We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
New! Find and book your ideal hotel on TripAdvisor — and get the lowest prices

Orchard Shade Bed & Breakfast

Save
Book on TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
Enter dates for best prices
powered by PriceFinder
Prices from our online travel partners are not available
We can't find prices for this hotel
Our online travel partners don't provide prices for this accommodation, but we can search other options in Sheffield
Check In Check Out
Show Prices
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers"],"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"containerClass":null,"scriptFlags":null}
Add Photo Write a Review

8 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
Showing 8: English reviews
Pittsfield, Massachusetts
Level Contributor
9 reviews
common_n_hotel_reviews_1bd8 5 helpful votes
Reviewed 12 May 2015

The owners are very pleasant people who were quite helpful and accommodating... there was no problem with me coming in quite late on both of the nights I was there. Breakfast consisted of good coffee, fresh fruit, juice and fresh baked goods. Highly recommended.

Helpful?
Thank David G
Level Contributor
6 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 6 helpful votes
Reviewed 8 June 2014

We arrived pretty late. But that was OK, because Henry and Debbie left the porch light on and a note for us. The room was cozy and the attached bathroom was clean. We awoke in the am and looked out the window and were pleasantly surprised to see 2 cows and a donkey in the distance. Breakfast was delish. Especially... More 

Helpful?
Thank christineiqbal
Cape Cod
Level Contributor
2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
Reviewed 30 September 2013

Attending a weekend race at Lime Rock, we spent an evening at the Orchard Shade. A charming 1847 house, filled with lovely antiques, the bedroom and adjoining bath was gracious, well supplied and comfortable. The breakfast in the common room was a delight, with breads and pastries from a local bakery, as well as fresh fruit, freshly made quiche, granola,,and... More 

Helpful?
Thank shantycapecod
Wallingford, CT
1 review
Reviewed 3 September 2013

Orchard Shade B&B is located on a quiet counrty road, easy to find. After returning from a music concert in the evening, it was easy to relocate our B&B with it's well-lit sign. Parking was very convenient and our hosts were lovely people we genuinely enjoyed meeting. The breakfast was delightful and our hosts insisted we take the rest of... More 

Helpful?
Thank ferronapril
New York City, New York
Level Contributor
13 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
Reviewed 24 August 2013

My wife and I have stayed with Henry and Debbie 3 times over the last 4 years. We have always had a comfortable and charming antique filled room with private bath, air conditioning, and TV. Breakfasts have always been generous with selections of various gourmet pastries, fruit, cereal, locally baked breads, juice, coffee, various teas, and various local preserves, all... More 

Helpful?
Thank James A
Boston, Massachusetts
1 review
Reviewed 23 June 2013

My wife, 3 y.o. son, and I stayed at the Orchard Shade for one night when a good friend of mine got married in the Berkshires. The owners, Henry and Debbie, made us feel like home, attending to our every need. They stored the ice packs from our coolers in their frig so they were good to go the next... More 

Helpful?
Thank Yanivco
New York City, New York
2 reviews
Reviewed 28 May 2013

Me and my friend Mike stayed here during the Memorial Day Weekend of 2013 and had a wonderful experience. The owners were friendly, welcoming, and extremely flexible. They offered us two rooms so as to increase our comfort, served us a delicious breakfast including croissants, fruit, oatmeal, cereals and coffee, and were always willing to go the extra mile for... More 

Helpful?
Thank PeterVanham
Malibu, California
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
Reviewed 24 August 2011

We were told we had the choice of 3 rooms. One had a sagging bed, the other - with a queen sized bed - had dormer ceilings and exactly 6" of room between the bed and the wall. Head banging. No phone, no TV, no view. The bathroom was the size of my coat closet. Oh, the healthy breakfast? Not... More 

Helpful?
1 Thank A J

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Amenities

Additional Information about Orchard Shade Bed & Breakfast

Address: 999 Hewins St, Sheffield, MA 01257-9668
Region: United States > Massachusetts > Berkshires > Sheffield
Number of rooms: 3

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Questions & Answers

Questions? Get answers from Orchard Shade Bed & Breakfast staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?