Fenway–Kenmore Vacations from $481
Book a Hotel + Flight or Car together to unlock savings
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
Price was $1,473, price is now $481 per person
$481
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (194 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
Four Seasons Hotel Boston
Bay Village
Save 100% on your flight
Price was $3,473, price is now $2,192 per person
$2,192
per person
Dec 13 - Dec 19
found 22 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)
The best location and the beat service! The best swimming pool
Reviewed on Nov 9, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Price was $1,430, price is now $1,014 per person
$1,014
per person
Jan 27 - Jan 31
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
10/10 Exceptional! (11 reviews)
We had a great experience staying in the crab house. The cottage was well maintained and had everything we needed to enjoy our stay. The staff was friendly, helpful, and genuinely care. Ken was fantastic, you can really tell he cares about ensuring guests have a great experience. 10/10 experience, would recommend this spot to anyone looking for a great stay on the cape.
Reviewed on Jul 27, 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
$116 nightly
The price is $135 total per night from Nov 23 to Nov 24
$135 total
Nov 23 - Nov 24
Total with taxes and fees
Hotel Commonwealth
500 Commonwealth Ave Boston MA
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $239 total per night from Nov 26 to Nov 27
$239 total
Nov 26 - Nov 27
Total with taxes and fees
Hilton Boston Back Bay
40 Dalton St Boston MA
$190 nightly
The price is $222 total per night from Nov 24 to Nov 25
$222 total
Nov 24 - Nov 25
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.