
Highlands Holidays
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Your Highlands Holiday
Organising your next exciting getaway just got simpler with a holiday package to Highlands. Immerse yourself in the very best this neighbourhood has to offer while making nice memories you won't forget. Not sure what to do and see during your trip to Highlands? Nearby attractions such as Bentley College, Brandeis University and Moody Street Historic District are great places to start. Don't just think about it — make it a reality! Book your ideal Highlands holiday with Expedia and travel your way.
Our guide on where to stay in Highlands

Downtown Boston
This is Boston’s business district, now and back when the city was just starting.
Our pick of the best Highlands Hotel Deals

Harborside Inn Of Boston
Clean. Location is GREAT! Check in was a breeze. Parking garage close by. Very pleased
Reviewed on 6 Jan 2026

Hilton Boston Back Bay
Great
Reviewed on 5 Jan 2026

Omni Boston Hotel at the Seaport
Spotless rooms
Reviewed on 5 Jan 2026
Frequently asked questions
Discover the most popular places to visit in Highlands

Fenway Park
Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Boston Common
The oldest public park in the United States, Boston Common is the ideal place to relax, unwind and soak up some history.

TD Garden
Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.
Activities

Go City: Boston All-Inclusive Pass with 45+ Attractions

The Full Revolutionary Story Epic Small Group Boston Walking Tour















