Fenway–Kenmore Vacations from $569
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Your Fenway–Kenmore Vacation
Book a customized vacation package to Fenway–Kenmore and experience the wonders of this neighborhood from sunrise to sundown. From its nightlife and bars and pubs to its distinct vibe and personality, there are plenty of fabulous reasons to visit Fenway–Kenmore. Not sure what to see and do during your trip to Fenway–Kenmore? Nearby attractions like Fenway Park, Boston Common and Faneuil Hall Marketplace are excellent places to start. Expedia will help put your travel plans into action. Book your ultimate Fenway–Kenmore vacation today.
The Latest Fenway–Kenmore Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
Save 100% on your flight
Price was $931, price is now $569 per person
$569
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,518, price is now $870 per person
$870
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Great hotel for the weekend! My husband and I were celebrating our anniversary!
Reviewed on Oct 25, 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.
Fenway–Kenmore Hotel Deals
citizenM Boston Back Bay
408 Newbury street Boston MA
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $156 total per night from Nov 23 to Nov 24
$156 total
Nov 23 - Nov 24
Total with taxes and fees
Hotel Commonwealth
500 Commonwealth Ave Boston MA
$197 nightly
The price is $229 total per night from Nov 26 to Nov 27
$229 total
Nov 26 - Nov 27
Total with taxes and fees
9.4/10 Exceptional! (2,408 reviews)
"The entire staff is always friendly and willing to help. The room was quiet and comfy. We live it there...FYI im a Yankee..so this alone should show you how great this hotel is!!!!"
Reviewed on Oct 26, 2026
Hilton Boston Back Bay
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $204 total per night from Nov 22 to Nov 23
$204 total
Nov 22 - Nov 23
Total with taxes and fees
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.
Stay near popular Fenway–Kenmore attractions
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.