Paul Revere's monument, Boston

Boston Vacation Packages

 
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.

SAVE $100 per booking on Hilton Vacations in the continental U.S. and Canada

Vacations of 5 nights or more at any combination of Hilton Hotels & Resorts qualify.
  • Book by 06/01/25 for select travel through 12/15/25
  • Hilton Boston Logan Airport
    Hilton Boston Logan Airport
    Airport Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    With convenient access to Boston Logan Airport's terminals, this hotel is also close to downtown, museums, art galleries and much more.

    Book Now
  • Hilton Boston Park Plaza
    Hilton Boston Park Plaza
    Back Bay Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This Back Bay getaway is one of Boston's most iconic hotels and features rooms and suites teeming with modern amenities.

    Book Now
EXCLUSIVE $100 OFF Hilton Hotels & Resorts Offer: Valid new bookings made 04/21/2025 – 06/01/2025 for select travel 04/21/2025 – 12/15/2025. Not valid for travel to Hawaii. Minimum 5-night accommodations at a participating Hilton property and roundtrip airfare required. A total of 5 nights or more at any combination of Hilton hotels qualifies. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.  
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]