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.
 

The BEST Winter Travel Deals
Up to 50% off, free nights, food and beverage credits and more

  • Book by 12/22/19 for travel through 4/27/20
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • The Westin Copley Place Boston
    The Westin Copley Place Boston
    Copley 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 urban downtown retreat is situated within walking distance of a wealth of trendy nightclubs, upscale shops, major corporations and landmark Boston attractions.
    • Traditional Two Queens

    3 nights with flight from $612+

    Newark, New Jersey (EWR) departures, valid for travel 03/02/20 - 03/05/20
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  • 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.

    • Deluxe King

    3 nights with flight from $741+

    Newark, New Jersey (EWR) departures, valid for travel 03/02/20 - 03/05/20
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  • 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.

    • Premier King

    3 nights with flight from $796+

    Newark, New Jersey (EWR) departures, valid for travel 03/02/20 - 03/05/20
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US Cities - Best Winter Travel Deals: Valid on new bookings made 11/11/19 - 12/22/19 for select travel 11/11/19 - 04/27/20. Offers vary by hotel and travel dates, and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Certain restrictions and blackout dates may apply.
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.]