Porter Square Vacation Packages

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Top Holiday Package Deals in Porter Square

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.8/10 Excellent! (234 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
per person
Sep 6 - Sep 9
found 22 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.4/10 Exceptional! (435 reviews)
Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-

Reviewed on Jun. 22, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on Aug. 5, 2025

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (383 reviews)
This property is Ritz at its best. From the beautiful lobby and well-appointed room, to the impeccable service from staff at every level - all of whom appear to be empowered to make your stay a great one, Ritz Boston does it right. The onsite restaurant was also top notch. As I looked over the menu, I felt a strong sense that if I went for the New England Clam Chowder, I would not be disappointed. THE best bowl of clam chowder I’ve had in my life!!

Reviewed on Jul. 31, 2025

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
Downtown Boston showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(193 area reviews)

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.

Find hotels in Downtown Boston

Porter Square Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $252 per night from Aug 24 to Aug 25
CA $252
CA $350 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,778 reviews)
"This was the most amazing hotel with the most attentive staff. The area was incredible! Loved everything about my stay."

Reviewed on Aug. 4, 2025

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Sep 1 to Sep 2
CA $221
CA $314 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (3,206 reviews)
Wonderfully Stay
"We thoroughly enjoyed our stay! The staff was friendly, so very helpful in what we asked, was just a wonderful experience!"

Reviewed on Aug. 5, 2025

Hilton Boston Park Plaza
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Aug 10 to Aug 11
CA $260
CA $303 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,542 reviews)
Return customer
"Clean and comfortable."

Reviewed on Aug. 3, 2025

citizenM Boston Back Bay
See all 3,691 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.
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Frequently asked questions

How much does a Porter Square vacation package cost?
Starting from as low as CA $987, you can create your own Porter Square vacation package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Porter Square?
Combine your flight and hotel bookings, add extras such as a rental car or activities, and save with a Porter Square vacation package. You won't just land awesome discounts on your trip — you'll have loads of choice within your reach too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 properties around the globe. Your next epic adventure begins right here, right now!
Where should I stay in Porter Square?
Visitors come from every corner of the globe to see Harvard Square and Massachusetts Institute of Technology in Porter Square. Book a room close to these terrific attractions to make sightseeing easy.
What are the top hotels in Porter Square?
Secure a room at Hotel 1868. It's one of this area's most popular hotels. Another well-known option in Porter Square is Porter Square Hotel.
How far in advance should I book my Porter Square vacation?
It all depends on the airline, but you can generally compare international airfares on Expedia up to 12 months in advance. While it's advisable to book ahead of time, lucky customers will occasionally nab a cheaper flight only weeks before their intended journey.
What does an Expedia Porter Square travel package include?
From hotels and airfares to car rentals, Expedia can help you put together a Porter Square package that works for you. Heading away for a few weeks? Give some thought to a rental car, flight and hotel bundle. If you're taking a quick break, an airfare and hotel deal could be more your style. Tours and activities can be added after you've booked. Our vacation packages make it simple to plan and save.
What should I know before booking a Porter Square travel package?
Our prices are already low. However, you'll score even better deals if you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Porter Square Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to select from globally. With such a big range of choice, finding the perfect carrier to take you to Porter Square will be a breeze.
If I'm not able to travel, can I cancel my Porter Square vacation package?
You sure can, and we'll help you every step of the way. You may be able to amend or cancel your Porter Square vacation package for free if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company for older bookings. If your travel plans suddenly change, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Porter Square

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common which includes flowers, a garden and landscape views

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

CA $47
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $115
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
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.