An aerial view of a city with dense urban development, a prominent skyline, and a mix of residential and commercial buildings.

Porter Square Vacations from $501

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Your Porter Square Vacation

Whatever your style of travel, you can see and do more with a personalized Porter Square vacation package. Spend your next break uncovering this neighborhood's shopping and its other appeals. Your trip to Porter Square wouldn't be complete without seeing big-name attractions nearby such as Harvard Square, Harvard University and Massachusetts Institute of Technology. Whatever your travel goals or the size of your budget, booking your ideal Porter Square vacation is a cinch with Expedia.

The Latest Porter Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 18

    Iris Hotel Cape Cod + Flight

    Falmouth
    3 nights
    3.0 star property
    8.4/10 - Very good (437 reviews)
    Roundtrip • Miami (MIA) - Boston (BOS)
    MIA - BOS • Nonstop BOS - MIA • Nonstop
    $847
    $501
    per traveler
    found 19 hours ago
    Iris Hotel Cape Cod
  • Dec 21 - Dec 26

    Boston Lodge and Suites + Flight

    Dorchester
    5 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 • Dallas (DFW) - Boston (BOS)
    DFW - BOS • Nonstop BOS - DFW • Nonstop
    $1,565
    $769
    per traveler
    found 9 hours ago
    Boston Lodge and Suites
  • Jan 14 - Jan 16

    Boston Harbor Hotel + Flight

    North End
    2 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    Roundtrip • Dallas (DFW) - Boston (BOS)
    DFW - BOS • Nonstop BOS - DFW • 1 stop
    $1,166
    $797
    per traveler
    found 1 day ago
    Boston Harbor Hotel
  • Jan 15 - Jan 18

    Sea Crest Beach Resort + Flight

    North Falmouth
    3 nights
    3.5 star property
    7.6/10 - Good (549 reviews)
    Roundtrip • Miami (MIA) - Boston (BOS)
    MIA - BOS • Nonstop BOS - MIA • Nonstop
    $710
    $503
    per traveler
    found 19 hours ago
    Sea Crest Beach Resort
  • Jan 15 - Jan 18

    Brewster Green Resort + Flight

    Brewster
    3 nights
    3.5 star property
    9.4/10 - Exceptional (153 reviews)
    Roundtrip • Miami (MIA) - Boston (BOS)
    MIA - BOS • Nonstop BOS - MIA • Nonstop
    $757
    $540
    per traveler
    found 19 hours ago
    Brewster Green Resort

Where to stay in Porter Square

Find the best Porter Square areas and neighborhoods for the activities you enjoy most. Learn more about Porter Square
Learn more about Porter Square

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.

What to do near Porter Square

Porter Square 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.