Boston Vacation Deals
American history is alive and well in Boston. Massachusetts’ capital was founded by the Puritans in 1630. You’ll find that the city’s pivotal role in the American Revolution is still palpable as you walk along its two and a half mile Freedom Trail in downtown Boston. You can almost hear the hoof beats of Paul Revere’s horse clomping down the street.
$150 off 5 nights
Book from 06/08/26 to 07/19/26, travel from 06/08/26 to 12/15/26
Filters
Choose Your Boston Vacation Deals
We've found hotels for you based on your selection.
Destinations
You will be transferred to our traditional site.
We are currently working on enhancements to this part of our website. A new version will be available soon. Don’t worry – switching over will not interrupt your booking.
Welcome to the all-new Pleasant Holidays booking experience !
You can now plan your next vacation with our exciting new booking engine. Some advanced features are still being developed, and selecting these options may require you to return to our traditional booking experience. Don’t worry – switching over will not interrupt your booking.
We've updated your online experience to make sure you can get your dream vacation. Since our makeover is still in progress, you may experience shifts from our traditional booking experience to our new one.
Contact us
Any questions ?
Our travel advisors will be happy to help!