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
Dorchester
CA $665
per person
Sep 7 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
The Godfrey Hotel Boston
Downtown Boston
CA $1,834
per person
Sep 30 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (5,158 reviews)
Excellent stay. The only thing that was an issue was the beds are extremely soft. If you have back issues or as in our case recovering from a shoulder surgery the beds was definitely too soft. The hotel is known for cloud soft beds so we should have researched that a bit. The hotel however was wonderful and a great location.
Reviewed on Aug 7, 2026
Pier 7 Condominiums
Bass River
CA $854
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
8.6/10 Excellent! (13 reviews)
I loved this place so much! The place was extremely clean and I felt very comfortable during my stay. The air conditioning ran super cold, the kitchen provided most things needed to make a quick meal, and the pool was very comfortable. They also have games and ping pong available.
Reviewed on Aug 6, 2026
By the Sea Guests Bed & Breakfast & Suites
CA $700
per person
Oct 26 - Oct 29
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (203 reviews)
Gorgeous location, room and common areas with lots of historic charm mixed with thoughtful touches throughout. Lovely to have the well-kept private beach all set up and ready to enjoy. Room was bright and cheerful and breakfast was delicious as well. If you’re looking for peaceful and quiet, this is a great choice.
Reviewed on Aug 7, 2026
Sesuit Harbor House
CA $987
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (196 reviews)
The Sesuit Harbor House is awesome. Has a very Cape Cod feel, the owners are excellent very attentive and have done an awesome job with this property. There is a beautiful fire pit, pool, nice outside areas to eat and relax and they also have goats! I highly recommend, close to dining and beaches as well.
Reviewed on Aug 1, 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
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.
Back Bay
1 out of top 10 points of interest in this area
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.
Seaport District
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.
Beacon Hill
1 out of top 10 points of interest in this area
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.
North End
1 out of top 10 points of interest in this area
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.
Fenway–Kenmore Hotel Deals
citizenM Boston Back Bay
408 Newbury street Boston MA
Fully refundableReserve now, pay when you stay
CA $200
CA $233 total
Aug 16 - Aug 17
includes taxes & fees
9.4/10 Exceptional! (2,975 reviews)
"Great location. Close to Fenway, Newbury street, parks, and museums. Would definitely stay there again...."
Reviewed on Aug 7, 2026
Hotel Commonwealth
500 Commonwealth Ave Boston MA
Fully refundableReserve now, pay when you stay
CA $315
CA $432 total
Aug 9 - Aug 10
includes taxes & fees
Hilton Boston Back Bay
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
CA $280
CA $381 total
Aug 16 - Aug 17
includes taxes & fees
8.8/10 Excellent! (111 reviews)
"Our stay was short, just one night, so reviewing the amenities doesn't seem fair. However, the front desk personnel were so happy, polite, and competent. The room was spacious and clean. Every employee we crossed paths with polite and helpful. I will definitely return on our next trip to Boston."
Reviewed on Aug 7, 2026
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.
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 $665. 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.
Stay near popular Fenway–Kenmore attractions
Fenway Park
9.2/10 (11,009 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Boston University
8.8/10 (4,994 reviews)
Take a campus tour or just explore the area around Boston University, a top college in Boston. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.
Northeastern University
9.0/10 (2,714 reviews)
Enjoy the collegiate vibe around Northeastern University, a top college in Boston. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.
Boston Museum of Fine Arts
9.2/10 (2,737 reviews)
Explore treasures from ancient times to the masterpieces of tomorrow at this eclectic museum.
Berklee College of Music
9.0/10 (11 reviews)
Explore the campus of Berklee College of Music, during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Isabella Stewart Gardner Museum
8.0/10 (1 review)
A world-renowned private collection of art and cultural treasures awaits at this small yet lavish museum.
House of Blues Boston
10.0/10 (4 reviews)
Enjoy a performance at House of Blues Boston, a storied theater in Boston. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
MGM Music Hall at Fenway
You can make plans for a show at MGM Music Hall at Fenway on your trip to Boston. Attend a baseball game in this walkable area.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $72
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $118
per adult
92% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $48
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.