LODGING

Luxury Hotels & Resorts

• Blantyre (circa 1902)
  16 Blantyre Road • Lenox, MA 01240
  413-637-3556
  This charming, Tudor-style country house and estate, located on 117 sprawling acres, offers eight uniquely decorated guestrooms and suites in the main house, four private cottages, and 11 inviting guestrooms in the carriage house. Also featured are two championship croquet courts, four tennis courts, a heated swimming pool, the Potting Shed Spa, and an award-winning restaurant. Currently their wine cellar has been awarded Wine Spectator’s Grand Award  more...  map

• Cranwell Resort, Spa and Golf Club
  55 Lee Road • Lenox, MA 01240
  413-637-1364, 800-272-6935
  A premier all-season resort situated on 380 acres in the Berkshires region in western Massachusetts, Cranwell Resort, Spa and Golf Club offers 114 distinctive and elegantly decorated guest rooms, suites, cottages and townhouses, three award-winning restaurants, a glass-enclosed indoor heated pool, the 35,000 square foot Spa at Cranwell, a state-of-the-art fitness center, an 18-hole championship golf course and more. Cranwell Resort is a member of the prestigious National Trust Historic Hotels of America.  map

• Wheatleigh
  Hawthorne Road • Lenox, MA 01240
  413-637-0610
  Open year round, this hotel has been the Hotel of the Year Grand Award winner, and offers the most elegant suites and rooms, as well as a long list of the finest in elegant amenities; the hotel’s fine restaurant is the premier fine dining restaurant in Lenox, and serves lunch and dinner seven days a week throughout the entire year. The nineteen guest accommodations hearken back to the charm of a romanticized European elegance, and the hotel offers a splendid Nineteenth Century ambience, a fitness room, a massage room, an outdoor heated pool, tennis courts, and much more.   map

Bed & Breakfast, Historic Inns & Hotels

• 1800 Devonfield Inn BOOK
  85 Stockbridge Road • Lee, MA 01238
  Located 2 Miles from Stockbridge
  413-243-3298, 800-664-0880
  Devonfield's upscale suites and bedrooms are all beautifully appointed and spacious with modern private baths, quilts, down comforters, plush sheets, towels, CD players, TV/VCRs, handmade chocolates and bottled water. Many have wood-burning fireplaces, Jacuzzis and fine terry robes. The Inn is completely air conditioned and wireless Internet is provided. The guest pantry is always open and stocked with treats. A fireside candlelit gourmet breakfast is served on fine china accompanied by classical music. Breakfast includes a bountiful buffet followed by a specially selected hot entree served tableside each day. more...  map

• Cornell Inn (circa 1777)BOOK
  203 Main Street • Lenox, MA 01240
  Adjacent to Kennedy Park
  413-637-0562
  This inn offers ten guestrooms in the Victorian main house, eleven guestrooms in the Carriage House, and ten guestrooms decorated with Colonial style decor in the MacDonald House; most of the rooms include fireplaces, whirlpool tubs, mini-bars, and private decks.  more...  map

• Apple Tree Inn & Restaurant (circa 1885)
  10 Richmond Mountain Road • Lenox, MA 01240
  413-637-1477
  Nestled on twenty two hilltop acres, this historical estate offers charming country guestrooms, with fireplaces and private baths in the main house, while also offering twenty one additional spacious guestrooms, with private baths, in the guest lodge. During a stay here one may enjoy an apple orchard, flower gardens, a heated swimming pool, a clay tennis court, and an elegant resturant.  more...  map

• B&B in the Berkshires, A
  1666 Dublin Road • Richmond, MA 01254
  413-698-2817, 800-795-7122
  Enjoy the country when you stay at A B&B in the Berkshires. This three-room bed and breakfast gives you all the things that you expect. Each room comes with air conditioning, cable televisions, down comforters and pillows, hand made quilts and private bathrooms. You can also take advantage of the complimentary breakfast and afternoon tea. A B&B in the Berkshires is located just minutes from town where you can enjoy great restaurants and outdoor activities.  map

• Birchwood Inn (circa 1767)
  7 Hubbard Street • Lenox, MA 01240
  413-637-2600
  Listed on the National Register of Historic Places, this Colonial Revival mansion features 11 individually decorated guestrooms, named after former residents of the mansion, with antiques, featherbeds, quilts, down comforters, fireplaces, and private baths. A full country breakfast and afternoon tea are included with one’s stay. more...  map

• Brook Farm Inn (circa 1882)
  15 Hawthorne Street • Lenox, MA 01240
  413-637-3013
  This Victorian bed and breakfast inn offers uniquely appointed rooms decorated with period pieces and antiques. Each guestroom features a private bath, air conditioning, many rooms with fireplaces, some rooms with whirlpool tubs, and a comfortable bed. A delicious breakfast buffet awaits guests in the morning and in the afternoon one may enjoy tea and scones.  more...  map

• Chesapeake Inn of Lenox
  210 West Street • Lenox, MA 01240
  413-637-3429
  A small inn only a quarter mile from Tanglewood. Each of he 4 guest rooms features: a queen-sized bed, a full, private, ceramic-tiled bath, central air conditioning and 2 windows with flower boxes. Enjoy the full "Whatever and Whenever" breakfast and the 75 foot heated, lap pool on your stay. more...  map

• Cliffwood Inn (circa 1890)
  25 Cliffwood Street • Lenox, MA 01240
  413-637-3330
  This Stanford White style bed and breakfast features seven guestrooms. A full breakfast and evening wine are served in the oval panelled dining room. more...  map

• Garden Gables Inn (circa 1780)
  135 Main Street • Lenox, MA 01240
  413-637-0193
  One of the oldest bed and breakfast Inns in Lenox, this charming Colonial Inn is nestled on five quiet and relaxing acres, with beautiful gardens and a 72-foot outdoor swimming pool. The main house offers 14 cozy guestrooms, while the cottage features four guestrooms, all decorated with American country décor and furnishings. Most rooms include fireplaces, canopy beds, and private decks or porches. A full breakfast is included.   map

• Gateways Inn
  51 Walker Street • Lenox, MA 01240
  413-637-2532
  With an ambience of old Europe, this bed and breakfast is situated in an elegant mansion and offers special romantic package deals, as well as great off season packages. The eleven guestrooms are exquisitely appointed and each has a private bath.  more...  map

• Hampton Terrace Bed & Breakfast (circa 1897)
  91 Walker Street • Lenox, MA 01240
  413-637-1773, 800-203-0656
  Within walking distance of many fine Lenox shops and restaurants, this fine inn is located near many high art cultural events, and is in an area that once attracted the literary elite, from Colonial days through the Gilded Age; the grand, sweeping staircase, the elegant décor, and the beautifully appointed guestrooms all bespeak the elegance of an earlier time, and beckon the visitor to retreat to an oasis of class and sophistication. All rooms include private baths and many other amenities, with five period rooms being located in the main house, and six king or queen rooms being located in the renovated carriage house.   map

• Harrison House
  174 Main Street • Lenox, MA 01240
  Across from Kennedy Park
  413-637-1746
  This elegant Country Inn features a large porch that faces Kennedy Park, and offers six guestrooms, with fireplaces, a selection of bath amenities, hairdryers, and private baths; a full lavish buffet breakfast is also included. more...  map

• Inn at Richmond (circa 1770's)
  802 State Road • Richmond, MA 01254
  Located 4 Miles from Lenox
  413-698-2566
  A beautifully restored colonial farmhouse, this house is located on a twenty-seven-acre property that offers magnificent views, perennial gardens, meadows and woodland paths, and is conveniently located near Tanglewood; rooms, suites, and cottages are individually decorated with antiques and heirlooms, and include many luxurious amenities; a sumptuous breakfast is also served. more...  map

• Kemble Inn (circa 1881)
  2 Kemble Street • Lenox, MA 01240
  413-637-4113
  Located on three acres, with magnificent mountain views, this elegant mansion offers fourteen spacious guestrooms with private baths; some of the rooms include marble fireplaces and Jacuzzi tubs, and a continental breakfast is included. more...  map

• Rookwood Inn
  11 Old Stockbridge Road • Lenox, MA 01240
  413-637-9750
  This gracious Victorian inn was selected by New York Magazine as one the best bed and breakfasts, is nestled within the heart of Lenox, and offers a quiet, relaxing charm. The inn is within walking distance of most activities, and offers an atmosphere that is warm and romantic, while also being family-friendly; the breakfasts served are as healthy as they are delicious. Guests will enjoy the individually decorated rooms filled with antiques, luxurious amenities, and modern conveniences, and all of the rooms include private bathrooms, telephones, and air conditioning. more...  map

• Seven Hills Inn (circa 1911)
  40 Plunkett Street • Lenox, MA 01240
  413-637-0060
  One of Lenox’s original gilded age mansions, the Manor is set on 27 acres of sweeping lawns and stunning gardens. The Manor is furnished with antiques, hand-carved fireplaces, leaded glass windows and eclectic art. We serve a full breakfast buffet on weekends; continental during the week. Amenities include fireplaces, jet tubs, library, swimming pool , private baths, TVs and WiFi. more...  map

• Thaddeus Clapp Bed & Breakfast, The (circa 1871)
  74 Wendell Avenue • Pittsfield, MA 01201
  Located 7 Miles from Lenox
  413-499-6840
  A meticulously restored mansion that is listed on the National Register of Historic Places, this Inn is located in the Historic District of Pittsfield, Massachusetts; the District is filled with stately homes and is a wonderful place to take a leisurely stroll. The Inn is convenient to all the celebrated cultural attractions and some of the most beautiful scenic areas of Massachusetts and New England.  more...  map

• Village Inn, The (circa 1771)
  16 Church Street • Lenox, MA 01240
  413-637-0020, 800-253-0917
  Each of the 32 guestrooms at this lovely inn is unique and individually furnished with country antiques and reproductions. All rooms have a telephone with voice mail, a television with a VCR, a CD player with FM clock radio, and a private bath with hair dryer and magnifying mirrors, while most also include whirlpool tubs. The rooms offer a variety of choices that include queen size four-poster canopied beds, a king sized bed, or two twins beds. Some rooms have functional fireplaces.  map

• Walker House (circa 1804)
  64 Walker Street • Lenox, MA 01240
  413-637-1271
  This romantic, classic American Federal architectural style inn is filled with antiques, and features a parlour with a grand piano, outdoor and screened verandas, and a cinema that shows films, operas, plays, and more, nightly on a twelve-foot screen. Eight spacious double bedrooms are available, all named after famous Classical composers and all with private baths and antique furnishings; some of the rooms have fireplaces, and a continental breakfast is included with one’s stay. more...  map

• Whistler's Inn (circa 1820)
  5 Greenwood Street • Lenox, MA 01240
  413-637-0975
  An English Tudor country manor house, Whistler's Inn captures the warmth, elegance and romance of a bygone era. Across the road from Kennedy Park and The Church on the Hill, the inn is close to Lenox town center, Tanglewood, and all major Berkshire attractions.  more...  map

Bed & Breakfast Guides and Directories

• BedandBreakfast.com
  is a leading directory of bed and breakfasts, inns, and boutique lodgings throughout Lenox and neighboring Massachusetts towns. Shop, compare, and book from their large selection of Lenox 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.

Spas & Wellness Retreats

• Canyon Ranch Lenox
  165 Kemble Street • Lenox, MA 01240
  413-637-4100, 800-742-9000
  Situated among the wooded hills of Lenox in the Berkshires, the award-winning Canyon Ranch's New England-style Inn features 126 guest rooms and suites, a demonstration kitchen, meeting rooms, a lounge with a fireplace and more. The on-site 100,000-square-foot spa complex includes a fitness department, five gyms, a yoga studio, 75-foot indoor pool, exercise and weight training rooms, indoor tennis, racquetball, squash, basketball and sports courts, locker rooms, steam and inhalation rooms, a sauna, men's cold dip, whirlpools, and an indoor running track. Salon, therapeutic massage and skin care services are also available.  map

Condos & Vacation Rentals

• Lenox, MA,Vacation Rentals By Owner on VRBO®
  Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...

• HomeAway Vacation Rentals in Lenox, MA
  Forget ordinary hotel rooms! Finding the perfect vacation getaway in Lenox, MA is easy on HomeAway.com. Choose from 75,000 homes, condos, guesthouses, cottages, and cabins worldwide, and inquire directly with property owners through the site. HomeAway.com vacation rentals offer a unique local experience, often less expensive and more spacious than hotel rooms.

• Rentalo.com
  saves you time! Click to inquire & compare offers from Vacation Rentals, Hotels, and Bed & Breakfasts in Lenox, MA. Find the best deals on short term accommodations using this award-winning, traveler-tested website. Browse our extensive inventory offering leisure and business travelers a wide variety of lodging options; from a budget studio to a luxury villa on a private island, from a small boutique hotel or bed and breakfast to a 5 star resort. Find the perfect place to stay for every occasion including family vacations, romantic getaways, business trips, ski, beach or golf vacations.

• Lenox, MA Vacation Rentals by AlwaysOnVacation.com
  Find the perfect vacation rental to match your budget without compromising on luxury and comfort. Search from a wide selection of vacation homes, villas, condos and other property types. Browse photos, rates, availability and book properties directly from owner in Lenox and surrounding areas.

• Lenox, MA, Vacation Rentals on Vacation Rentals.com
  Are you still making hotel reservations? At VacationRentals.com, customize your next vacation and take advantage of off-season discounts, last minute deals, and freebies! No matter what destination or property type or number of bedrooms you’re looking for, you can find an affordable vacation rental that will suit the needs of you and your fellow travelers. So, what are you waiting for? No matter how tight your budget, you can book your dream vacation on VacationRentals.com today!

• Ponds at Foxhollow
  Route 7 • Lenox, MA 01240
  413-637-1469
  Ponds at Foxhollow is a secluded resort located on 223 beautiful acres overlooking beguiling ponds. 48 one and two-bedroom condominiums with fully equipped kitchens, dining areas, living areas with double sleeper sofas, private decks, and master baths with Jacuzzi tubs are available. Other amenities include indoor and outdoor pools, hot tubs, a sauna, an exercise facility, a library, outdoor tennis courts, basketball courts, a playground, computer room, and areas for hiking, biking and cross country skiing. more...  map

Motels/Hotels

• Days Inn
  194 Pittsfield Road • Lenox, MA 01240
  413-637-3560
  Guests of this Days Inn will enjoy amenities such as a continental breakfast, weekday newspaper, in-room hairdryers and AM/FM clock radios; all at an affordable price.   map

• Econo Lodge
  130 Pittsfield Road • Lenox, MA 01240
  413-637-4244
  This hotel provides one hundred twenty spacious guestrooms, with refrigerators, coffee makers, and voice mail, as well as an outdoor pool, a tennis court, a lounge, meeting rooms, and a continental breakfast.  map

• Hampton Inn & Suites Berkshires - Lenox
  445 Pittsfield Road & Mollie Way • Lenox, MA 01240
  413-499-1111
  This Hampton Inn & Suites in the Berkshire Mountains offers 79 stylishly appointed rooms, a fitness center, guest laundry facilities, an indoor pool, meeting rooms, a business center, convenience store and more. more...

• Howard Johnson Express Inn
  462 Pittsfield Road • Lenox, MA 01240
  413-442-4000
  The Howard Johnson Lenox is centrally located in the heart of New England close to all the attractions. It offers an outdoor pool, a continental breakfast, 2 floors and electronic door locks.   map

• Yankee Inn
  461 Pittsfield Road • Lenox, MA 01240
  413-499-3700
  This unique boutique-style complex features ninety six guestrooms in seven different room styles, with twenty two of the rooms having fireplaces; other features include an indoor pool, a hot tub, a spa, a fitness room, and a conference centre, and a complimentary expanded continental breakfast is included.  map