Families looking for a winter vacation alternative to the big mountains in the Rockies might want to take a look at Lenox, Massachusetts, in The Berkshires. Sure the summit at nearby Butternut Ski Resort might not be nosebleed high, but the terrain is beautiful and the activities for families are plentiful.
Still looking for one more reason to give Lenox a try? How about a Ski-and-Stay package at Seven Hills www.sevenhillsinn.com, a cozy inn offering 15 percent off your overnight stay and an $8 discount on weekday lift tickets at Butternut for up to four people in your clan? Or, if your vacation plans are for the weekend, the special lops $3 off each ticket.
Finally, everyone gets a free continental breakfast to get you up, out and onto the slopes during your stay.
Of course, you can also enjoy your downtime at the 57-room inn, which boasts lots of Gilded Age historic charm and plenty of modern upgrades. In fact, the property, set on 27 acres of lawns and gardens in Lenox, has been in operation since 1951, when the 1911 mansion was converted into an inn. And while the property is still technically an inn, every guestroom — located in three buildings: the original Manor House, the Carriage House and the Terrace Building — has its own private bathroom and WiFi access.
Have a wedding in the family? Seven Hills offers a 5,000-square-foot space for that, too.
The good news is, if ski season passes you by, you can plan your vacation to Lenox anytime of year thanks to an entire menu of other nearby attractions. At Seven Hills, for example, guests often rub elbows with international music performers and their fans because of the property’s proximity to Tanglewood Music Center, the famous outdoor concert venue and summer home of the Boston Symphony Orchestra.

Norman Rockwell Museum Grounds © Steve Callahan | Dreamstime.com
Other activities include Shakespeare & Company theater, Jacob’s Pillow Dance Theatre, the Norman Rockwell Museum and Edith Wharton’s The Mount, a 1902 mansion and garden so spectacular even culture-averse kids are likely to be wowed by the surroundings.
Families can also hop aboard hour-long vintage train car rides at Berkshire Scenic Railway Museum and even learn to make their own animated films at Animagic Museum of Animation Special Effects.
Finally, for a dose of history come alive, take the whole family to Hancock Shaker Village, a re-created village that offers a glimpse into the lives of the 18-century Shakers, complete with costumed re-enactors, antique buildings and baby animals.
And while skiing and other winter sports are the big draw for outdoor pursuits in the snowy season, in warmer months you and the kids can also enjoy the beauty of the countryside on your choice of hiking and biking trails.
Read This Next
#WhereverFamily
Insta FeedDestinations / North America
Sep 17, 2026Fort Lauderdale Just Got a Lot More Accessible for Families
Fort Lauderdale is already known for great weather and great beaches, but for family travelers who need accessible destinations, the city just got even better. Greater Fort Lauderdale recently collaborated with KultureCity, a nonprofit organization working to increase sensory awareness, accessibility and inclusiveness in public spaces. Through this partnership, the Greater Fort Lauderdale area has recently become the world’s first KultureCity-certified sensory accessible and inclusive beach destination. While that title is bit of a mouthful, it means great things for families traveling with special needs.
Sponsored Content
GET TO KNOW TAP FORBIZ
Unlock flexible, refined business travel with TAP Air Portugal’s program, TAP FORBIZ. Developed for small, medium and large Companies, with options for corporate events, TAP FORBIZ offers exclusive advantages adapted to each type of business.
Destinations / North America
Sep 17, 20267 Sarasota, Florida, Destinations for Family Travel
It’s time to start dreaming of your next family trip. Here’s some destination inspiration for you. Take a visual journey through Sarasota, Florida, with us.
Airlines
Sep 17, 2026Turkish Airlines Holidays Introduces New Family Campaign for Children
The holiday brand of Turkish Airlines recently launched a global campaign to make family travel more flexible, rewarding and convenient. Under the new campaign, children aged 11 and under fly complimentary on eligible holiday package bookings made by Sept. 29 for travel by March 29, 2027.
Sponsored Content
Best of Both Worlds
Enjoy the best of both worlds when you fly with TAP Air Portugal thanks to the Portugal Stopover program. With the program, TAP passengers, whether traveling for business, leisure or both, can stop in Portugal for up to 10 days at no additional airfare on the way to their final destination. What does this mean for travelers wishing to explore by both land and sea? It means after flying to Portugal with TAP and experiencing the country in an entirely new way, travelers can then embark on scenic river and ocean cruises from Portugal’s port cities, or fly with TAP to another European destination.
Destinations / Europe
Sep 16, 2026Hallstatt, Austria, Beckons Families with History, Adventure and Nature
When your family arrives in the small town of Hallstatt, you may feel as though you’d been there before. That’s because Hallstatt is the poster child of the Austrian Alps, pictured in magazine articles, tourism websites and postcards sent home by generations of tourists.
ShareThis