Find Family Hotels in Highlands, MA

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Highlands Family Hotels

Tonight
Jul 19 - Jul 20
Tomorrow
Jul 20 - Jul 21
Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3

Top Highlands Family Hotels

Frequently asked questions

What's Highlands like for family-friendly vacations?
If you've been thinking about a vacation with your kids, Highlands is a good choice. There are some interesting activities the entire family might enjoy. Fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is the closest airport, or Boston, MA (BNH-Boston Harbor Seaplane Base), which is located 11.5 mi (18.5 km) from the center of Highlands.
When's the best time to book a family-friendly vacation in Highlands?
The hottest months are usually July and August with an average temperature of 69°F,
  • Coldest months: January, February, December, and March
  • Driest months: May, November, September, and February
  • Rainiest months: December, October, July, and March
What's there to see and do with your family in Highlands?
While you and your family are visiting Highlands, you might want to check out some kid-friendly attractions such as Fenway Park and TD Garden. Make sure you have plenty of time to take in activities in the area like Harvard Square, Copley Square, and Encore Boston Harbor.