Fenway–Kenmore Vacations from $746

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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

Boston Lodge and Suites

Dorchester
Save 100% on your flight
$746
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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

Boston Harbor Hotel

North End
Save 100% on your flight
$871
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
$844
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
设施很新,SPA桑拿体验特别好,晚餐气氛很棒

Reviewed on Oct 20, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
Save 100% on your flight
$1,145
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.

Reviewed on Oct 20, 2026

The Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
$756
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Staff member Nelson was very nice and provided excellent customer service on the 8th floor. I truly appreciated their kindness, professionalism, and helpful attitude. Thank you, Nelson, for making my experience a positive one!

Reviewed on Oct 21, 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
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
$188 nightly
$219 total
Nov 1 - Nov 2
Total with taxes and fees
9.4/10 Exceptional! (3,313 reviews)
"."

Reviewed on Oct 21, 2026

citizenM Boston Back Bay
Hotel Commonwealth

Hotel Commonwealth

500 Commonwealth Ave Boston MA
Fully refundableReserve now, pay when you stay
$320 nightly
$372 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Commonwealth
Hilton Boston Back Bay

Hilton Boston Back Bay

40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$235 nightly
$274 total
Nov 8 - Nov 9
Total with taxes and fees
8.8/10 Excellent! (231 reviews)
"Evacuation of the rooms at 2:00 am over a false alarm was not fun especially with 1 elevator not working. Coffee ending at 8:00 am was disappointing as well. Rooms were comfortable and the bell hop was great!"

Reviewed on Oct 21, 2026

Hilton Boston Back Bay
See all 4,100 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.
See properties
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 large cathedral with a prominent rose window and two spires.

Boston University

8.8/10 (4,994 reviews)
Take a campus tour or just explore the area of Boston University, during your trip to 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 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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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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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
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
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
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.