FacebookBerkshire Resorts and Lodges
On the rolling hills of five beautiful acres, is the quaint and quiet Garden Gables Inn. Take a break from the hectic life that pulls relentlessly at you, and remember all the simple pleasures in life. Enjoy a refreshing dip in the swimming pool, spend the afternoon working those knots out at the spa or just relax on the porch with a good book or good company. Each day, enjoy delicious, home-made, organic food that will quench your taste buds and leave you desiring the next meal. Fifteen individually designed rooms features four-star amenities such as AC, Aveda products, WiFi, IPod clock-radios and TVs. Planning a wedding? The storybook location is perfect for that dream wedding you've been dreaming of. The owners also welcome you down the road to their orchard and winery for a day of... more
- Property Size: 15 units
- Open Dates: Open Year Round
- Nearby City: Lenox
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: No
- Pets Allowed: No
- Kids Allowed: No
Resort Type(s): Ecotourism, Family Reunion, Historical, Romantic, Spa, Wedding
Whether you're looking for a romantic getaway, a family vacation, or just a week with friends you'll find exactly what you need to make it a special trip at Jiminy Peak. Standing at the base of the mountain is the 105 suite Country Inn, offering you luxurious rooms with plush beds and fully-equipped kitchenettes. The Country Inn is more than just a place to sleep, though; it's your home base for adventure! Whether it's splashing in the pool at the Country Inn, speeding down the slopes during a day of skiing, or playing in the Mountain Adventure Park or Aerial Adventure Park on a sunny summer day, you'll find plenty of fun for everyone at Jiminy Peak Mountain Resort!... more
- Property Size: 105 units
- Open Dates: Open Year Round
- Nearby City: Hancock
- Nearby Water: N/A
- Conference Facility: Yes
- Restaurant Onsite: Yes
- Pets Allowed: No
- Kids Allowed: Yes
Resort Type(s): Family, Family Reunion, Mountain, Nature, Romantic, Ski
Four seasons of relaxation and excitement awaits for you at the beautiful Kemble Inn. This Berkshires destination combines the stunning architecture of a 125-year-old Gilded Age mansion with completely modern amenities and furnishings for a one-of-a-kind vacation experience. You'll fall in love with the charming mountain vista scenery, the spacious veranda where you can enjoy a delightful breakfast, and the close proximity to Lenox Village, just a short walk away! Every room offers Aveda bath products, HDTVs, free wireless internet, and much more to ensure your complete comfort. And when you're looking to explore the area, visit the Berkshire and Norman Rockwell Museums, or head to Hilltops Orchards for an evening of wine-tasting. Everything you need for a peaceful and unforgettable... more
- Property Size: 13 units
- Open Dates: Open Year Round
- Nearby City: Lenox
- Nearby Water: N/A
- Conference Facility: Yes
- Restaurant Onsite: Yes
- Pets Allowed: No
- Kids Allowed: No
Resort Type(s): Conference and Meeting, Holiday, Honeymoon, Luxury, Romantic, Wedding
The Cornell in Lenox offers peaceful Berkshire vacations with the historic charm of New England. This unique bed & breakfast is composed of three historic buildings, dating back as far as 1777! Each guestroom and suite features period-style décor, with charming touches like print wallpaper, painted cupboards, vintage toys & four poster beds. Like the vacationers of a previous time, spend quality time among friends, family & other guests of the inn. Take a refreshing walk on the winding paths of Kennedy Park, a wooded nature preserve. Each morning, enjoy original breakfast recipes, featuring locally grown ingredients. Each night, wind down with a glass of wine from the onsite Duffy's Pub.... more
- Property Size: 28 units
- Open Dates: Open Year Round
- Nearby City: Pittsfield, MA
- Nearby Water: Stockbridge Bowl
- Conference Facility: No
- Restaurant Onsite: No
- Pets Allowed: No
- Kids Allowed: Yes
Resort Type(s): Family, Historical, Holiday, Nature, Romantic
The Rookwood Inn is a restored fairy-tale Victorian bed and breakfast in the charming village of Lenox. Peace, seclusion and relaxation are exactly what you will get when you stay at this unique bed and breakfast. Private bathrooms, Wi Fi, and individual AC are all modern touches that make your stay feel like home. In the morning a scrumptious breakfast buffet awaits you before you head out to take in the culture, shopping, dining and sports available Lenox Village! If you feel like staying on the property check out the relaxing parlor with fireplace, veranda or pergola in the flower-filled gardens!... more
- Property Size: 19 units
- Open Dates: Open Year Round
- Nearby City: Lenox
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: No
- Pets Allowed: Yes
- Kids Allowed: Yes
Resort Type(s): Family, Romantic
Cranwell Resort, Spa & Golf Club lies in the Berkshire Hills overlooking 380 picturesque acres. For your stay choose from 114 luxurious rooms with Oriental rugs, wall tapestries from France, and 19th-century English art. Take the clubs out on the award winning 18-hole championship golf course or relax in the 35,000-sq.-ft. spa featuring body wraps, treatments and facials. There is no need to go elsewhere for dinner with three restaurants onsite, all serving the finest in American cuisine. You'll quickly see why Cranwell has become a rare experience you can't afford to miss!... more
- Property Size: 114 units
- Open Dates: Open Year Round
- Nearby City: Lenox
- Nearby Water: N/A
- Conference Facility: Yes
- Restaurant Onsite: Yes
- Pets Allowed: No
- Kids Allowed: Yes
Resort Type(s): Golf, Luxury, Pet Friendly, Romantic, Spa
Discover a charming country hotel that's still just minutes away from plenty of Berkshires attractions at the Yankee Inn. This cozy destination offers you a laid-back atmosphere perfect for family vacations and romantic getaways. With over 92 guest rooms featuring amenities such as private decks, microwaves, and fireplaces, you'll be sure to feel right at home. Enjoy relaxing at their indoor pool and spa, grab a drink at the cocktail lounge, or keep in shape at the exercise room. And when you're looking to explore the Berkshires, you'll find there's plenty to do and see! Visit the nearby Norman Rockwell Museum, watch a play at the Shakespeare and Company theater, or enjoy a day of downhill skiing at Jiminy Peak!... more
- Property Size: N/A
- Open Dates: Open Year Round
- Nearby City: Lenox
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: No
- Pets Allowed: No
- Kids Allowed: Yes
Resort Type(s): Family, Romantic, Ski
Make your Massachusetts getaway extraordinary at Chambery Inn. In this nineteenth century parochial school turned country inn, you will find nine exceptional rooms French-inspired design and little touches of luxury that will help you relax. Start your day with a charming breakfast basket, delivered right to your door, before venturing out into the area to explore everything it has to offer. From museums to hiking trails, there is a wealth of exciting activity to explore. Or, if you'd rather stay at the inn, take a soak in your whirlpool tub or just relax in this charming and historic site.... more
- Property Size: 9 units
- Open Dates: Open Year Round
- Nearby City: Boston
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: No
- Pets Allowed: No
- Kids Allowed: Yes
Resort Type(s): Family, Fishing, Golf, Luxury, Ski
Brookside & Pondside Country Motel is an enchanting "retro" property on a brook and a pond. This bed and breakfast features a variety of polished and charming rooms, some featuring Jacuzzis, canopy beds, and parlor stoves. A full hot breakfast buffet is available to all guests, as well as a seasonal heated pool. The properties also offer complimentary Wi-Fi and a popular restaurant on-site. With this combination of old charm with modern amenities, you’ll never want to leave!... more
- Property Size: 30 units
- Open Dates: Open Year Round
- Nearby City: Williamstown
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: Yes
- Pets Allowed: No
- Kids Allowed: Yes
Resort Type(s): Golf, Nature, Romantic
The Gables
Lenox, Massachusetts, United States
The Gables Inn is a restored 100 year old classic Berkshire 'Cottage' built in the Queen Anne style, capturing the lavish style of the late nineteenth century. This elegant Inn, located near Tanglewood, offers a heated indoor swimming pool, a new private tennis court and perhaps best of all, a lovely, quiet garden.... more
- Property Size: N/A
- Open Dates: Open Year Round
- Nearby City: Lenox
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: No
- Pets Allowed: No
- Kids Allowed: Yes
The Ponds at Foxhollow
Lenox, Massachusetts, United States
The Ponds at Foxhollow offers suites with fireplaces overlooking a scenic pond in the beautiful Berkshires. The grounds feature indoor and outdoor pools, outdoor tennis courts, basketball courts, a playground, rowboats and canoes for use on site and two-hundred acres to walk, hike, bike or cross country ski.... more
- Property Size: N/A
- Open Dates: Open Year Round
- Nearby City: Lenox
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: No
- Pets Allowed: No
- Kids Allowed: Yes
Wheatleigh
Stockbridge, Massachusetts, United States
The perfect marriage of the grandeur of a Florentine palazzo with elegance and comfort of the 21st century. On 22 acres overlooking the Berkshire Mountains and lake, Wheatleigh is two and a half hours by car from New York and Boston, with easy access by private plane. Built in 1893, Wheatleigh has just completed a four-year renovation to create one of the most unique luxurious small hotels in the world. The 19 suites, guest rooms, and baths set a new standard of style and sophistication, exquisitely combining antique and architect-designed furnishings with original museum-quality contemporary art.... more
- Property Size: 19 units
- Open Dates: Open Year Round
- Nearby City: N/A
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: Yes
- Pets Allowed: No
- Kids Allowed: Yes
Resort Type(s): Luxury
Vacation Village at Berkshires
Hancock, Massachusetts, United States
For years, the fortunate have flocked to the Berkshires Vacation Village timeshares to savor the region's incomparable complement of American history, natural beauty, sporting entertainment, and cultural enrichment. Soak in the charm of a bygone era while visiting the grounds and stately homes of legendary American figures. The scenic hills, trails, lakes and rivers of the Berkshires beckon. While the area affords an abundance of opportunity to appreciate the arts, with music, dance, theater, and more!... more
- Property Size: 298 units
- Open Dates: Open Year Round
- Nearby City: Hancock
- Nearby Water: Onota Lake
- Conference Facility: No
- Restaurant Onsite: No
- Pets Allowed: Yes
- Kids Allowed: Yes
Resort Type(s): Historical, Luxury, Timeshare
Ramada Limited & Suites Pittsfield
Pittsfield, Massachusetts, United States
- Property Size: 59 units
- Open Dates: Open Year Round
- Nearby City: N/A
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: No
- Pets Allowed: No
- Kids Allowed: Yes
Crowne Plaza Hotel Pittsfield – Berkshires
Pittsfield, Massachusetts, United States
- Property Size: 179 units
- Open Dates: Open Year Round
- Nearby City: N/A
- Nearby Water: N/A
- Conference Facility: No
- Restaurant Onsite: Yes
- Pets Allowed: Yes
- Kids Allowed: Yes
Cities in Berkshire
Chambery Inn
in Lee, Massachusetts
Feb 28, 2013 -Ashley
Blantyre
in Lenox, Massachusetts
Feb 28, 2013 -Billy Jones
Cranwell Resort, Spa and Golf Club
in Lenox, Massachusetts
Feb 27, 2013 -William Mitchell
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