Davis Square Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Davis Square

Price found within the past 48 hours. Click for updated prices.
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Price was CA $1,588, price is now CA $987 per person
CA $987
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Boston (BOS)
9.2/10 Wonderful! (5 reviews)
We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was CA $4,273, price is now CA $2,651 per person
CA $2,651
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (722 reviews)
Everything was amazing, my room the A/C wasn’t cooling properly but they fixed it quick,

Reviewed on Jul 10, 2026

Bluebird Dennisport

Bluebird Dennisport

3 out of 5
Price was CA $1,865, price is now CA $1,208 per person
CA $1,208
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (223 reviews)
This was an amazing location! The entire staff was nice and helpful. It is just a 10 min walk to the beach and close to many great places to eat. I can’t wait to come back!!

Reviewed on Jul 9, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,469, price is now CA $1,614 per person
CA $1,614
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on Jul 11, 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $4,510, price is now CA $2,967 per person
CA $2,967
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (720 reviews)
Muy caro para lo que se recibe……..Aunque la habitación este literalmente sobre la playa. La cerradura de la habitación no funcionaba correctamente. Y la luz en la manana se entra por las cortinas

Reviewed on Jul 11, 2026

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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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

Davis Square Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $282 per night from Jul 26 to Jul 27
CA $282
CA $376 total
Jul 26 - Jul 27
includes taxes & fees
9.6/10 Exceptional! (4,556 reviews)
"This is my first choice every year for the Yankee Convention. Good restaurants, walking distance to convention center and always friendly staff."

Reviewed on Jul 11, 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is CA $214 per night from Aug 9 to Aug 10
CA $214
CA $290 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (2,437 reviews)
"The property was located in a nice quiet area for a city hotel. The view was nice by the water and the balcony was comfortable for outdoors dining. The rooms was not as big as we expected, especially traveling with teens. The room was designed with a lot of wasted space. The room AC unit was not ..."

Reviewed on Jul 10, 2026

Hyatt Regency Boston/Cambridge
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 $225 per night from Aug 9 to Aug 10
CA $225
CA $262 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (2,735 reviews)
"Our room had the four bunk beds and it was awesome! Safe, excellent construction with comfortable beds, perfect for our family of four (our teenagers, of course, loved being on the top bunks). I wasn’t sure how the “bathroom/shower down the hall” was going to be, but it turned out to be great! Having ..."

Reviewed on Jul 11, 2026

The Revolution Hotel
See all 4,123 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.
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Frequently asked questions

How much does a Davis Square vacation package cost?
Starting from as low as CA $987, 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.

Stay near popular Davis Square attractions

Somerville Theatre

8.2/10 (72 reviews)
Get tickets for a show at Somerville Theatre, a storied theater in Somerville. Experience the acclaimed art scene and fascinating museums in this vibrant area.
See properties

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 $119
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 $39
per adult
88% 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.