Fenway–Kenmore Vacations from $676

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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.
Inn on Boltwood

Inn on Boltwood

$676
per person
Dec 2 - Dec 6
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.4/10 Exceptional! (875 reviews)
We had an a very nice stay. Lovely accommodations The staff is top notch. They were always polite, professional and helpful. The grounds are well manicured and lovely. The inn is conveniently located and within walking distance to downtown. We would return.

Reviewed on Oct 10, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$895
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great location

Reviewed on Oct 13, 2026

Boston Lodge and Suites

Boston Lodge and Suites

Dorchester
$803
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
$834
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
Save 100% on your flight
$1,500
per person
Dec 6 - Dec 9
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (458 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
$206 nightly
$240 total
Nov 1 - Nov 2
Total with taxes and fees
9.4/10 Exceptional! (3,299 reviews)
"Great location! Hotel was close to shops and restaurants. The interior is super cute with a retro vibe. The room was clean and the bed was decent. Front desk staff was very friendly and helpful. The only negative experience was the waitstaff at the bar. Both nights they showed their annoyance when ..."

Reviewed on Oct 16, 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
9.4/10 Exceptional! (2,380 reviews)
"Hotel Commonwealth is very central to downtown Boston, close to the metro and so many nearby restaurants options. Great shopping location too. Hotel Commonwealth is an amazing place to stay. Rooms are large and clean. Staff is super friendly and knowledgeable. We will be back for sure!"

Reviewed on Oct 16, 2026

Hotel Commonwealth
Hilton Boston Back Bay

Hilton Boston Back Bay

40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$266 nightly
$310 total
Nov 8 - Nov 9
Total with taxes and fees
8.8/10 Excellent! (225 reviews)
"Great location"

Reviewed on Oct 16, 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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