Waterfront Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Waterfront
Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston
CA $1,848
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (265 reviews)
I had a King room with a fireplace, it was a nice size room and very clean. The bathroom was nice and they had a robe hanging for me. Little touches like personalized notes and soft drinks in the refrigerator and snacks to pick up for the room. The staff was very friendly. I'm not a breakfast eater so can't really comment on that although there was a nice continental spread and you could order off the menu. I will say that I was a bit disappointed in the restaurant. Had dinner there the night before and for the price, I felt the food was a little lackluster. The bartender was very nice and he was my server as well. All in all I really enjoyed my stay and if I go back to Lexington I would stay there again.
Reviewed on Sep 4, 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
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.
Back Bay
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.
Seaport District
1 out of top 10 points of interest in this area
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.
Beacon Hill
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.
North End
Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.
Waterfront Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
CA $372
CA $481 total
Sep 20 - Sep 21
includes taxes & fees
9.6/10 Exceptional! (4,955 reviews)
"I was extremely satisfied with the Boston Seaport Hotel. We have been traveling to Boston frequently for our daughter's medical appointments. The staff went above and beyond to accommodate us and make us feel welcome."
Reviewed on Sep 11, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
CA $220
CA $257 total
Sep 13 - Sep 14
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $281
CA $384 total
Sep 13 - Sep 14
includes taxes & fees
9.2/10 Wonderful! (4,809 reviews)
"Top notch Hotel in a very sought out town!"
Reviewed on Sep 11, 2026
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.
Frequently asked questions
How much does a Waterfront vacation package cost?
The cheapest Waterfront package is CA $675, 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.
Stay near popular Waterfront attractions
Boston Harbor
9.6/10 (5,623 reviews)
Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.
New England Aquarium
9.0/10 (5,614 reviews)
From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.
Long Wharf
8.8/10 (6 reviews)
Explore the waterfront in Boston with a trip to Long Wharf. Experience the fascinating museums and acclaimed art scene in this vibrant area.
HarborWalk
9.6/10 (8 reviews)
Discover the beaches, galleries, public art displays and restaurants on this pleasant pathway that travels around the Boston Harbor waterfront.
Christopher Columbus Waterfront Park
Christopher Columbus Waterfront Park is just one of the places to see in Boston, so why not enjoy the other things to explore during your travels? Check out the shops and top-notch restaurants in this walkable area.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $68
per adult
90% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $64
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $116
per adult
92% of travellers recommend
Explore a world of travel with Expedia
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- Museum of Science
- Isabella Stewart Gardner Museum
- Salem Vacations
- Massachusetts State House
- Prudential Tower
- Copley Square
- Suffolk University
- Massachusetts Institute of Technology
- Boston Harbor
- Paul Revere House
- Massachusetts General Hospital
- Charles River Esplanade
- All inclusive Vacation Packages Boston
- Boston Tea Party Ship
- Boston Marathon Finish Line
- Visit Downtown Boston
- Harvard University
- Boston Museum of Fine Arts
- Boston Common
- Downtown Boston Vacations
- Td Garden
- The Freedom Trail
- Boston Vacations
- Boston Public Garden
- Newbury Street
- Revere Beach
- Fenway Park
- New England Aquarium
- Visit Seaport District
- Long Wharf
- Visit Beacon Hill
- Visit Massachusetts
- Visit Manchester-by-the-Sea
- Quincy Market
- Zakim Bunker Hill Bridge
- Visit Boston
- Faneuil Hall Marketplace
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.