Title: Kendall Square Vacation Packages & Trips 2025 from CA $544 | Expedia.ca

 

[Kendall Square Travel Guide](https://expedia.ca/Boston-Kendall-Square.dx944549842225598464)[Hotels in Kendall Square](https://expedia.ca/Kendall-Square-Hotels.d944549842225598464.Travel-Guide-Hotels)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Kendall Square Car Rentals](https://expedia.ca/Car-Rentals-In-Kendall-Square.d944549842225598464.Car-Rental-Guide)

![](https://images.trvl-media.com/place/8093/5bfecb0b-87cd-43b8-96e5-fd2a2e49539e.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Kendall Square Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Corvid Drifter

-   ## 
    
    Plan, book, travel with confidence
    
-   ### 
    
    Better together
    
    Save up to CA $1,096 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
    

## Top Holiday Package Deals in Kendall Square

Price found within the past 48 hours. Click for updated prices.

![DoubleTree Suites by Hilton Hotel Boston - Cambridge](https://images.trvl-media.com/lodging/1000000/10000/1000/946/e477f850_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree Suites by Hilton Hotel Boston - Cambridge

Allston

CA $544

per person

Jan 8 - Jan 11

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.8/10 Excellent! (1,013 reviews)

I loved it! Easily the best hotel by far! Had a small issue with parking, but it was resolved right away.

Reviewed on Nov 4, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=946&paandie=true&dealMarker=NZlwfd5xpc88sSb9ETObSlATlMgm2WHARKu0UdcS5yG0o__UiZiuFD1CbZMNpYIA)

![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Newbury Boston

Back Bay

CA $993

per person

Jan 8 - Jan 11

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (522 reviews)

This hotel has it all, best in class care and service.

Reviewed on Oct 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=395&paandie=true&dealMarker=NZlwfd5xpc88sSb9ETObSlATlMgm2WHARKu0UdcS5yEYUHh8OYWx5XXGY9oPYJsQ)

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $926

per person

Jan 31 - Feb 2

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,019 reviews)

Excellent hotel, great location, staff fantastic

Reviewed on Oct 31, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-31/2026-02-02/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&dealMarker=12yv9CccbaW7db2uDmEm4lRlbxLlyzjKisVHwKRC0M8xfbxs5rIR_-c9lG_89nzJ)

![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Whitney Hotel

Beacon Hill

CA $801

per person

Jan 31 - Feb 2

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (475 reviews)

Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-31/2026-02-02/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=29866090&paandie=true&dealMarker=12yv9CccbaW7db2uDmEm4lRlbxLlyzjKisVHwKRC0M92xdmkVCRnv8mqRIxzUFMK)

![XV Beacon](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/0637e89e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### XV Beacon

Beacon Hill

CA $1,965

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.4/10 Exceptional! (381 reviews)

This is a classy boutique hotel, friendly staff who go the extra mile and keep the property looking sharp. The Moo restaurant is a real hotspot in the area, great food. The location is just where you wanna be in Boston.

Reviewed on Oct 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-11/2025-12-15/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=201184&paandie=true&dealMarker=iFyD9_47gD86tEX4yerqmwUpaP0lth4p6VJnxFoCa_pQy-dQMMH_h4EeCwzGs32f)

## Where to stay in Kendall Square

Find the best Kendall Square areas and neighborhoods for the activities you enjoy most. [Learn more about Kendall Square](https://expedia.ca/Boston-Kendall-Square.dx944549842225598464)

![Downtown Boston showing a city and night scenes as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238255-Downtown-Boston.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Boston

4.5/5(193 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 hotel + flight trips in Downtown Boston](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Boston&DestID=6340396&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Back Bay featuring a city, heritage architecture and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/151000/151657-Back-Bay.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Back Bay

1 out of top 10 points of interest in this area

4.5/5(271 area reviews)

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.

[Find hotel + flight trips in Back Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Back%20Bay&DestID=800016&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Seaport District featuring a high-rise building, a river or creek and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/151000/151908-South-Boston-Waterfront.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Seaport District

4.5/5(64 area reviews)

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.

[Find hotel + flight trips in Seaport District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Seaport%20District&DestID=6146535&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Beacon Hill which includes landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21013-Beacon-Hill.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Beacon Hill

1 out of top 10 points of interest in this area

5/5(1 area review)

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.

[Find hotel + flight trips in Beacon Hill](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Beacon%20Hill&DestID=77649&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/476000/476293-North-End-Boston.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### North End

1 out of top 10 points of interest in this area

4.5/5(18 area reviews)

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.

[Find hotel + flight trips in North End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20End&DestID=6146485&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Kendall Square Hotel Deals

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Seaport Hotel Boston

1 Seaport Lane, Boston, MA

Fully refundableReserve now, pay when you stay

CA $226

CA $270 total

Nov 27 - Nov 28

includes taxes & fees

9.6/10 Exceptional! (3,630 reviews)

Everything was sooo perrfect....

Reviewed on Oct 31, 2025

[](https://expedia.ca/Hotel-Search?startDate=27%2F11%2F2025&endDate=28%2F11%2F2025&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true&regionId=944549842225598464)

![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Revolution Hotel

40 Berkeley Street, Boston, MA

Fully refundableReserve now, pay when you stay

CA $178

CA $208 total

Nov 23 - Nov 24

includes taxes & fees

9/10 Wonderful! (2,217 reviews)

Room and hotel was very clean!

Reviewed on Nov 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=30080227&PinnedHotelID=30080227&HadPinnedHotel=true&regionId=944549842225598464)

![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

citizenM Boston North Station

70 Causeway Street, Boston, MA

CA $188

CA $219 total

Nov 30 - Dec 1

includes taxes & fees

9.2/10 Wonderful! (3,985 reviews)

Perfect room, loved that you can decide when you need cleaning/housekeeping, room had everything we needed and was super comfy and I loved how everything was controlled by phone or the Ipad, would recommend to everyone! This hotel was in a great location too and you couldn't hear any noise from outside ...

Reviewed on Nov 3, 2025

[](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=33870542&PinnedHotelID=33870542&HadPinnedHotel=true&regionId=944549842225598464)

[See all 3,848 properties in Kendall Square](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&regionId=944549842225598464)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Kendall Square

![Fenway Park featuring a sporting event and night scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20987-Fenway-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fenway Park

4.5/5(305 reviews)

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

[](https://expedia.ca/Fenway-Park-FenwayKenmore.d6023384.Vacation-Attraction)

![Harvard University which includes a city and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21000-Harvard-University.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harvard University

4.5/5(279 reviews)

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

[](https://expedia.ca/Harvard-University-Lower-Allston.d6034936.Vacation-Attraction)

![Boston Common which includes flowers, a garden and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21217-Boston-Common.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Common

4.5/5(518 reviews)

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.

[](https://expedia.ca/Boston-Common-Beacon-Hill.d507377.Vacation-Attraction)

### Things to do

![View Boston Observation Deck Admission Tickets](https://mediaim.expedia.com/localexpert/46312679/57693478-09e4-49b6-8ab0-b08fae604352.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### View Boston Observation Deck Admission Tickets

CA $47

per adult

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/view-boston-observation-deck-admission-tickets.a46312679.activity-details)

![Boston CityPASS: Admission to Top 4 Boston Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston CityPASS®: Admission to Top 4 Attractions

CA $110

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details)

![Go City: Boston All-Inclusive Pass with 45+ Attractions](https://mediaim.expedia.com/localexpert/173074/064eb1cc-eb4f-4535-bc3f-dbc4e50db8ab.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $117

per adult

**76%** of travellers recommend

[](https://expedia.ca/things-to-do/go-city-boston-all-inclusive-pass-with-45-attractions.a173074.activity-details)

[See all activities in Boston](https://expedia.ca/things-to-do/search?rid=944549842225598464)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.