Waterfront Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

The Latest Waterfront Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Game room
    Aug 1 - Aug 4

    Meco Hotel - Hostel + Flight

    West End
    3 nights
    2.0 star property
    8.6/10 - Excellent (451 reviews)
    "LOVED IT VERY MUCH"
    Reviewed June 8, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $1,682
    CA $1,134
    per traveller
    found 1 day ago
    Meco Hotel - Hostel
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Sep 4 - Sep 7

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,004 reviews)
    "Wonderful classic harbor front hotel. Very nice front desk. Would stay again"
    Reviewed May 25, 2026
    Roundtrip • Montreal (YUL) - Boston (BOS)
    YUL - BOS • Nonstop BOS - YUL • Nonstop
    CA $2,515
    CA $1,391
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Property entrance
    Aug 27 - Sep 1

    Sea Crest Beach Resort + Flight

    North Falmouth
    5 nights
    3.5 star property
    7.8/10 - Good (305 reviews)
    "/"
    Reviewed June 10, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,179
    CA $1,352
    per traveller
    found 1 day ago
    Sea Crest Beach Resort
  • Lobby
    Jul 11 - Jul 15

    Nantucket Inn + Flight

    Nantucket
    4 nights
    3.5 star property
    9.2/10 - Wonderful (703 reviews)
    "This was my first trip to Nantucket and probably my last. I found the hotel to be nothing special. The garden grounds were not neat and were filled with leaves. No one came to clean the room on our first day there, even though the cleaning staff was in the next room when we left for the day. I finally had to text them late in the afternoon to have someone clean the room. We couldn't find the hotel shuttle when we came in on the ferry, as they assured me they would be a van waiting. The bar..."
    Reviewed June 4, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $3,384
    CA $2,289
    per traveller
    found 19 hours ago
    Nantucket Inn
  • Breakfast, lunch and brunch served
    Sep 4 - Sep 7

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,010 reviews)
    Roundtrip • Montreal (YUL) - Boston (BOS)
    YUL - BOS • Nonstop BOS - YUL • Nonstop
    CA $1,849
    CA $1,286
    per traveller
    found 1 day ago
    The Langham, Boston

Where to stay in Waterfront

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

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

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 $501 per night from Jul 6 to Jul 7
CA $501
per night
Jul 6 - Jul 7
9.2/10 Wonderful! (1,015 reviews)
"good stay"

Reviewed on Jun 11, 2026

Boston Marriott Long Wharf
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $200 per night from Jul 5 to Jul 6
CA $200
per night
Jul 5 - Jul 6
9/10 Wonderful! (2,673 reviews)
"Location"

Reviewed on Jun 10, 2026

The Revolution Hotel
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 $289 per night from Jun 14 to Jun 15
CA $289
per night
Jun 14 - Jun 15
9.2/10 Wonderful! (4,711 reviews)
"My favorite hotel in Boston. Feels like a destination resort….multiple restaurants, year round rooftop outdoor pool, spa, sports bar, and everything nearby."

Reviewed on Jun 10, 2026

Omni Boston Hotel at the Seaport
See all 4,131 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 , 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

Boston Harbor

Boston Harbor

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

Boston Harbor
New England Aquarium

New England Aquarium

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

New England Aquarium
Long Wharf

Long Wharf

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 $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 $116
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 $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
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.