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 $609

Book a Hotel + Flight or Car together to unlock savings

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.
  • An indoor swimming pool with a wooden ceiling and tiled floor.
    Jan 22 - Jan 25

    Brewster Green Resort + Flight

    Brewster
    3 nights
    3.5 star property
    9.4/10 - Exceptional (153 reviews)
    Roundtrip • Los Angeles (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • Nonstop
    $813
    $609
    per traveler
    found 7 hours ago
    Brewster Green Resort
  • A park with a lamp post, a bridge, and buildings in the background.
    Dec 8 - Dec 13

    The Newbury Boston + Flight

    Back Bay
    5 nights
    5.0 star property
    9.4/10 - Exceptional (747 reviews)
    "Beautiful hotel and the staff was wonderful. They gave us a corner room with a great view of the city. The room was spacious with a comfortable seating area."
    Reviewed November 7, 2026
    Roundtrip • Los Angeles (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • 1 stop
    $2,574
    $1,494
    per traveler
    found 1 day ago
    The Newbury Boston
  • A spacious hotel lobby with a dining area, seating, large windows, and a chandelier.
    Dec 11 - Dec 14

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,006 reviews)
    Roundtrip • Dallas (DFW) - Boston (BOS)
    DFW - BOS • Nonstop BOS - DFW • 1 stop
    $1,652
    $979
    per traveler
    found 1 day ago
    Boston Harbor Hotel
  • A spacious, elegantly designed dining area with high ceilings, chandeliers, and classic decor.
    Jan 11 - Jan 14

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,003 reviews)
    "Coffee machine in our room did not work and unfortunately our room located near the stair exit was not the most quiet. Other than that, was a very nice hotel with lovely staff."
    Reviewed November 7, 2026
    Roundtrip • Dallas (DAL) - Boston (BOS)
    DAL - BOS • Nonstop BOS - DAL • Nonstop
    $1,308
    $975
    per traveler
    found 21 hours ago
    The Langham, Boston
  • A room with a wooden floor, a white dresser, a bean bag, and a bench.
    Dec 23 - Dec 26

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

    East Wareham
    3 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 • San Juan (SJU) - Boston (BOS)
    SJU - PVD • Nonstop PVD - SJU • 2 stops
    $2,175
    $1,629
    per traveler
    found 1 day ago
    The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

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
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

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.

A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

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.

A city skyline at dusk with illuminated buildings reflecting on the water, a prominent bridge, and a large chain barrier along the waterfront.

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.

A large brick building with a golden dome, a flagpole with the American flag, and a statue in front.

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.

A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.

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

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travelers recommend
Boston CityPASS®: Admission to Top 4 Attractions
See all activities near Porter Square

Porter Square Hotel Deals

A modern building with a courtyard, benches, and flower beds.

Porter Square Hotel

Porter Square Hotel
3.0 star property
Porter Square
9.2 out of 10, Wonderful, (1,002 reviews)
"I was only there for a quick weekend wedding trip but the two nights were incredibly comfortable. Everything was clean. I was grateful to have some complimentary coffees available in the morning (and some waters after having a few too many after the wedding). The neighbors were quiet and the staff really did me a solid after I asked for a late checkout. Would absolutely come back."
$135 nightly
The price is $157
Nov 22 - Nov 23
Total with taxes and fees
Porter Square Hotel
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.
See all properties in Porter Square
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.