Wilder House Berkshires | Bed & Breakfast in Sheffield

Q: How much does it cost per night to stay in Wilder House Berkshires?

Best-rates for the Wilder House Berkshires starts from $235 per night with includes Air Conditioner, Parking, Designated Smoking Area, View, Balcony/Terrace, Security/Safety, Sports/Activities, Fireplace/Heating, Guest Services, Child Friendly, Internet StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

| 9.5 (50 Reviews) | 5 Bedrooms 5 Bathrooms 11 Guests Stay&Play

Sheffield Bed & Breakfast | Wilder House Berkshires

5 Bedroom Bed & Breakfast in Sheffield

Wilder House Berkshires offers accommodations in Sheffield, 20 miles from Tanglewood Musical Center and 20 miles from Tanglewood. With free private parking, the property is 15 miles from Norman Rockwell Museum and 20 miles from Cranwell Spa & Golf Club. Great Falls is 6 miles from the bed and breakfast, and Canaan Village Historic District is 6.2 miles away. All units feature air conditioning and a flat-screen TV. Each room is equipped with a kettle, a private bathroom, and free Wifi, while some rooms are equipped with a terrace and some have garden views. At the bed and breakfast, each unit is equipped with bed linen and towels. A selection of options including warm dishes and fruit are served for the American breakfast. The bed and breakfast has a picnic area where you can spend the day outdoors. Holley Williams House Museum is 14 miles from the bed and breakfast, while Haystack Mountain State Park is 14 miles away. Bradley International Airport is 45 miles from the property.

Wilder House Berkshires is located in Sheffield.

This 5 Bedrooms Bed & Breakfast is suitable for tourists and travelers. It has several amenities that would guarantee your comfort. These amenities include: Air Conditioner, Parking, Designated Smoking Area, and several others. This is a 3 star rated property and has over 50 reviews with the average score of 9.5 . Coming to Sheffield and needing a place to stay? Be it for work or for leisure, consider staying at this Bed & Breakfast for your next visit, you will surely love it.

You can check the reviews and description of this 5 Bedrooms Bed & Breakfast if you want to learn more about this StayAndPlay.com place in Sheffield. These details are authentic, as they are provided by our partner, booking.com.

This Wilder House Berkshires in Sheffield is well equipped and has all facilities that have been listed below. Please note that these details were shared to us by booking.com for the listed “Wilder House Berkshires”. We solely rely on their shared details and are regarded as “accurate”. If you have any concerns about the information or accuracy describing this Bed & Breakfast, please let us know.

Unique Amenities

Air Conditioner
Parking
Designated Smoking Area
View
Balcony/Terrace
Security/Safety
Sports/Activities
Fireplace/Heating
Guest Services
Child Friendly
Internet

Policies

Check-in The minimum age for check-in is 18

Pet Policy Pets are not allowed

Other Policy 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.

48 South Main Street, Sheffield, MA 01257, USA

What Our Guests say 500 + Reviews

Aug 30, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Carrie, USA

Aug 30, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Positive: Location, decoration and breakfast

Summary: Laura at the breakfast was attentious and Very professional. Thanks. G&B

Guilherme, USA

Aug 27, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Positive: The decor in each room and common area was absolutely beautiful and fun. We had an amazing homeade breakfast of a gorgeous quiche with fruit and bacon. I loved that we could have coffee/tea anytime. Our room was amazing and the best was incredibly comfortable. We loved chatting with the owner and exploring the area.

Negative: Nothing!!!!!!!!

Summary: The most beautiful BNB, with amazing food and design!

Rosy, USA

Aug 20, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Positive: Lovely house on quiet property.

Summary: Wonderful getaway. Brad is a great host and the location makes exploring the Berkshires very easy.

Clifford, USA

Aug 17, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Positive: The interior design and breakfast!

Summary: Lovely cozy stay with an incredible bacon for breakfast!)

Gordei, Russia

Aug 14, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Positive: Morning breakfast was fantastic, room and bathroom facilities worked just fine.

Negative: parking was a little tight,

Summary: I would come back again!

Hank, USA

Aug 10, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Positive: Very clean and comfy beds. Good price for the season and the area.

Negative: Breakfast was very basic. The owners just had a baby and were not very available. Nobody there at check-in, which was a bit strange. More like an Airbnb than a bed and breakfast. Common areas are very dark. Our room was dark and small.

Summary: Comfortable beds with very nice/clean linens, about 10 minutes away from Great Barrington.

Natalia, USA

Jul 23, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Positive: Brad, owner is excellent, keeping you always informed. Our nice size room 4 with a very comfy king bed and private bath is exactly what we hoped for. Hot shower, with thick towels and quality little shower bottles. Breakfast is filling and better than food elsewhere. Location is great, close to Great Barrington. We will be back.

Negative: Nothing I would change.

Summary: Perfect Birthday in the Berkshires

Michael, USA

Jul 17, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Positive: Lots of amenities you wouldn’t necessarily expect in a rural bed and breakfast/vintage inn. From a lot of (free!) parking (~8 spaces for 5 rooms) to a standard charging cable (free for PHEV, $15 per stay for full-EV) and in an amazing location 5-minute drive from Great Barrington (with the impressive independent supermarket Guido’s). Brad is a very attentive host with just the right amount of contact prior to arrival (another surprising feature: contactless check-in with digital locks for your room and the inn’s front door) and the skills of a gourmet-level cook. Easily sone of the best soft-scrambled eggs I have EVER had! The rooms are tastefully appointed and include all the modern conveniences one would expect: streaming big-screen monitor, updated shower with excellent water pressure and beautiful tiles, mini-fridge, iron and ironing board. Best yet, a comfortable bed with extra pillows and effective blackout curtains!

Negative: Would be nice to have access to an ice machine 24/7.

Summary: Amazingly comfortable B&B with more amenities than expected!

Ron, USA

Jul 2, 2025 07:00:00 AM

Reviewer Type: Couple

Travel Purpose: leisure

Positive: Beautiful home and welcoming hosts

Summary: Amazing stay, very beautiful home

Maria, Azerbaijan

FAQ's

Is this Wilder House Berkshires pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

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

Check-in time for Wilder House Berkshires starts counting from 3:00 PM and check-out is until 11:00 AM. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Does the Wilder House Berkshires have a swimming pool?

No, this Wilder House Berkshires does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Wilder House Berkshires?

Best-rates for the Wilder House Berkshires starts from $235 per night with includes Air Conditioner, Parking, Designated Smoking Area, View, Balcony/Terrace, Security/Safety, Sports/Activities, Fireplace/Heating, Guest Services, Child Friendly, Internet StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Wilder House Berkshires a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this bed & breakfast 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the bed & breakfast has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Wilder House Berkshires wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Wilder House Berkshires has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Wilder House Berkshires?

Based on the information reported by the owner or manager, the Wilder House Berkshires indicates 1 day stay policy at this bed & breakfast. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Wilder House Berkshires?

Based on the information reported by the owner or manager, details for the cancellation policy for the Wilder House Berkshires are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check Bed & Breakfast Availability

Nightly rates from:

US $235