Waterfront Vacation Packages

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    Save up to CA $775 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Holiday Package Deals in Waterfront

Price found within the past 48 hours. Click for updated prices.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul. 19 - Jul. 22
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (266 reviews)
Great property great service

Reviewed on May 5, 2024

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Jul. 19 - Jul. 22
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (1,662 reviews)
Room was clean and well appointed. Staff was courteous. Fine for our short stay (1 night) but room was extremely small.

Reviewed on May 11, 2024

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
Jul. 19 - Jul. 22
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,479 reviews)
Exceptional location. Clean, smells good, quiet. Great amenities!

Reviewed on May 11, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 19 - Jul. 22
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (275 reviews)
My husband and I spent one night at The Whitney and were extremely pleased with our stay. The room was lovely and the staff were very nice and helpful. We would absolutely return and recommend it without hesitation.

Reviewed on Mar. 24, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun. 13 - Jun. 16
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (31 reviews)
My stay was lovely. In ordering a cheese plate to await my arrival, a friend alerted the staff that it was my birthday. When I entered my very handsome room, a gorgeous little chocolate bday cake, under domed glass, sat waiting for me. Otherwise, the staff was incredibly attentive, the speakeasy was fun for a delicious cocktail, and the overall atmosphere was one of restrained indulgence. The place doesn’t feel ostentatious. Its elegance was much more understated. I loved it

Reviewed on Apr. 28, 2024

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 $440 per night from May 27 to May 28
CA $440
CA $555 total
includes taxes & fees
May 27 - May 28
9/10 Wonderful! (1,003 reviews)
"It was on the water, in a great area, walking distance form many historic sites. Loved the brick structures in the area, including this hotel."

Reviewed on May 8, 2024

Boston Marriott Long Wharf
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $269 per night from Jun. 9 to Jun. 10
CA $269
CA $354 total
includes taxes & fees
Jun 9 - Jun 10
9/10 Wonderful! (2,021 reviews)
"We had an excellent stay at the Omni Seaport. The facilities were modern and updated. There are so many things to do (and eat!) both in and out of the hotel. Will definitely be back."

Reviewed on May 9, 2024

Omni Boston Hotel at the Seaport
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $263 per night from May 27 to May 28
CA $263
CA $347 total
includes taxes & fees
May 27 - May 28
9.2/10 Wonderful! (3,471 reviews)
"Extremely clean and quiet."

Reviewed on May 10, 2024

The Dagny Boston
See all 3,296 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.

Explore other types of vacation packages

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 $871, 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

Image for 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
Image for 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
Image for 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

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $107
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

CA $264
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
Image for Sightseeing Day Sail around Boston Harbor

Sightseeing Day Sail around Boston Harbor

CA $79
Per adult
84% of travellers recommend
Sightseeing Day Sail around Boston Harbor
See all activities in Boston

Other vacations you might like

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