Porter Square Vacations from $711

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 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.
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$711
per person
Dec 5 - Dec 7
found 17 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
Save 100% on your flight
$1,439
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
The Newbury Boston

The Newbury Boston

Back Bay
Save 100% on your flight
$1,637
per person
Dec 6 - Dec 12
found 14 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (719 reviews)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
$812
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9/10 Wonderful! (1,317 reviews)
The staff, everybody, from the cleaning service to the front desk to the staff in the restaurant was excellent. The hotel is very well located. As with older hotels, the restroom is somewhat small when compared to more modern hotels however, overall I recommend staying at the Fairmont Copley in Boston.

Reviewed on Sep 21, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

Lexington Green Historic District
Save 100% on your flight
$1,062
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.6/10 Exceptional! (265 reviews)
I had a King room with a fireplace, it was a nice size room and very clean. The bathroom was nice and they had a robe hanging for me. Little touches like personalized notes and soft drinks in the refrigerator and snacks to pick up for the room. The staff was very friendly. I'm not a breakfast eater so can't really comment on that although there was a nice continental spread and you could order off the menu. I will say that I was a bit disappointed in the restaurant. Had dinner there the night before and for the price, I felt the food was a little lackluster. The bartender was very nice and he was my server as well. All in all I really enjoyed my stay and if I go back to Lexington I would stay there again.

Reviewed on Sep 4, 2026

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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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 building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

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 with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

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 street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

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 bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

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.

Porter Square Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$369 nightly
$429 total
Sep 24 - Sep 25
Total with taxes and fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
$239 nightly
$279 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (2,932 reviews)
"Great spot! Love the location. We loved the attached restaurant as well."

Reviewed on Sep 21, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$273 nightly
$317 total
Oct 4 - Oct 5
Total with taxes and fees
Seaport Hotel Boston
See all 4,079 properties in Porter Square
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.

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$37
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$46
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.