Waterfront Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Rooftop terrace
    May 2 - May 5

    Global Luxury Suites East Boston

    East Boston
    4.0 star property
    7.0 Good (129)

    "This was the perfect stay for what we needed. It was what we expected. The pictures are very accurate. Highly recommend the garage parking. Easy access to room from garage. The T is super close which makes travel around the city super convenient. Would stay at the same location again but would try to request a room with a view of the harbor/city. "

    Roundtrip Toronto (YYZ) - Boston (BOS)
    YYZ - BOSNonstop BOS - YYZNonstop
    Save 100% on your flight
    CA $1,247
    CA $889
    per traveller
    found 20 hours ago
    Global Luxury Suites East Boston
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Apr 24 - Apr 27

    Boston Harbor Hotel

    North End
    5.0 star property
    9.6 Exceptional (1,004)

    "Very kid friendly for an upscale hotel."

    Roundtrip Toronto (YTZ) - Boston (BOS)
    YTZ - BOS1 stop BOS - YTZ1 stop
    Save 100% on your flight
    CA $2,490
    CA $1,388
    per traveller
    found 20 hours ago
    Boston Harbor Hotel
  • Lobby
    Apr 24 - Apr 27

    Mandarin Oriental, Boston

    Back Bay
    5.0 star property
    9.4 Exceptional (326)

    "We had a lovely stay here. Beautiful spa that we took advantage of even though we didn’t book an appointment. Very welcoming and helpful staff. In the heart of boston. will be back! "

    Roundtrip Toronto (YTZ) - Boston (BOS)
    YTZ - BOS1 stop BOS - YTZ1 stop
    Save 100% on your flight
    CA $2,793
    CA $1,858
    per traveller
    found 20 hours ago
    Mandarin Oriental, Boston
  • Exterior
    Apr 25 - Apr 28

    The Langham, Boston

    Downtown Boston
    5.0 star property
    9.6 Exceptional (1,001)

    "The room I viewed when I booked, looked nothing like the room I received. The window was beautiful but only had a view of the next building (could not see a thing else). Like because of the shape you couldn’t even see the motion of downtown Boston. We had to request new face towels as soon as we got to the room, the ones already in the bathroom looked a little dirty. Other than that the hotel is beautiful. Staff are very welcoming! Valet was amazing even in the cold! "

    Roundtrip Halifax (YHZ) - Boston (BOS)
    YHZ - BOSNonstop BOS - YHZNonstop
    Save 100% on your flight
    CA $2,162
    CA $1,511
    per traveller
    found 1 day ago
    The Langham, Boston
  • Front of property
    May 2 - May 5

    The Charles Hotel

    West Cambridge
    4.0 star property
    9.2 Wonderful (1,001)

    "Great location. "

    Roundtrip Toronto (YYZ) - Boston (BOS)
    YYZ - BOSNonstop BOS - YYZNonstop
    Save 100% on your flight
    CA $1,706
    CA $1,231
    per traveller
    found 20 hours ago
    The Charles Hotel

Where to stay in Waterfront

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.

1 out of top 10 points of interest in this area

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

1 out of top 10 points of interest in this area

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

While you're in MIT, take in top sights like MIT Museum and jump on the metro at Kendall-MIT Station to see more of the city.

Frequently Asked Questions

How much does a Waterfront vacation package cost?

The cheapest Waterfront package is CA $889, 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.

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