
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

Omni Boston Hotel at the Seaport
Very nice outdoor pool. Plenty of towels. Had some pillows brought to My room apon request.
Reviewed on 4 Apr 2026

Seaport Hotel Boston
Easy parking and nice room and staff
Reviewed on 4 Apr 2026

Hilton Boston Park Plaza
Great hotel, very clean and large! Windows were a bit difficult to open but overall I will stay here again. Easy to tourist attractions and trains
Reviewed on 4 Apr 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.

Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

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

Boston Old Town Trolley Hop-on Hop-Off City Tour

History and Hauntings of Salem Guided Walking Tour















