LODGING

Bed & Breakfast, Historic Inns & Hotels

• Applegate Bed & Breakfast (circa 1920s)BOOK
  279 West Park Street • Lee, MA 01238
  413-243-4451, 800-691-9012
  An elegant country estate set in the heart of the Berkshires, the Applegate Bed and Breakfast is located in historic Lee, Massachusetts. The Inn offers ten guest rooms and a cottage, each with a private bath and air conditioning. There is also a wicker porch and a pool for guests to enjoy. A candlelight breakfast, afternoon juice, cheese, and chocolates are included with your stay. more...  map

• 1796 House
  P.O. Box 127 • Stockbridge, MA 01262
  46 Interlaken Road (Route 183)
  413-298-4333
  This charming and romantic early Colonial inn is an elegant and upscale bed and breakfast that features such fine attractions as five fireplaces, central air conditioning, a décor accentuated by fine antiques, and a copious breakfast; the inn is surrounded by secluded ponds and gardens, where one may get lost amidst tranquility. The rooms all include televisions, VCRs, private phones and private baths.  more...  map

• Blue Willow Bed and Breakfast
  2 Lincoln Lane • Stockbridge, MA 01262
  413-298-3018
  This bed and breakfast offers quiet and soothing comfort and tranquillity, while being only a short, leisurely walk from all that downtown Stockbridge has to offer; there are three guestrooms that each include a private bath, a television and air conditioning, and the inn and guestrooms exude an ambience of simple elegance that is highlighted by a décor that features many antiques.  more...  map

• Brookside
  4 Goodrich Street • Stockbridge, MA 01262
  413-298-4243
  Dating to the mid Nineteenth Century, this picturesque Colonial style house is situated on an acre of private land and features a suite of rooms with a private entrance; the suite includes a large bedroom with a king sized bed, an adjoining living room, cable television, a microwave, a small refrigerator, air conditioning, a breakfast nook, and a Continental breakfast is served.   map

• Conroy's B&B (circa 1830)
  11 East Street • Stockbridge, MA 01262
  Route 7
  413-298-4990
  This Federal style farmhouse features inviting rooms, some with private and some with shared baths, with some of the rooms having fireplaces; a full and hearty breakfast is served each morning.  more...  map

• Cottage, The
  Prospect Hill Road • Stockbridge, MA 01262
  413-298-3333
  This lovely cottage is located on two charming acres with gardens, a picnic area, and beautiful mountain views, while also having a location that is conveniently close to Main Street; a Continental breakfast is included, at this inn that offers luxurious two-room suites with private baths and patios.  more...  map

• Inn at Stockbridge (circa 1906)
  Route 7, Box 618 • Stockbridge, MA 01262
  413-298-3337
  This turn-of-the-century Georgian style country inn has a total of sixteen rooms shared between the main house, the cottage house, and the barn. The rooms are filled with antiques, fine furnishings, and either king or queen-size beds, while some rooms have fireplaces and double whirpools. There is also a pool, and a gourmet breakfast is served by candlelight.  more...  map

• Mill Cottage Bed and Breakfast (circa 1845)
  155 Willow Street; P.O. Box 987 • Stockbridge, MA 01262
  Located in South Lee, MA
  413-243-4667
  A warm Berkshires welcome awaits you at this charming, English-style B&B in a country setting, just five minutes from Rockwell's famous Stockbridge Main Street. Gourmet breakfasts served in the great hall with river and garden views.  more...  map

• Olde Lamplighter
  8 Church Street • Stockbridge, MA 01262
  413-298-3053
  Located only one half mile from downtown Stockbridge, this charming inn features a lovely breakfast that includes home baked breads; there are three comfortable and inviting rooms, one with a private bath, and two that share a bath.  more...  map

• Red Lion Inn (circa 1773)
  30 Main Street • Stockbridge, MA 01262
  413-298-5545
  Welcoming travelers to the Berkshires for more than two centuries, the Red Lion Inn is a charter member of Historic Hotels of America that offers 108 individually decorated guestrooms filled with antiques, artwork, china and colonial pewter, elegant and casual dining, live nightly entertainment, a year-round heated outdoor pool and hot tub, the Red Lion Gift Shop and the flagship Country Curtains Store.  map

• Seasons on Main Bed and Breakfast
  47 Main Street • Stockbridge, MA 01262
  413-298-5419
  This Greek revival home features four elegant and spacious guestrooms, all with lovely furnishings, private baths, some of which contain claw foot tubs, and king or queen-size beds; one can relax on the front porch with a great view of "Rockwell's Main Street" and the Old Corner House, at this inviting bed and breakfast, where a full breakfast is served. more...  map

• Taggart House, The
  18 Main Street • Stockbridge, MA 01262
  413-298-4303
  Victoria Magazine has said of this inn that it is an earthly paradise, and The Starr Hotel Guide has used such adjectives as “sumptuous, awesome and divine” when offering an opinion of the Taggart House; an atmosphere rich with art and antiquities pervades the house, which has been host to many notable guests. There are spaciously elegant common areas, and four luxurious guestrooms, all of which include private baths, fine imported bath appointments, air conditioning, and much more. more...  map

• Williamsville Inn (circa 1797)
  Route 41 • Stockbridge, MA 01266
  West Stockbridge
  413-274-6118
  This large plank farmhouse, built by a Revolutionary War soldier, has sixteen lovely guestrooms, each with a private bath, and a stay includes a full breakfast. All of the rooms have been renovated so as to offer the best in modern comforts, while retaining an historic ambience, with a total of sixteen rooms being offered between the three floors of the main house, the cottage, and the renovated barn.  more...  map

Bed & Breakfast Guides and Directories

• BedandBreakfast.com
  is a leading directory of bed and breakfasts, inns, and boutique lodgings throughout Stockbridge and neighboring Massachusetts towns. Shop, compare, and book from their large selection of Stockbridge B&B properties with many exclusive deals offered. Gift certificates are also available. BedandBreakfast.com has nearly 7,000 property listings throughout the United States with 50,000 reviews, 80,000 property photos, and interactive maps.

Condos & Vacation Rentals

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• Stockbridge, MA Vacation Rentals by AlwaysOnVacation.com
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