Fenway–Kenmore Vacation Packages

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Top Holiday Package Deals in Fenway–Kenmore

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,004, price is now CA $534 per person
CA $534
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,827, price is now CA $1,980 per person
CA $1,980
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
One of the nicest overall properties in the country

Reviewed on Aug. 20, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,755, price is now CA $2,164 per person
CA $2,164
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,709, price is now CA $1,724 per person
CA $1,724
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,609, price is now CA $1,065 per person
CA $1,065
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Great Experience at a great location

Reviewed on Aug. 21, 2025

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
Downtown Boston showing a city and night scenes as well as a small group of people

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 hotels in Downtown Boston

Fenway–Kenmore Hotel Deals

citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Aug 24 to Aug 25
CA $248
CA $289 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (1,645 reviews)
"Room was very small."

Reviewed on Aug. 21, 2025

citizenM Boston Back Bay
Oasis Guest House

Oasis Guest House

2.5 out of 5
22 Edgerly Road, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $256 per night from Sep 1 to Sep 2
CA $256
CA $294 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (1,236 reviews)
Sweet little guest house
"Oasis Guest House is a lovely little stay right off Newbury - there are tons of restaurants bars and shops less then 10 minute walk away. It’s bare bones; very simple bathroom and small rooms with the expectation that guests are quiet. It’s like staying at someone’s house! But it immerses you in ..."

Reviewed on Aug. 20, 2025

Oasis Guest House
The Verb Hotel

The Verb Hotel

3.5 out of 5
1271 Boylston St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Aug 24 to Aug 25
CA $224
CA $325 total
Aug 24 - Aug 25
includes taxes & fees
9.6/10 Exceptional! (1,816 reviews)
I will be back! 100%
"Such a fun experience! Great Hotel right next to Fenway. So convenient! Loved checking out vinyl in their library to play in the room."

Reviewed on Aug. 19, 2025

The Verb Hotel
See all 3,735 properties in Fenway–Kenmore
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
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Frequently asked questions

How much does a Fenway–Kenmore vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Fenway–Kenmore from just CA $534. And the more you bundle, the more you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to Fenway–Kenmore?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all. Select a combination that suits your style and see your savings stack up. Of course, a package deal is never a one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotels across the globe, which lets you customize your Fenway–Kenmore getaway.
Where should I stay in Fenway–Kenmore?
Most visitors to Fenway–Kenmore include both Fenway Park and TD Garden on their itineraries. Why not select a hotel near these popular attractions?
What are the top hotels in Fenway–Kenmore?
If this will be your first time in Fenway–Kenmore, lock in a room at New To Vrbo Sleek Boston Apt In Kenmore Square. 8min Walk To Fenway Park. Close To Universities or Hilton Boston Back Bay. Both hotels offer comfy beds and are top options with lots of travelers.
How far in advance should I book my Fenway–Kenmore vacation?
It's tricky picking the best time for airfares, but we generally say the earlier, the better. Plenty of international journeys on Expedia become available up to 12 months in advance. If you can't book early, don't worry. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Fenway–Kenmore travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your perfect Fenway–Kenmore getaway. You can also add on a few experiences and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Fenway–Kenmore travel package?
A package can be easier on the bank balance than individually booking everything you need for your escape. For example, bundle your flights, hotels and rental cars and save a pretty penny. Whatever your vacation plans, you'll find a package that suits your budget.
Can I choose my airline with a Fenway–Kenmore Expedia vacation package?
Yes — that's the beauty of an Expedia package. You get to decide. We have more than 550 airline partners all over the world, so you have options galore when organizing your Fenway–Kenmore escape.
If I'm not able to travel, can I cancel my Fenway–Kenmore vacation package?
Yes, you can. We get that life doesn't always go to plan, so we're happy to help if you have to make changes to your Fenway–Kenmore vacation package. You may be able to change or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

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

Fenway Park

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

Fenway Park
Boston Museum of Fine Arts

Boston Museum of Fine Arts

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

Boston Museum of Fine Arts
Isabella Stewart Gardner Museum featuring a city, night scenes and modern architecture

Isabella Stewart Gardner Museum

A world-renowned private collection of art and cultural treasures awaits at this small yet lavish museum.

Isabella Stewart Gardner Museum

Things to do

Boston: Mapparium® globe + How Do You See the World?TM

Boston: Mapparium® globe + How Do You See the World?TM

CA $8
per adult
Boston: Mapparium® globe + How Do You See the World?TM
Museum of Fine Arts Boston General Admission Ticket

Museum of Fine Arts Boston General Admission Ticket

CA $37
per adult
74% of travellers recommend
Museum of Fine Arts Boston General Admission Ticket

Boston’s Art Expedition: Guided Tour of the Museum of Fine Arts


Boston’s Art Expedition: Guided Tour of the Museum of Fine Arts

CA $123
per adult

Boston’s Art Expedition: Guided Tour of the Museum of Fine Arts
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.