Title: Fenway–Kenmore Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $549 Expedia.ca

[Fenway–Kenmore Travel Guide](https://expedia.ca/Boston-FenwayKenmore.dx553248633938969681)[Hotels in Fenway–Kenmore](https://expedia.ca/FenwayKenmore-Boston-Hotels.0-n553248633938969681-0.Travel-Guide-Filter-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)[Fenway–Kenmore Car Rentals](https://expedia.ca/Car-Rentals-In-FenwayKenmore.d553248633938969681.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6182581/8604434c-4f5e-46db-92a4-ed3c724e87cc.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Fenway–Kenmore Vacation Packages

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

- ##  
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 Fenway–Kenmore

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

![The Boston Hotel](https://images.trvl-media.com/lodging/101000000/100140000/100136300/100136229/54a79fec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Boston Hotel

Brighton

CA $549

per person

Mar 14 - Mar 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

7.4/10 Good! (802 reviews)

Everyone was nice, the room was decent size and there were options. Water was HOT! I loved it

Reviewed on Feb 3, 2026

![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 $1,490

per person

Apr 3 - Apr 6

found 20 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Charles Hotel

West Cambridge

CA $1,566

per person

Mar 12 - Mar 16

found 19 hours ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.4/10 Exceptional! (1,003 reviews)

Room very well appointed and gym was the stand out

Reviewed on Jan 25, 2026

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $2,384

per person

Apr 23 - Apr 26

found 24 hours ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Everything was great — room was immaculate, hotel was very nice. Would return!

Reviewed on Feb 1, 2026

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Boston

Downtown Boston

CA $1,194

per person

Apr 3 - Apr 6

found 20 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on Feb 3, 2026

## Where to stay in Fenway–Kenmore

Find the best Fenway–Kenmore areas and neighborhoods for the activities you enjoy most. [Learn more about Fenway–Kenmore](https://expedia.ca/Boston-FenwayKenmore.dx553248633938969681)

![Downtown Boston showing a city and night scenes as well as a small group of people](https://images.trvl-media.com/place/6340396/147aba27-8694-4725-895d-0beb6077ab67.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://images.trvl-media.com/place/800016/ecea0c09-2ade-4d56-b74d-09ed645f6ef5.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://images.trvl-media.com/place/6146535/5487f5d9-6748-43ca-b7bd-e50e2e9d2a27.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Seaport District

1 out of top 10 points of interest in this area

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://images.trvl-media.com/place/77649/9741c4ac-c840-46d1-b907-3b388935c98f.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)

![Boston Harbor which includes performance art, music and a bay or harbor](https://images.trvl-media.com/place/553248634340925170/190102c5-6ec7-4f3d-9631-9a7f002e9676.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)

## Fenway–Kenmore Hotel Deals

![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

citizenM Boston Back Bay

408 Newbury street Boston MA

Fully refundableReserve now, pay when you stay

CA $147

CA $171 total

Feb 17 - Feb 18

includes taxes & fees

9.2/10 Wonderful! (2,289 reviews)

Clean room. Great staff!

Reviewed on Feb 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=96998829&PinnedHotelID=96998829&HadPinnedHotel=true&regionId=553248633938969681)

![Hilton Boston Back Bay](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/f418fbdd_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Boston Back Bay

40 Dalton St Boston MA

Fully refundableReserve now, pay when you stay

CA $185

CA $257 total

Feb 22 - Feb 23

includes taxes & fees

8.4/10 Very Good! (1,243 reviews)

Great, convenient location. Too bad they were under construction so there were naturally some things unavailable - not the end of the world. However only two elovaters available and there were a number of students staying at the hotel attending a conference which caused the elovaters to be tied up ...

Reviewed on Feb 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=5928&PinnedHotelID=5928&HadPinnedHotel=true&regionId=553248633938969681)

![Hotel Commonwealth](https://images.trvl-media.com/lodging/1000000/900000/895000/894999/6b079723_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Commonwealth

500 Commonwealth Ave Boston MA

Fully refundableReserve now, pay when you stay

CA $163

CA $254 total

Feb 22 - Feb 23

includes taxes & fees

9.4/10 Exceptional! (1,951 reviews)

Staff were super friendly and the room was spacious, clean and amazing overall. One of the best hotels I’ve ever stayed at.

Reviewed on Feb 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=894999&PinnedHotelID=894999&HadPinnedHotel=true&regionId=553248633938969681)

[See all 4,145 properties in Fenway–Kenmore](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&regionId=553248633938969681)

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)

## Frequently asked questions

### How much does a Fenway–Kenmore vacation package cost?

### How do I get a cheap travel package to Fenway–Kenmore?

### Where should I stay in Fenway–Kenmore?

### What are the top hotels in Fenway–Kenmore?

### How far in advance should I book my Fenway–Kenmore vacation?

### What does an Expedia Fenway–Kenmore travel package include?

### What should I know before booking a Fenway–Kenmore travel package?

### Can I choose my airline with a Fenway–Kenmore Expedia vacation package?

### If I'm not able to travel, can I cancel my Fenway–Kenmore vacation package?

### Discover the most popular places to visit in Fenway–Kenmore

![Fenway Park featuring a sporting event and night scenes as well as a large group of people](https://images.trvl-media.com/place/6023384/56814c91-ad37-4ef6-9e12-186349c04e42.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)

![Boston Museum of Fine Arts](https://images.trvl-media.com/place/6070025/03493276-6427-4f61-a43f-6e2ff182f1a6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Museum of Fine Arts

4.5/5(129 reviews)

Explore treasures from ancient times to the masterpieces of tomorrow at this eclectic museum.

[](https://expedia.ca/Boston-Museum-Of-Fine-Arts-FenwayKenmore.d6070025.Vacation-Attraction)

![Boston_BerkleeCollegeofMusic_6092309_01](https://images.trvl-media.com/place/6092309/ba63281b-f79d-4b31-b029-d14b08b2bc8a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Berklee College of Music

Explore the campus of Berklee College of Music, during your trip to Boston. Experience the acclaimed art scene or attend a sporting event in this vibrant area. 

[](https://expedia.ca/Berklee-College-Of-Music-FenwayKenmore.d6092309.Vacation-Attraction)

### Things to do

![Boston Hop-On Hop-Off Trolley Tour](https://mediaim.expedia.com/localexpert/172982/6f42f390-62da-409c-a976-5a931abb154f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $73

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.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

**92%** of travellers recommend

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

![Zac tells a story about the John Harvard statue](https://mediaim.expedia.com/localexpert/1349360/d8650b03-f74e-4c81-8957-837ce0090701.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harvard University Campus Guided Walking Tour

CA $32

per adult

**92%** of travellers recommend

[](https://expedia.ca/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details)

[See all activities in Boston](https://expedia.ca/things-to-do/search?rid=553248633938969681)

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