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.
United States & Canada
EXCLUSIVE Up to $100 OFF per booking
  • $100 OFF on stays of 5 nights or longer
  • $75 OFF on stays of 4 nights
  • $50 OFF on stays of 2-3 nights
  • Book by 1/2/22 for travel through 6/30/22
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • Encore Boston Harbor
    Encore Boston Harbor
    Everett / Boston Harbor Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    This luxury hotel resort is conveniently located to Downtown Boston and offers spacious accommodations, five-star dining, gaming, shopping and more.

    Book Now
  • The Fairmont Copley Plaza
    The Fairmont Copley 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.

    A symbol of Boston's rich history and elegance since it's gala opening in 1912, this hotel features lavish decor and thoughtful amenities.

    Book Now
  • Aloft Boston Seaport District
    Aloft Boston Seaport District
    Seaport Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This hotel is ideally located in the thriving Seaport District, just moments away from popular attractions and waterfront restaurants.

    Book Now
EXCLUSIVE Hot Deals Up to $100 OFF per booking Offer: Valid on new bookings made 9/27/21 – 1/2/22 for select 9/27/21 – 6/30/22. Minimum 2-night hotel accommodations at participating hotel and roundtrip air required. Savings is $50 off stays of 2–3 nights, $75 off stays of 4 nights and $100 off stays of 5 nights or longer. Savings is per booking, taken at time of booking and reflected in rates shown. Certain restrictions apply. 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.]