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.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Beautiful Hotel and Great Location! Staff were so friendly and the waitress at The Dark Hour was so educational about the history of Boston! Love it!

Reviewed on Jul. 5, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful interior design

Reviewed on Jul. 3, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Beautiful hotel. Perfectly located

Reviewed on Jul. 4, 2025

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
East Boston
Save 100% on your flight
per person
Sep 7 - Sep 13
found 10 hours ago
Roundtrip flight included
Vancouver (YVR) to Boston (BOS)
8.6/10 Excellent! (1,999 reviews)
Beautiful hotel! Slow, unfriendly service in restaurant. Missed the free breakfast as we had to leave at 6 for the airport. Would be nice if there were options for early flyers since the hotel caters to airport. Waited an hour at the airport for shuttle to pick us up. 3 calls, first one said 15-20 minutes, second one said 10 minutes out. Third one said any minute.

Reviewed on Jul. 6, 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 which includes night scenes and a city 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 $328 per night from Jul 19 to Jul 20
CA $328
CA $437 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (3,629 reviews)
"The hotel was gorgeous! But I booked this hotel over the others for the outdoor pool only to get there and be told that I needed to have mad reservations for the pool. It was so disappointing. I wish I was sent any kind of notification when I booked."

Reviewed on Jul. 6, 2025

Omni Boston Hotel at the Seaport
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 $250 per night from Jul 13 to Jul 14
CA $250
CA $291 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (1,367 reviews)
"Wonderful hotel!"

Reviewed on Jul. 5, 2025

citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
The price is CA $280 per night from Jul 13 to Jul 14
CA $280
CA $326 total
Jul 13 - Jul 14
includes taxes & fees
9/10 Wonderful! (5,274 reviews)
"Great location, very helpful and friendly staff. Ver nice restaurant and bar on site."

Reviewed on Jul. 4, 2025

Harborside Inn Of Boston
See all 3,685 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Porter Square vacation package cost?
Starting from as low as CA $969, 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

4.5/5(305 reviews)

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

4.5/5(279 reviews)

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

4.5/5(518 reviews)

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
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $75
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
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
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.