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.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,156, price is now CA $812 per person
CA $812
per person
Sep 4 - Sep 7
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (139 reviews)
very clean very helpful staff. Ace was very kind and greeted us so pleasantly numerous times. He even gave me an umbrella when it was pouring and he was very sweet. I just wish there were more food options in the hotel restaurant.

Reviewed on Jun 20, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $2,118, price is now CA $1,280 per person
CA $1,280
per person
Sep 9 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,152, price is now CA $1,932 per person
CA $1,932
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,802, price is now CA $1,266 per person
CA $1,266
per person
Aug 21 - Aug 25
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year

Reviewed on Jun 18, 2026

The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was CA $1,329, price is now CA $954 per person
CA $954
per person
Sep 9 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,394 reviews)
Nice location, walking distance to downtown and South Station. Friendly and helpful staff.

Reviewed on Jun 21, 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
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

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 $228 per night from Jul 5 to Jul 6
CA $228
CA $265 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (2,778 reviews)
"Excelent service and exceptional location for areas"

Reviewed on Jun 21, 2026

citizenM Boston Back Bay
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $266 per night from Jun 28 to Jun 29
CA $266
CA $360 total
Jun 28 - Jun 29
includes taxes & fees
8.2/10 Very Good! (31 reviews)
"Great location!! Updated rooms, clean and the staff were great!!!"

Reviewed on Jun 21, 2026

Hilton Boston Back Bay
Hotel Commonwealth

Hotel Commonwealth

4.5 out of 5
500 Commonwealth Ave Boston MA
Fully refundable
The price is CA $396 per night from Jul 3 to Jul 4
CA $396
CA $527 total
Jul 3 - Jul 4
includes taxes & fees
9.4/10 Exceptional! (2,162 reviews)
"The staff was pleasant and very helpful. Great location"

Reviewed on Jun 21, 2026

Hotel Commonwealth
See all 4,166 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.
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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 $812. 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

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

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 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
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 $116
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.