Fenway–Kenmore Vacations from $750

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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 Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
$750
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
Nice place. Centrally located. N

Reviewed on Sep 22, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$856
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Great hotel at a terrific site. The North End restaurants and Faneuil Hall are both at walkable distances. Everywhere we were in the Hotel there was always a staff member asking if we needed help. We loved out stay at the Boston Harbor Hotel.

Reviewed on Sep 22, 2026

Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
$955
per person
Dec 3 - Dec 6
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (312 reviews)
The room is beautiful, minimalist, luxurious, and extremely comfortable. In my opinion, it’s perfect for a solo traveler or, especially, for a couple. Since the room is on the smaller side, I personally wouldn’t consider it ideal for families traveling with children. For a romantic getaway, however, it was absolutely perfect. One of the highlights is having an incredible and highly sought-after restaurant right inside the building. The dining experience was exceptional — the food was impeccable, the atmosphere was beautiful, and it truly added another level to our stay. I highly recommend making the restaurant part of the experience. To make our stay even more special, I hired a local company, Our Love Box (@ourlovebox on Instagram), to create a romantic surprise in the room. I ordered a gorgeous bouquet of 100 roses along with a full romantic room setup, and the result was absolutely stunning. What impressed me even more was how seamless everything was. They handled the entire setup and came back the following day to remove all of the decorations. Once they were finished, you couldn’t even tell there had been a setup in the room — everything was left exactly as it was before. Overall, the entire experience was incredible. Between the luxurious and comfortable room, the exceptional dining experience, and the romantic setup, it was truly memorable. I highly recommend this experience for couples celebrating an anniversary, birthday, proposal, or simply looking for a special

Reviewed on Sep 21, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
Save 100% on your flight
$1,071
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (451 reviews)
Just perfect

Reviewed on Sep 17, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
Save 100% on your flight
$1,439
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)

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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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.

A historic building with ornate architecture, a staircase, and a tree in front.

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.

A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

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.

A street lamp with a lit bulb, surrounded by trees and a brick building.

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.

A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

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

citizenM Boston Back Bay

408 Newbury street Boston MA
Fully refundableReserve now, pay when you stay
$287 nightly
$334 total
Oct 4 - Oct 5
Total with taxes and fees
citizenM Boston Back Bay
Hotel Commonwealth

Hotel Commonwealth

500 Commonwealth Ave Boston MA
Fully refundableReserve now, pay when you stay
$426 nightly
$496 total
Oct 4 - Oct 5
Total with taxes and fees
Hotel Commonwealth
The Verb Hotel

The Verb Hotel

1271 Boylston St Boston MA
Fully refundableReserve now, pay when you stay
$319 nightly
$371 total
Oct 12 - Oct 13
Total with taxes and fees
9.6/10 Exceptional! (2,135 reviews)
"Super cool property for music fans. Loved the novelty of having a record player in the room and pre-selected records. Whole vibe was great. Quiet rooms and cozy beds. Valet staff were super friendly. Would definitely stay again."

Reviewed on Sep 23, 2026

The Verb Hotel
See all 4,138 properties in Fenway–Kenmore
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

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

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.
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A city street with a large tree, a modern building labeled "Northeastern University," and a crosswalk.

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.
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A modern sculpture in a park with autumn trees and a historic building in the background.

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 fascinating museums in this vibrant area.
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The Museum of Fine Arts with a large equestrian statue in front, a 'Welcome' banner, and a clear blue sky.

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.
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A city street with tall buildings, including a historic building with columns and a modern glass skyscraper.

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.
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A black BMW at a crosswalk in front of a large brick building with columns and a clock.

Boston Symphony Hall

9.4/10 (27 reviews)
Enjoy a performance at Boston Symphony Hall, a storied theater in Boston. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
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A courtyard with a central fountain, surrounded by arches and lush greenery.

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.
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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.
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Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$37
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$46
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
See all activities in Boston

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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.