Seaport District Vacation Packages

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Top Holiday Package Deals in Seaport District

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,287, price is now CA $924 per person
CA $924
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (193 reviews)
The location couldn’t have been more perfect and despite it being a holiday weekend the parking lot/BNB never felt crowded. Everyone we encountered was lovely and helpful, and the room was a perfect place to take a midday nap or unwind after hours on the beach! We would definitely stay again.

Reviewed on Jul 6, 2026

The Charles Hotel

The Charles Hotel

5 out of 5
West Cambridge
Price was CA $2,028, price is now CA $1,328 per person
CA $1,328
per person
Aug 12 - Aug 16
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
Great experience but check in was delayed for a while and ended up in a different room category but hotel is beautiful and centrally located.

Reviewed on Jul 5, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,611, price is now CA $2,537 per person
CA $2,537
per person
Sep 17 - Sep 20
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $5,480, price is now CA $3,971 per person
CA $3,971
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
10/10 Exceptional! (9 reviews)
I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended. Tim Lawler

Reviewed on Oct 8, 2025

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $3,063, price is now CA $2,240 per person
CA $2,240
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (720 reviews)
Chatham Tides is a slice of heaven. Beautiful location. Clean, well maintained. Staff was super helpful with local restaurants. My wife and I gave it a 11/10

Reviewed on Jul 2, 2026

Where to stay in Seaport District

Find the best Seaport District areas and neighborhoods for the activities you enjoy most. Learn more about Seaport District
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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

Seaport District 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 $268 per night from Jul 26 to Jul 27
CA $268
CA $361 total
Jul 26 - Jul 27
includes taxes & fees
9.6/10 Exceptional! (4,524 reviews)
"Great hotel!"

Reviewed on Jul 6, 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 $311 per night from Jul 26 to Jul 27
CA $311
CA $420 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (4,770 reviews)
"Loved this hotel. Clean, comfortable beds, and friendly staff! I’ll never forget my stay. Visiting The rooftop pool is a must!"

Reviewed on Jul 6, 2026

Omni Boston Hotel at the Seaport
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
425 Summer St Boston MA
The price is CA $325 per night from Aug 6 to Aug 7
CA $325
CA $445 total
Aug 6 - Aug 7
includes taxes & fees
9.2/10 Wonderful! (2,372 reviews)
"The rooms were dirty we found candy bags behind bed . Pieces of a game. The rugs were dirty."

Reviewed on Jul 6, 2026

The Westin Boston Seaport District
See all 4,206 properties in Seaport District
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 Seaport District vacation package cost?
Custom make your Seaport District package from only CA $924. Choose from any combination of rental cars, flights and hotels to craft the trip of your dreams. Remember to add on some tours and experiences!
How do I get a cheap travel package to Seaport District?
Browse and book everything in the one place with our Seaport District vacation packages. You'll find bargains on hotels, flights and more that'll keep your bank account happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 hotels globally to select from, you'll have the flexibility to mix and match.
Where should I stay in Seaport District?
Most travelers who visit Seaport District put both Fenway Park and TD Garden on their must-see lists. Why not consider a hotel within walking distance of these main attractions?
What are the top hotels in Seaport District?
If this will be your first time in Seaport District, secure a room at Hyatt Place Boston/seaport District or Omni Boston Hotel at the Seaport. Both hotels will make you feel at home and are popular options with many travelers.
How far in advance should I book my Seaport District vacation?
It can be difficult to know when is the perfect time to book your Seaport District vacation. But usually the earlier you book, the cheaper the prices. Sometimes, you can secure your flights and hotels up to a year prior to your departure date. If you're eager to escape on a last-minute getaway, no need to stress! There are plenty of fantastic bargains popping up on Expedia all the time.
What does an Expedia Seaport District travel package include?
From hotels and flights to car rentals, Expedia can help you put together a Seaport District package that's ideal for you. Heading away for a week or two? Check out a rental car, hotel and flight bundle. If your break is short, a flight and hotel deal may suit you better. Experiences can also be added after you've booked. Our travel packages make it a breeze to plan and save.
What should I know before booking a Seaport District travel package?
You'll save plenty with an Expedia travel package. Combine your flights, rental cars and hotels and pick up fabulous discounts. Hotels aren't your only choice, though. Book with us and choose from beachfront villas, mountain cabins and even ranches and treehouses!
Can I choose my airline with a Seaport District Expedia vacation package?
Yes, you're in control. We have access to over 550 partner airlines around the world, so you can design your Seaport District getaway according to your needs and budget.
If I'm not able to travel, can I cancel my Seaport District vacation package?
Plans can change in the blink of an eye, so yes. You may be able to cancel and rebook your Seaport District vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make changes, but your airline, hotel or car rental company may impose a fee. Need more information? Take a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Stay near popular Seaport District attractions

A modern architectural building with a large overhanging roof and a glass facade.

Boston Convention and Exhibition Center

8.8/10 (2,207 reviews)
During your trip, find out what's happening at Boston Convention and Exhibition Center, a top convention center in Boston. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
See properties

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $73
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $119
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $39
per adult
88% 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.