Family Vacation in the Berkshires

Multi-Generation Family Enjoying Boat Trip On LakeSmores by a fire-pit in the evening, relaxing lakeside on an Adirondack chair, swimming in a lake surrounded by gorgeous greenery – these are just some of the moments you and your family will experience during a trip to the Berkshires, and it doesn’t hurt that it’s only 2 ½ hours away by car from Boston and New York City.

Before we even get to any of the fun family activities to plan during your visit (for any season), lets talk food. The best part about the Berkshires (especially for kids) is its casual attitude, in all regards. Frankie’s in Lenox, is a family style Italian restaurant known for its spaghetti and meatballs. Joe’s Diner in Lee, is an ideal spot for both kids and adults. Joe’s is a traditional diner, not too many of those around anymore, so the kids can sit on swivel bar stools, order some floats, and just be kids! Or if you’re looking to enjoy delicious seafood and such on a deck overlooking the lake, then look no further than Matt Reilly’s Pub in Lanesboro. For another casual dining with a view option, try Old Forge Restaurant, also in Lanesboro, for their award winning wings; so while the kids munch away on a porch with a mountain view, you can sample their “finest and largest selection of imported and domestic beers in the county” and appreciate their support for Berkshire Grown.

And now…onto all the fantastic activities to be enjoyed in the Berkshires. In the Summer, take the family whitewater rafting with full or half-day trip in rafts or inflatable kayaks and featuring great guides and delicious food. Or check out Ramblewild, an adventure park for children and adults, where you can literally swing from the trees. And if the weather is a bit off for a day, visit The Berkshire Museum that holds exhibits on Art, History & Natural Science. The Spark!Lab, aquarium, Hall of Innovation, and other seasonal events are appropriate for all ages. Visit Uncle Don’s Barnyard for pedal carts, a pipeline slide, playground, hay tunnel, farm library, sandboxes inside & out, and farm animals!

The Fall brings well-known Berkshire foliage, crisp fall days, and spectacular sunsets. Enjoy a family hike on the Appalachian Trail, which runs through the Berkshires, and includes energetic and beautiful trails. The Ashuwillticook Rail Trail, in Lanesboro, is a converted rail trail where you can walk, bike, or roller blade and enjoy the surrounding foliage.

And in the Winter, cozy up next to your personal stone gas fireplace with a mug of hot chocolate and marshmallows after an active day of ice fishing, cross-country skiing, and snowshoeing. Visit Jiminy Peak for great skiing, snowboarding and tubing at affordable prices. There are 45 trails, terrain park, night skiing, children`s programs, lessons & rentals.

All in all, The Lake House Guest Cottages of the Berkshires provides a relaxing, exhilarating, and family-friendly escape all year round.