The Port 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

Top Holiday Package Deals in The Port

Price found within the past 48 hours. Click for updated prices.
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
Price was CA $1,791, price is now CA $1,186 per person
CA $1,186
per person
Jun 11 - Jun 14
found 21 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.4/10 Very Good! (3,127 reviews)
Great location, very clean!

Reviewed on Apr 24, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $3,159, price is now CA $1,886 per person
CA $1,886
per person
Jun 16 - Jun 19
found 23 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Private lounge offered three meals, wine, hard liquor, coffee, fruit, ice cream, etc. Well stocked & staff was superb

Reviewed on Apr 26, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $4,348, price is now CA $2,884 per person
CA $2,884
per person
Jun 16 - Jun 19
found 23 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $1,844, price is now CA $1,242 per person
CA $1,242
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.8/10 Excellent! (1,441 reviews)
Helpful staff. In particular, there was a man named Carlos at the front who helped a lot.

Reviewed on Apr 27, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,927, price is now CA $1,309 per person
CA $1,309
per person
Jul 15 - Jul 19
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

Where to stay in The Port

Find the best The Port areas and neighborhoods for the activities you enjoy most. Learn more about The Port
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

The Port Hotel Deals

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 $230 per night from May 3 to May 4
CA $230
CA $315 total
May 3 - May 4
includes taxes & fees
9.6/10 Exceptional! (4,238 reviews)
Phenomenal stay, will stay longer next time! Staff are very courteous and professional. Cleanliness 5/5. Will certainly return.

Reviewed on Apr 28, 2026

Seaport Hotel Boston
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 $264 per night from May 1 to May 2
CA $264
CA $363 total
May 1 - May 2
includes taxes & fees
9.2/10 Wonderful! (4,606 reviews)
Great hotel

Reviewed on Apr 27, 2026

Omni Boston Hotel at the Seaport
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $379 per night from Apr 30 to May 1
CA $379
CA $497 total
Apr 30 - May 1
includes taxes & fees
9.4/10 Exceptional! (5,017 reviews)
My second stay here and I loved it. It's close to everything, great bar, restaurant and cafe right on the property. I loved the room, perfect for my needs. And the staff is all very kind and attentive. Will be staying again in the future!

Reviewed on Apr 28, 2026

The Godfrey Hotel Boston
See all 4,169 properties in The Port
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 The Port vacation package cost?
Be ready to book, because a getaway to The Port starts from an enticing CA $1,186. When you bundle your flights, hotels and more into a package, you'll enjoy the biggest deals.
How do I get a cheap travel package to The Port?
Our The Port vacation packages mean plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and extras (such as activities) into an affordable package. But great bargains are only the start of your next memorable adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 hotel options worldwide to pick from. Whatever your budget or style, there's a vacation package here just for you.
Where should I stay in The Port?
Visitors come from near and far to see Harvard Square and Massachusetts Institute of Technology in The Port. Stay near these must-see attractions and visit them whenever you please.
What are the top hotels in The Port?
Get your vacation off to a good start by locking in a room at The Windsor Inn. It's one of most popular properties in The Port. Another comfortable option is Cambridge Urban Oasis Apartment Betw M. I. T. And Harvard.
How far in advance should I book my The Port vacation?
Your safest bet is to book early. Air carriers usually advertise flights up to a year ahead of departure, and this is an ideal opportunity to score some rock-bottom prices. Boss just told you to take some vacation time next week? No sweat. Expedia are never short of fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia The Port travel package include?
From airfares and hotels to rental cars, Expedia can help you shape a The Port package that works for you. Heading off for a few weeks? Look into a hotel, rental car and flight bundle. If you're taking a quick break, a hotel and flight deal could suit you better. Tours and activities can be added once you've made your booking. Our packages make it a breeze to save and plan.
What should I know before booking a The Port travel package?
So many places to explore, so many things to see and do. With a package, you'll be able to check more of them off your list. Bundle your flights, hotels and rental cars and score big savings.
Can I choose my airline with a The Port Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Simply select the carrier you want and craft your ideal The Port vacation.
If I'm not able to travel, can I cancel my The Port vacation package?
You sure can, and we're here to help. You may be able to amend or cancel your The Port vacation package at no cost within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances suddenly change, have a look at our Customer Service Portal for further information.

Discover the most popular places to visit in The Port

Fenway Park

Fenway Park

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

Fenway Park
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
Gillette Stadium

Gillette Stadium

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

Gillette Stadium

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 $116
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.