Waterfront Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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 Waterfront

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
Price was CA $2,777, price is now CA $1,821 per person
CA $1,821
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (435 reviews)
All accommodations was absolutely amazing! The experiece started with thw doorman upon arrival ,the concierge service, room awrvice, reataurants, gym, everything was perfect! The location was great. Will stay again on our next visit.

Reviewed on Mar 2, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $3,630, price is now CA $2,256 per person
CA $2,256
per person
May 13 - May 20
found 24 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.6/10 Excellent! (1,384 reviews)
Good location to T.D. Garden.

Reviewed on Mar 7, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,454, price is now CA $2,179 per person
CA $2,179
per person
Apr 29 - May 2
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
Best hotel ive ever stayed in.

Reviewed on Mar 11, 2026

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
MIT
Price was CA $2,735, price is now CA $1,843 per person
CA $1,843
per person
Jun 1 - Jun 8
found 12 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (2,266 reviews)
The valet parking is an additional $60.00

Reviewed on Mar 11, 2026

Where to stay in Waterfront

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

Waterfront Hotel Deals

Boston Marriott Long Wharf

Boston Marriott Long Wharf

4 out of 5
296 State St Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $304 per night from Mar 21 to Mar 22
CA $304
CA $403 total
Mar 21 - Mar 22
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
easy to park and explore the north end!

Reviewed on Mar 9, 2026

Boston Marriott Long Wharf
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
70 Rowes Wharf Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $667 per night from Mar 21 to Mar 22
CA $667
CA $778 total
Mar 21 - Mar 22
includes taxes & fees
9.8/10 Exceptional! (1,002 reviews)
Best hotel ive ever stayed in.

Reviewed on Mar 11, 2026

Boston Harbor Hotel
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 $184 per night from Mar 23 to Mar 24
CA $184
CA $269 total
Mar 23 - Mar 24
includes taxes & fees
8.4/10 Very Good! (3,140 reviews)
Just a quick overnight with some friends in the city. Lots of laughs, great food, and great fun.

Reviewed on Mar 11, 2026

Hilton Boston Park Plaza
See all 4,159 properties in Waterfront
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 Waterfront vacation package cost?
The cheapest Waterfront package is CA $1,821, so your dream trip can become a reality — without spending an arm and a leg. Bundle flights, hotels, car rentals and more to custom build a package that fits you.
How do I get a cheap travel package to Waterfront?
Find flights that fit your schedule, add a hotel room to your booking and see how much you save with a Waterfront vacation package. It's that easy! From flights and hotels to activities and rental cars, Expedia makes traveling cheaply a cinch. And with over 550 airlines and 1,000,000 properties around the world to select from, you'll never be short of choice.
Where should I stay in Waterfront?
Urban adventurers come from near and far to see Fenway Park and TD Garden in Waterfront. Book a room close to these popular attractions and visit them whenever you please.
What are the top hotels in Waterfront?
If it's your very first time in Waterfront, book a room at Boston Marriott Long Wharf or Boston Harbor Hotel. Both will make you feel at home and are favorites with many travelers.
How far in advance should I book my Waterfront vacation?
Savvy travelers often reserve their seats as early as possible. You can normally compare international fares on Expedia up to 12 months before your intended flight. If you're late to book, fear not. Budget prices sometimes appear just weeks before departure.
What does an Expedia Waterfront travel package include?
Select from a combination of flights, rental cars and hotels. Once you've made your booking, you can add the fun stuff like activities and tours. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to arranging your dream Waterfront escape.
What should I know before booking a Waterfront travel package?
You'll pick up impressive savings when you combine your flights, hotels and rental cars into a travel package. Plus, booking everything in one place will make your trip planning easier. So why waste time or money? Whether you're organizing a luxury romantic escape or a budget family adventure, browse our package deals today.
Can I choose my airline with a Waterfront Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you definitely can. Just choose the airline you want and put together your ideal Waterfront vacation.
If I'm not able to travel, can I cancel my Waterfront vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. To learn more, visit our Customer Service Portal. But generally speaking, if you've booked your Waterfront vacation package in the last 24 hours, you may be able to change or cancel it free of charge. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Waterfront

New England Aquarium featuring marine life

New England Aquarium

4.5/5(154 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium
Boston Harbor showing a sunset and a bay or harbor

Boston Harbor

4.5/5(93 reviews)

Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.

Boston Harbor
Long Wharf which includes a bay or harbor and a city

Long Wharf

5/5(1 review)

Explore the waterfront in Boston with a trip to Long Wharf. Experience the fascinating museums and acclaimed art scene in this vibrant area.

Long Wharf

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $72
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 $108
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

CA $32
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
See all activities in Boston

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.