Fenway–Kenmore Vacations from $390
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 $956, price is now $390 per person
$390
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Price was $1,521, price is now $1,055 per person
$1,055
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Miami (MIA) 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
The Coonamessett
Price was $611, price is now $429 per person
$429
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.8/10 Excellent! (709 reviews)
The Coonamessett is a beautiful inn overlooking the water. The suite I stayed in was absolutely stunning. Breakfast is excellent with some vegan options such as mixed fruit and oat milk.
The inn is extremely comfortable, clean, and well-maintained. My suite even had two walk-in closets.
Reviewed on Nov 11, 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
$187 nightly
The price is $218 total per night from Dec 14 to Dec 15
$218 total
Dec 14 - Dec 15
Total with taxes and fees
9.4/10 Exceptional! (2,436 reviews)
"Nice hotel, well located. No iron in room and fridge gave off constant beeping noise so had to be unplugged"
Reviewed on Nov 14, 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 24 to Nov 25
$204 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 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.