Fenway–Kenmore Vacations from $657
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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.
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 1 day 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
9.2/10 Wonderful! (3,377 reviews)
"Excellent hotel, would stay again, would be nice to have free tea and coffee making facilities in the lobby as I was expected to pay $4 for a tea bag and as a guest I would have expected to get tea and coffee included. Aside from that, location excellent, love the use of tech in the room."
Reviewed on Nov 11, 2026
Hotel Commonwealth
500 Commonwealth Ave Boston MA
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $218 total per night from Dec 13 to Dec 14
$218 total
Dec 13 - Dec 14
Total with taxes and fees
Hilton Boston Back Bay
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $219 total per night from Nov 23 to Nov 24
$219 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (261 reviews)
"Prwtty good"
Reviewed on Nov 11, 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.
Stay near popular Fenway–Kenmore attractions
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Boston Harbor Sightseeing Cruise
$51
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% 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.