Conroy's B & B

11 East Street Route 7 PO Box 191, Stockbridge, MA 01262-0191 USA (Show map)
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This 1828 brick, Federal farm house and barn on 3 acres of spacious lawns, woods and gardens offers: informal, year round comfort; immaculate country rooms; fireplaces; antiques; sumptous and nutritious home-baked breakfast buffet and warm hospitality. Summer's enhanced offerings include top floor apt.with full kitchen and private deck with spectacular views in our wonderful, old, post and beam barn. Nestled in the heart of "America's Premier Cultural Resort", Stockbridge is minutes from: Tanglewood, the summer home of the Boston Symphony, three theatre companies, Jacob's Pillow Dance Festival, historic homes and estates, numerous museums, including our own Norman Rockwell, antique and outlet shopping, local artist's galleries, fine and fun dining, hiking, biking, boating and much more. We are smoke and pet free.



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  • Guest room4.1
  • Service4.6
  • Value4.1
  • Cleanliness4.8
  • Onsite Dining4.1

A Berkshire must-stay!

5 on August 09, 2013

This excellent B&B is quite a find. We return to it yearly, as do other guests. Joanne is a fabulous Inn-keeper and host and now a friend. You can't beat this B&B experience.

Feels like home

5 on August 08, 2013

Joanne and Jim run the most charming, inviting, relaxing B&B I have ever stayed in. The breakfast is fabulous and the rooms are beautiful.

Lovely Experience

4.8 on September 11, 2012

A charming B&B situated close to many events and sights in the Berkshires. Joanne is a very friendly host and makes everyone comfortable. Excellent breakfast and beautiful grounds to relax in and even a pool!

Wonderful Experience!

5 on May 14, 2012

My husband & I just spent a wonderful weekend at Conroy's B&B. We thoroughly enjoyed this B&B. Proprietors Joanne & Jim were very friendly and inviting. We felt very at home. Joanne was extremely knowledgeable about Stockbridge. We found the breakfast delicious and healthy. We hope to revisit this B&B in the near future. .


4.0 on March 13, 2012

My family and I visited the Conroy's B & B last summer. We stayed in the barn together. It was so much fun being together in such a great space. Joanne and James were very sweet and wanted to make our visit the very best...and they did. The breakfast was amazing. I love the granola the most. Homemade!! Fresh fruit and pancakes to die for. So much food that I could not possibly eat that much. The beds were very comfy. We had lots of room to get comfortable. We will definately go back to stay again. If you love B & B's like I do, I hope you will try them out. I'd give it 5 stars all around it the site would let me. They only allowed me to give up to 4 stars, not sure why.

Scrumptious & Friendly

4.8 on February 12, 2012

We enjoyed the relaxed and friendly ambience at this sweet B&B. Joanne and Jim are outgoing and warm and there to meet all our needs. Breakfasts were delicious & healthy!

Pre New Year's Celebration

4.0 on January 04, 2012

My wife and I decided to head to the Berkshires during the 2011 Holiday Week. We found Conroys on the Internet and took our chances. We made a great choice. Though there was no snow, the quiet off-season made no difference at Conroy's. Our room in th emain Inn was just wonderful, fireplace and all! Joanne was an attentive host and her breakfast was superb. Great conversation with her and other guests - an overall relaxing experience - just what we were looking for.

A great place to stay!

5 on November 12, 2011

Conroy's, in Stockbridge MA is a wonderful place at which to stay. (This was our second time at Conroy's, as we had also stayed there in 1999. Amid having so many guests during those 12 years, our hostess, Joanne, remembered us and even made muffins from a recipe I'd given her the first time we were there.) Our accommodations were lovely; and the breakfasts were delicious and healthy. Our hosts were most gracious in honoring our dietary restrictions. Joanne is very friendly, kind, and knowledgeable, and her husband, Jim, is very personable, as well. As a hostess, Joanne does much more than one might anticipate, making this a superlative retreat in a charming small town.

Wonderful Berkshires B&B

4.6 on October 02, 2011

Warm reception. Great value. Central location in the Berkshires. Owners go to great lengths to make your stay pleasant.

Mixed Bag

3.6 on July 14, 2011

A lovely room and gracious host was our first impression of the B & B. The place is a bit noisy due to its proximity to the Mass Turnpike, but the room was well soundproofed. The only flaw was the breakfast, which was something we look forward to at a B&B. The brochure speaks of "Fresh baked breads, yogurt, pastry, granola, jams & jellies". We got NONE OF THESE! We were served a small portion of fresh fruit, juice, coffee and pancakes. It was a super ordinary, unexceptional breakfast. We were quite disappointed, especially with the non-compliance with their own brochure!

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Rooms & Rates

Master Room

Our Master Room offers old-fashioned romantic charm, featuring a four-poster queen bed, antique decorations, a fireplace, and flowered wallpaper. This room has a spacious private bath with a shower and a claw-foot tub.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

Alice's Room

Enjoy queen-sized comfort with hardwood flooring and a shared bath for a last-minute weekend getaway.

  • Maximum Capacity: 2
  • Beds 1 Queen

Blue Room

Relax in the queen-size bed and country charm of hardwood flooring and a shared bath.

  • Maximum Capacity: 2
  • Beds 1 Queen

Nicki's Room - King Bed

The comfortable king-sized bed can be separated into two twin beds in this bright room featuring hardwood flooring and a shared bath upstairs.

  • Maximum Capacity: 2
  • Beds 1 King

Rose Room - King Bed

Offers cozy charm with hardwood flooring and a fireplace. The comfortable king-sized bed can be separated into two twin beds. This room features a private bath.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 King

West Room

A beautiful view of our garden and old stone farm foundations can be seen from this room featuring a king-size bed, hardwood floors, original wainscoting, private deck, and private bath.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 King

South Room

The queen-size Polanski Bed welcomes you to enjoy this charming room with a private bath and private deck.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

East Room

With hardwood flooring and exposed ceiling beams, this handsome room is now enlarged with sitting area. It has a private bath and patio and features both a king-size bed and a comfortable daybed.

  • Maximum Capacity: 4
  • Bathroom Private Bath
  • Beds 1 King

Split Level Chalet

The open "ski lodge design" apartment occupies the entire top floor of our wonderful, old post-and-beam barn. The apartment provides room enough for the whole family for an extended stay. Check with the owner regarding young children. On the living level are sitting areas, one of which has a fold-out queen sofa bed for an extra couple. Also on this level is a large bathroom with separate shower and tub with jets, a full kitchen, dining area, and closet.

  • Maximum Capacity: 4
  • Bathroom Private Bath
  • Beds 2 Queen

Rose Room - Two Twins

Offers cozy charm with hardwood flooring and a fireplace. This room features two twin beds and a private bath.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 2 Twin

Nicki's Room - Two Twins

Enjoy the two twin beds in this bright room featuring hardwood flooring and a shared bath upstairs.

  • Maximum Capacity: 2
  • Beds 2 Twin

Check Dates


Location Type

Countryside, Mountains, Small town


Albany, NY (ALB-Albany County) 45 miles

Directions to property:

Rte 90, Exit 2 Lee, Left on Rte 20, quick Right on Rte 102 West, Right Rte 7 North, Stockbridge, 1 mile on Rte 7 (East Street), Left into driveway at B&B sign

Area Attractions

Antique Shopping, Art Galleries, Concert venue, Gourmet/Fine Dining, Historical interests, Lake, Live Music, Movie Theater, Museum, National/State parks, Nature area, Opera; Dance Festival, Llama hikes;, Spas, Botannical Gardens;, Antique Coach and Sleigh Weekends, Festivals: Farm, Harvest, Christmas, etc., Outlet Stores, Performing Theater, Picnic area, Religious Services, River, Ski area, Winery

Inn Details

On-site amenities

BBQ grill, Board games, Copier, Fax Machine, Internet Service, Library, Telephone , Fridge on site, ironing boards on site, tv in apartment

Room amenities

Air conditioning, Alarm clock, Bath robes, Ceiling fans, Fireplace, Hairdryer, Hot tub/whirlpool tub, Ironing Board, Private entrance, Radio, VCR, Wi-Fi, Wired internet

On-site activities

Bicycle rental, Bicycle riding trails, Bird watching, Boating, Canoeing, Cross-country ski trails, Downhill Skiing, Fishing, Golfing, Hiking trails, Horseback riding, Hunting, Kayaking, Mountain Bike trails, Theatres, Dance Festival, Film Festivals, Concerts, Historic homes and gardens, Superb dining, Sailing, Shopping, Sight-seeing, Ski rentals, Snow shoe rental, Snow shoe trails, Swimming, Swimming pool, Tennis courts, Water sports, Whitewater Rafting

Check Dates


  • Check In:: 3-5 PM
  • Check Out:: 11AM
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only outside only for neat smokers
  • Drinking Allowed: Yes
  • Alcohol Provided No
  • Suitable For Children: Yes Under the watchful eyes of their well behaved parents
  • Childcare Provided: No
  • Guest Pets Allowed: No

Terms and Conditions

  • Minimum Stay: 2-3 nights on summer and fall weekends, holidays, and special local celebrations
  • Accepted payments VISA, Mastercard, Personal checks, Travelers checks, Cash
  • Deposit Amount Required: One night including tax
  • Cancellations: In fairness to others, we require a minimum of 2 weeks prior notice for cancellations. Your deposit will be returned, less a handling fee of 10% of the entire reservation. Should you cancel less than two weeks, you will be charged for the entire reservation. However, we will endeavor to accommodate you at a quiet time when we are not otherwise full.



Joanne and James Conroy

Languages spoken


Resident Pets

About the innkeepers

Cooking, reading, tennis, windsurfing (retired); skiing (in a past life when we had time), renovations and do-it-yourself projects

Check Dates




  • Time Served: 8-9:30 AM
  • Serving Location: Breakfast/dining area

Special meal options

Low fat , Restrictive , Vegetarian notify in advance

Signature Dish

Conroy's World Famous Granola
Whole oats, seeds and nuts slow baked in small quantity of canola oil and honey to a wholesome, healthy, nutty, slightly sweet perfection. Great with milk, yogurt, fresh fruit or even plain, out of your palm.