Davis Square Vacation Packages

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Top Holiday Package Deals in Davis Square

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,013, price is now CA $692 per person
CA $692
per person
Nov 6 - Nov 9
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,015 reviews)
Clean and friendly staff

Reviewed on Sep 14, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,905, price is now CA $1,722 per person
CA $1,722
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.

Reviewed on Sep 2, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was CA $1,342, price is now CA $890 per person
CA $890
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
It’s still the best hotel in Cambridge

Reviewed on Sep 12, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,911, price is now CA $1,267 per person
CA $1,267
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (450 reviews)
Everything about this place is right! One of the nicest hotels we've ever stayed at.

Reviewed on Sep 5, 2025

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Price was CA $1,716, price is now CA $1,208 per person
CA $1,208
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
7.4/10 Good! (90 reviews)
great location and easy to access. cute /quant building and street. good amenities. would have liked a safe and more towels.

Reviewed on Sep 11, 2025

Where to stay in Davis Square

Find the best Davis Square areas and neighborhoods for the activities you enjoy most. Learn more about Davis Square
Downtown Boston showing a city and night scenes as well as a small group of people

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.

Find hotels in Downtown Boston

Davis Square Hotel Deals

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 $363 per night from Sep 21 to Sep 22
CA $363
CA $429 total
Sep 21 - Sep 22
includes taxes & fees
9.6/10 Exceptional! (3,381 reviews)
"Quiet location. Close to public transportation to get all around Boston! Free bikes to explore."

Reviewed on Sep. 10, 2025

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $327 per night from Sep 22 to Sep 23
CA $327
CA $437 total
Sep 22 - Sep 23
includes taxes & fees
9/10 Wonderful! (3,950 reviews)
"It was a nice hotel and great shower pressure"

Reviewed on Sep. 9, 2025

Omni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $269 per night from Sep 21 to Sep 22
CA $269
CA $313 total
Sep 21 - Sep 22
includes taxes & fees
9.2/10 Wonderful! (3,767 reviews)
"The day we arrived, noticed the comforter, under the cover, had blood stains on it. Gross! Did call down to front desk and they brought us a new one but that should have been caught by the cleaning staff before it was put on our bed!"

Reviewed on Sep. 15, 2025

citizenM Boston North Station
See all 3,718 properties in Davis Square
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 Davis Square vacation package cost?
Starting from as low as CA $692, a vacation package is your portal to cheaper travel. Put together your Davis Square getaway by picking from our extensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Davis Square?
Bundle your flights and hotels, add on extras such as activities or a rental car, and save with a Davis Square vacation package. You won't just land wonderful discounts on your trip — you'll have loads of choice too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 properties worldwide. Your affordable vacation starts right here, right now!
Where should I stay in Davis Square?
A vacation in Davis Square wouldn't be complete without paying a visit to Assembly Row, LEGOLAND® Discovery Center and Somerville Theatre. Stay close to these top sights and make sightseeing a breeze.
How far in advance should I book my Davis Square vacation?
It's hard to pick the best time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're booking last minute, don't fret. Low prices occasionally appear just weeks before departure dates.
What does an Expedia Davis Square travel package include?
Expedia has all you need to lock in Davis Square trip, but how your package is structured is your choice. Pick from a combination of hotels, rental cars and flights. In search of some activities or tours to keep you on the go? Once you've made your booking, you can add them on too. No matter your budget or style, there's a vacation package to suit your needs.
What should I know before booking a Davis Square travel package?
You'll save big with an Expedia travel package. Combine your airfares, rental cars and hotels and score fabulous discounts. You're not restricted to hotels, however. Book with us and take your pick of beach villas, city apartments and even glamping tents!
Can I choose my airline with a Davis Square Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to choose. We have more than 550 airline partners worldwide, so you have loads of choice when organizing your Davis Square trip.
If I'm not able to travel, can I cancel my Davis Square vacation package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Davis Square vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Davis Square

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common which includes flowers, a garden and landscape views

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $109
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $75
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

CA $47
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
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.