Waterfront Vacation Packages

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Top Holiday Package Deals in Waterfront

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea

2.5 out of 5
per person
Dec. 21 - Dec. 26
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
8.8/10 Excellent! (1,443 reviews)
The staff was very helpful they were willing to hold luggage and offer the late check out

Reviewed on Nov. 20, 2024

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
Dec. 21 - Dec. 26
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (228 reviews)
Beautiful accommodations and unique character

Reviewed on Nov. 6, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Dec. 21 - Dec. 26
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (64 reviews)
Excellent hotel. The only thing was that the AC in our room was so loud when turned on that it was unbearable. The hotel did help us move to another room that did not have the problem. We were only there for a night. We will definitely stay again as it is an excellent hotel otherwise.

Reviewed on Oct. 27, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Dec. 22 - Dec. 27
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (323 reviews)
I loved the hotel: it is new, everything is so nice and beautiful!!!

Reviewed on Nov. 12, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jan. 8 - Jan. 12
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Super place, great service

Reviewed on Nov. 6, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Where to stay in Waterfront

Find the best Waterfront areas and neighborhoods for the activities you enjoy most. Learn more about Waterfront
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 hotel + flight trips 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 $426 per night from Nov. 28 to Nov. 29
CA $426
CA $583 total
includes taxes & fees
Nov 28 - Nov 29
9/10 Wonderful! (994 reviews)
"Family friendly"

Reviewed on Nov. 17, 2024

Boston Marriott Long Wharf
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 $225 per night from Dec. 20 to Dec. 21
CA $225
CA $269 total
includes taxes & fees
Dec 20 - Dec 21
9.6/10 Exceptional! (2,588 reviews)
"Amazing"

Reviewed on Nov. 20, 2024

Seaport Hotel Boston
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 $178 per night from Dec. 22 to Dec. 23
CA $178
CA $264 total
includes taxes & fees
Dec 22 - Dec 23
8.2/10 Very Good! (3,284 reviews)
"Sal the doorman was absolutely amazing. He helped me and 2 sisters out & treated us just like his daughters! He’s amazing at his job and deserves the absolute best. -Lara"

Reviewed on Nov. 21, 2024

Hilton Boston Park Plaza
See all 3,202 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 $811, 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

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

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

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 CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $103
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
North End Boston: 'The Mafia Mission' City Game

Mafia Quest Experience in Boston North End

CA $18
Per adult
80% of travellers recommend
Mafia Quest Experience in Boston North End
Boston Duck Tour

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

CA $80
Per adult
90% of travellers recommend
Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River
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.