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Showing 1-10 of 10 Family Resorts

The Lanesborough Country Inn

Lanesborough, Massachusetts, United States

Spend quality time with your loved ones at the Lanesboro Country Inn. Tucked into the Berkshire Mountains, this quaint inn offers comfortable cabins to choose from and is just minutes away from exciting area activities. The kids will love a day at local Pontoosuc Lake, or the thrills and adventures at nearby Jiminy Peak, just a short drive away.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 17 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lanesborough
  • Nearby Water Pontoosuc Lake
  • Open Dates All Year
  • Family
  • Nature
  • Romantic
  • Pet Friendly
  • Cabins, Cottages, and Chalets
  • Holiday
  • Bed & Breakfasts, Inns

The Rookwood Inn

Lenox, Massachusetts, United States
42 Reviews

Round up the whole family (and the dogs too!) and escape the noisy confusion of life at The Rookwood Inn. Plan your next secluded, tranquil family getaway to The Rookwood Inn. The location of The Rookwood makes attractions in the Berkshires easily accessible -- with plenty of dining, theater, shopping and entertainment options. ... more

Jiminy Peak Mountain Resort

Hancock, Massachusetts, United States
289 Reviews

There is fun for the whole family at Jiminy Peak Mountain Resort! Here, you can truly reconnect with your loved ones among the beautiful mountain scenery, no matter what time of the year you choose to stay. Whether you want to go skiing together or let the kids play in the supervised Den Playroom while you hit the slopes, it's sure to be a family... more

Canyon Ranch in Lenox

Lenox, Massachusetts, United States
9 Reviews

Bring the family together (kids 14 years and up) for an unforgettable Massachusetts vacation at Canyon Ranch in Lenox. The beautiful Berkshires setting will ease away all your worries and let you simply focus on your loved ones as your reconnect through a wide variety of fun activities and programs. Spend a day at nearby Goose Pond on a kayaking... more

Chambery Inn

Lee, Massachusetts, United States
183 Reviews

Family fun is all around when staying at Chambery Inn, from seeing "Wally" a 26-foot long, 10-foot high stegosaurus that greets visitors at The Berkeshire Museum to enjoying go-karts, bouncy basketball, and more at Par 4 Family Fun Center Inc. ... more

Race Brook Lodge

Sheffield, Massachusetts, United States

Race Brook Lodge proudly proclaims itself the Berkshires most interesting "chintz free" rustic mountain hideaway. The beautifully restored 200 year old New England timber peg barn sits at the base of the Taconic Range in Western Massachusetts. For outdoor lovers, hike to the Appalachian Trail, ski Butternut, canoe the Housatonic and more.... more

Gedney Farm

New Marlborough, Massachusetts, United States

Bring the whole family to explore everything that Massachusetts has to offer. Old world Normandy style meets new modern amenities in these spacious barns. Snuggle up with the kids in front of a granite fireplace, explore the area with hiking, check out the local museums including the Norman Rockwell Museum, or check out the Pleasant Valley Wildlife... more

Black Swan Inn

Lee, Massachusetts, United States

Whether you and your family like to travel when the sun is hot or when the snowflakes stick to your lashes, Black Swan Inn offers high quality service all year round. Sitting at the foothills of the Berkshire Mountains, you and your family can spend time hiking, swimming, or boating in the summer and skiing, snowboarding or ice skating in the... more

The Cornell In Lenox

Lenox, Massachusetts, United States
175 Reviews

Spend your Berkshire family vacation at The Cornell in Lenox and enjoy the beautiful Kennedy Park, a wooded nature preserve right next to the inn! Main Street in Lenox features a variety of charming shops, restaurants & boutiques. Stay in a three-room suite that features a kitchen, fireplace & more!... more

Yankee Inn

Lenox, Massachusetts, United States

When you stay at the Yankee Inn you'll be sure to find endless family fun! If you're here in the wintertime, then take advantage of discounted lift tickets to Jiminy Peak! It's the perfect way to spend your vacation out on the slopes. Or, you can spend time visiting nearby museums, shops, and more! ... more

Showing 1-10 of 10 Family Resorts

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