A modern building with a unique angular design and a pedestrian overpass.

The Port Vacations from $430

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your The Port Vacation

The Port is beckoning! Whatever type of adventure you have in mind, you can see and experience the best of this neighborhood with a The Port vacation package. Your trip to The Port wouldn't be complete without stopping by major attractions nearby such as Harvard Square, Harvard University and Massachusetts Institute of Technology. Expedia is here to put your plans into action. Book your ultimate The Port vacation today.

The Latest The Port Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 28 - Feb 1

    The Coonamessett + Flight

    Falmouth
    4 nights
    3.5 star property
    8.8/10 - Excellent (724 reviews)
    "The Coonamessett is a beautiful inn overlooking the water. The suite I stayed in was absolutely stunning. Breakfast is excellent with some vegan options such as mixed fruit and oat milk. The inn is extremely comfortable, clean, and well-maintained. My suite even had two walk-in closets."
    Reviewed November 11, 2026
    Roundtrip • Miami (MIA) - Boston (BOS)
    FLL - BOS • Nonstop BOS - MIA • Nonstop
    $611
    $430
    per traveler
    found 3 hours ago
    The Coonamessett
  • Dec 17 - Dec 21

    Boston Lodge and Suites + Flight

    Dorchester
    4 nights
    4.0 star property
    8.4/10 - Very good (194 reviews)
    "The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The..."
    Reviewed October 17, 2026
    Roundtrip • Atlanta (ATL) - Boston (BOS)
    ATL - BOS • Nonstop BOS - ATL • Nonstop
    $1,218
    $452
    per traveler
    found 16 hours ago
    Boston Lodge and Suites
  • Jan 14 - Jan 17

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    "!"
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - Boston (BOS)
    ATL - BOS • Nonstop BOS - ATL • Nonstop
    Save 100% on your flight
    $1,551
    $967
    per traveler
    found 1 day ago
    Boston Harbor Hotel
  • Jan 28 - Feb 1

    The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat + Flight

    East Wareham
    4 nights
    3.0 star property
    10/10 - Exceptional (11 reviews)
    "We had a great experience staying in the crab house. The cottage was well maintained and had everything we needed to enjoy our stay. The staff was friendly, helpful, and genuinely care. Ken was fantastic, you can really tell he cares about ensuring guests have a great experience. 10/10 experience, would recommend this spot to anyone looking for a great stay on the cape."
    Reviewed July 27, 2026
    Roundtrip • Miami (MIA) - Boston (BOS)
    FLL - BOS • Nonstop BOS - MIA • Nonstop
    $1,522
    $1,055
    per traveler
    found 1 hour ago
    The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
  • Jan 31 - Feb 3

    Raffles Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.6/10 - Exceptional (357 reviews)
    Roundtrip • Fort Lauderdale (FLL) - Boston (BOS)
    FLL - BOS • Nonstop BOS - FLL • 1 stop
    $1,428
    $1,024
    per traveler
    found 20 hours ago
    Raffles Boston

Where to stay in The Port

Find the best The Port areas and neighborhoods for the activities you enjoy most.

Downtown Boston

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Back Bay

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

Beacon Hill

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Discover the most popular places to visit in The Port

What to do near The Port

The Port Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.