

Exceptional

25 Sep 2025

Marina

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.

Business Self

10/10

Exceptional

23 Sep 2025

Allison

I always enjoy my stay at Wilder House, thank you!!

Leisure Family

10/10

Exceptional

20 Sep 2025

Sandra

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.

Partner

10/10

Exceptional

30 Aug 2025

Howard

Beautiful and very comfortable house. Our hosts were always friendly and accessible, breakfast was delicious!

Leisure Partner

10/10

Exceptional

11 Aug 2025

Laurie

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!

Leisure Partner

10/10

Exceptional

30 Jul 2025

Susan

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!

Leisure Family

10/10

Exceptional

15 Jun 2025

George

Lovely stay

Brad was a terrific host in a perfect location to explore northwestern Connecticut and the Berkshires.

Partner

10/10

Exceptional

06 Jun 2025

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

Leisure Partner

10/10

Exceptional

04 Jun 2025

Matthew

Lovely accommodations and staff were veery helpful.

Friends_and_family Family

10/10

Exceptional

28 May 2025

Allison

Always perfect!

Leisure Family

10/10

Exceptional

14 Apr 2025

Thomas

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...

Business_and_leisure

4/10

Poor

09 Apr 2025

Francesco

I expected a better experience

Business_and_leisure Family

10/10

Exceptional

07 Apr 2025

Sidd

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............

Leisure Partner

10/10

Exceptional

07 Mar 2025

Allison

I’m a returning guest. The house is always charming, welcoming, comfortable and clean! The owner is very accommodating.

Leisure Family

10/10

Exceptional

07 Feb 2025

Kiersten

Room was very cozy and beautiful. Brad was very helpful and pleasant. The breakfast was delicious. We had a great getaway. Thank you.

10/10

Exceptional

26 Jan 2025

Allison

Beautiful, charming property. The rooms are clean and comfortable. The owner makes you feel like you’re home! Breakfast was delicious, thank you!

Leisure Family

10/10

Exceptional

22 Jan 2025

Louie

Nice old charming room

Leisure Partner

10/10

Exceptional

15 Jan 2025

Lisa

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

Business Self

10/10

Exceptional

12 Jan 2025

Benjamin

A stunning Bed and Breakfast! Good alliance between old and new :) - exquisite decor.

Leisure Family_with_children

10/10

Exceptional

01 Jan 2025

Beth

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.

Leisure Self

10/10

Exceptional

07 Nov 2024

Boris

Great place, very clean, hospitable and designed with impeccable taste.

Leisure Partner

10/10

Exceptional

13 Oct 2024

Genesis

Beautiful property, super clean, close to great Barrington, and has EV charging, which was a plus. Can’t wait to visit again.

Leisure Partner

10/10

Exceptional

10 Oct 2024

Aviv

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.

Leisure Self

8/10

Excellent

09 Oct 2024

Jeffrey

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.

Leisure Family

10/10

Exceptional

23 Sep 2024

Alan

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.)

Partner

10/10

Exceptional

19 Sep 2024

Michael

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.

Leisure Partner

10/10

Exceptional

08 Sep 2024

Irena

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.

Leisure

10/10

Exceptional

15 Jul 2024

Jill

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.

Leisure Self

10/10

Exceptional

14 Sep 2025

xiang

一切都很好，早餐完美，环境幽雅

Leisure