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When the Pilgrims landed in Massachusetts, they didn’t realize they’d landed in one of the best family vacation spots. This New England state packs a lot of punch for its small size, from cities like Boston that are full of history and kid-friendly attractions to fantastic beaches and gorgeous natural scenery. A trip here works as well for a long weekend as for a full week. Kid-friendly accommodations are easy to find depending on your family’s needs: chic urban hotels, seaside inns and more.

Travel Planning

Experience the Best of Massachusetts with Kids

Let Ciao Bambino! Plan Your Dream Trip

Our expert Family Travel Advisors are passionate about exploring the world with children — and empowering you to do the same. From handpicked accommodations to insider experiences, we can craft a custom vacation that’s uniquely suited to your family’s needs. Click to get started!

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Travel Blog

Top Articles About Massachusetts with Kids

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City Breaks

How to Turn a College Tour Into a Vacation: Boston Edition

By Amy Andrews
Luxury Family Vacations

12 Best Family Hotel Finds of the Year

By CB Staff
City Breaks

12 Kid-Friendly Urban Hotels with Fabulous Pools

By CB Staff
Luxury Family Vacations

A Tradition of Bespoke Luxury at Wheatleigh in the Berkshires

By Barbara Weindling
Luxury Family Hotels

Wequassett Resort and Golf Club: 5-Star Luxury with Cape Cod Charm

By Tamara Gruber
Beach Vacations

Finding the Perfect Spot on Cape Cod

By Nancy Solomon
Our Happy Travelers
"The trip was fantastic! The hotels were great. The tours were all exceptional. Our experience with Ciao Bambino was wonderful! Thank you for all of your help!"

–Widicus Family Trip

"We loved the trip. It was exactly what we were looking for in a vacation. We really enjoyed the resort and especially the room booked for us."

–Foweather Family Trip

"We are enjoying our last full day. We had a great time. You did a great job. We will have to have you do all our trips in the future."

–Shindle Family Trip

"Overall the trip was incredible and I am so thankful to you for helping me plan it! We had such a good time and it was so well planned. I would love to use your services again for our next big adventure!"

–Millman Trip

"We absolutely loved the resort. Everything was really easy and especially family-friendly."

–Memmott Family Trip

Hotels

Family-Friendly Hotels in Massachusetts

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Boston Harbor Hotel »

70 Rowes Wharf, Boston, MA 02110, USA

Wequassett Resort and Golf Club »

Pleasant Bay, Chatham

White Elephant »

50 Easton Street

Winnetu Oceanside Resort »

31 Dunes Road, Edgartown

The Charles Hotel »

1 Bennett Street Cambridge, MA 02138

Lighthouse Inn »

1 Lighthouse Inn Rd., West Dennis

Intercontinental Boston »

510 Atlantic Avenue

Seaport Boston Hotel »

1 Seaport Lane, Waterfront

Omni Parker House »

60 School Street

Harborview Nantucket »

24 Washington Street

Boston Harbor Hotel

Boston, MA
Great for ages: Multi-Generational

Wequassett Resort and Golf Club

Chatham, MA
Great for ages: Multi-Generational

White Elephant

Nantucket, MA
Great for ages: Multi-Generational

Winnetu Oceanside Resort

Edgartown, MA
Great for ages: Multi-Generational

The Charles Hotel

Cambridge, MA
Great for ages: 0-2, 6-18

Lighthouse Inn

West Dennis, MA
Great for ages: Multi-Generational

Intercontinental Boston

Boston, MA
Great for ages: Multi-Generational

Seaport Boston Hotel

Boston, MA
Great for ages: Multi-Generational

Omni Parker House

Boston, MA
Great for ages: Multi-Generational

Harborview Nantucket

Nantucket, MA
Great for ages: Multi-Generational
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Coronavirus Update

This is a challenging time for our clients given the uncertainty around the spread of coronavirus, particularly for those with near-term travel plans in impacted areas. We’re working with our suppliers on being flexible with their booking conditions, and enabling families to postpone travel to a later date without a penalty, when possible. Likewise, given the unpredictability around destinations that may be impacted in the future, we’re helping clients planning new trips and understand ways that they can protect themselves until the situation improves. We are ready to help our clients work through questions and concerns.

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Happy Thanksgiving!

Our offices are closed for the holiday. We will respond to your request on Monday, November 28th. If you are a Ciao Bambino client experiencing an emergency while traveling, please leave a voicemail on
(855) 589-8865.