Davis Square Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

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

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Price found within the past 48 hours. Click for updated prices.
  • Game room
    Jul 23 - Jul 27

    Meco Hotel - Hostel + Flight

    West End
    4 nights
    2.0 star property
    8.6/10 - Excellent (424 reviews)
    "good"
    Reviewed May 19, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,676
    CA $1,341
    per traveller
    found 21 hours ago
    Meco Hotel - Hostel
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Jul 31 - Aug 4

    Boston Harbor Hotel + Flight

    North End
    4 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "This was 10/10 with everything top tier"
    Reviewed May 20, 2026
    Roundtrip • Edmonton (YEG) - Boston (BOS)
    YEG - BOS • 1 stop BOS - YEG • 1 stop
    CA $3,419
    CA $1,869
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Standard Room, 1 Queen Bed
    Jul 3 - Jul 8

    Hotel Ivy Boston Common + Flight

    Bay Village
    5 nights
    2.5 star property
    8.4/10 - Very good (1,454 reviews)
    "Clean rooms, staff friendly"
    Reviewed May 21, 2026
    Roundtrip • Edmonton (YEG) - Boston (BOS)
    YEG - BOS • 1 stop BOS - YEG • 1 stop
    CA $2,304
    CA $1,391
    per traveller
    found 1 day ago
    Hotel Ivy Boston Common
  • Lobby
    Aug 2 - Aug 7

    Nantucket Inn + Flight

    Nantucket
    5 nights
    3.5 star property
    9.2/10 - Wonderful (690 reviews)
    "The shuttle goes downtown so often and the staff is amazing"
    Reviewed May 22, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $3,751
    CA $2,298
    per traveller
    found 1 day ago
    Nantucket Inn
  • Oceanfront Efficiency, 1 King Bed
    Aug 13 - Aug 18

    Chatham Tides + Flight

    South Chatham
    5 nights
    2.5 star property
    9.4/10 - Exceptional (694 reviews)
    "Beautiful place with a great view and a very peaceful atmosphere. The hotel is old and rustic, but that’s also part of its charm. If you’re looking for an authentic seaside style experience, it’s warm and cozy and fits the vibe perfectly. However, the beach right in front of the hotel is probably the dirtiest in the area. There were many dead marine animal and seaweeds remains along the shore and which made it unpleasant to walk on or fully enjoy. For nicer beaches, expect about a 20-minute..."
    Reviewed May 21, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $3,282
    CA $2,102
    per traveller
    found 2 days ago
    Chatham Tides

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

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 $237 per night from May 25 to May 26
CA $237
per night
May 25 - May 26
9.6/10 Exceptional! (4,357 reviews)
"Five stars great view"

Reviewed on May 22, 2026

Seaport Hotel Boston
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 $175 per night from May 25 to May 26
CA $175
per night
May 25 - May 26
9/10 Wonderful! (2,627 reviews)
"Everything is fantastic"

Reviewed on May 22, 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
The price is CA $248 per night from May 29 to May 30
CA $248
per night
May 29 - May 30
9.2/10 Wonderful! (4,651 reviews)
"Only stayed one night at the Omni, but enjoyed my stay. The sports club restaurant was good, a little pricey though. Loved the shampoo, conditioner and soap.."

Reviewed on May 22, 2026

Omni Boston Hotel at the Seaport
See all 4,142 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 , 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

Fenway Park

4.5/5(310 reviews)

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

Fenway Park
Harvard University

Harvard University

4.5/5(284 reviews)

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

Harvard University
Gillette Stadium

Gillette Stadium

4.5/5(28 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.

Gillette Stadium

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $79
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
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
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $115
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
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.