Porter Square Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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
Price found within the past 48 hours. Click for updated prices.
  • Standard Room, 1 Queen Bed
    Jul 23 - Jul 27

    Hotel Ivy Boston Common + Flight

    Bay Village
    4 nights
    2.5 star property
    8.4/10 - Very good (1,473 reviews)
    "Rooms are not big but for me traveling solo and going out mostly it was great."
    Reviewed May 31, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $1,601
    CA $992
    per traveller
    found 1 day ago
    Hotel Ivy Boston Common
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Jul 23 - Jul 27

    Boston Harbor Hotel + Flight

    North End
    4 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    "Wonderful classic harbor front hotel. Very nice front desk. Would stay again"
    Reviewed May 25, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $3,189
    CA $1,684
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Breakfast, lunch and dinner served
    Jul 23 - Jul 27

    Club Quarters Hotel Faneuil Hall, Boston + Flight

    Downtown Boston
    4 nights
    4.0 star property
    9.0/10 - Wonderful (3,120 reviews)
    "The hotel is conveniently located in downtown, just tucked away on a side street. The staff are friendly. They provide coffee, tea and water in the lobby. In terms of dining options, there is a pub attached to the hotel. My hotel room unfortunately was small (looks to be less than 175 sq ft) and averaged about $337 CAD (before tax, property fees, etc). As a result, the shower was cramped with the shower curtain constantly attaching to you while you shower. The space is equivalent to a..."
    Reviewed May 31, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $1,502
    CA $1,016
    per traveller
    found 1 day ago
    Club Quarters Hotel Faneuil Hall, Boston
  • Breakfast meal
    Aug 5 - Aug 9

    By the Sea Guests Bed & Breakfast & Suites + Flight

    Dennis Port
    4 nights
    3.5 star property
    9.2/10 - Wonderful (187 reviews)
    "Such a cute place to stay and the staff are so helpful and welcoming!!"
    Reviewed May 31, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $1,888
    CA $1,297
    per traveller
    found 1 day ago
    By the Sea Guests Bed & Breakfast & Suites
  • Breakfast, lunch and brunch served
    Jul 23 - Jul 27

    The Langham, Boston + Flight

    Downtown Boston
    4 nights
    5.0 star property
    9.8/10 - Exceptional (1,005 reviews)
    "The rooms were clean, and friendly staff"
    Reviewed May 31, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $2,285
    CA $1,578
    per traveller
    found 1 day ago
    The Langham, Boston

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

Downtown Boston

4.5/5(197 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

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $308 per night from Jun 7 to Jun 8
CA $308
CA $415 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (4,667 reviews)
"This is my 4 time here and the staff always make me feel very welcoming"

Reviewed on May 31, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Jun 7 to Jun 8
CA $189
CA $220 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (2,638 reviews)
"A unique hotel that we enjoyed. Very clean."

Reviewed on May 31, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $354 per night from Jun 28 to Jun 29
CA $354
CA $460 total
Jun 28 - Jun 29
includes taxes & fees
9.6/10 Exceptional! (4,397 reviews)
"Clean, updated , friendly staff"

Reviewed on May 31, 2026

Seaport Hotel Boston
See all 4,114 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 , 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

Fenway Park

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

Fenway Park
Gillette Stadium

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.

Gillette Stadium
Harvard University

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

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $79
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $115
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 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.