Fenway–Kenmore Holidays

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Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was S$2,991, price is now S$2,427 per person
S$2,427
per person
8 Jan - 15 Jan
found 1 day ago
Return flight included
Singapore (SIN) to Boston (BOS)
9/10 Wonderful! (1,086 reviews)
Great service from reception staff, and bustling cosy restaurant.

Reviewed on 13 Oct, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was S$3,920, price is now S$2,799 per person
S$2,799
per person
8 Jan - 15 Jan
found 1 day ago
Return flight included
Singapore (SIN) to Boston (BOS)
9.6/10 Exceptional! (475 reviews)
Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.

Reviewed on 13 Oct, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was S$3,948, price is now S$2,959 per person
S$2,959
per person
8 Jan - 15 Jan
found 1 day ago
Return flight included
Singapore (SIN) to Boston (BOS)
9.4/10 Exceptional! (522 reviews)
This hotel has it all, best in class care and service.

Reviewed on 24 Oct, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was S$4,156, price is now S$3,179 per person
S$3,179
per person
8 Jan - 15 Jan
found 1 day ago
Return flight included
Singapore (SIN) to Boston (BOS)
9.8/10 Exceptional! (1,019 reviews)
Excellent hotel, great location, staff fantastic

Reviewed on 31 Oct, 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was S$3,044, price is now S$2,487 per person
S$2,487
per person
8 Jan - 15 Jan
found 1 day ago
Return flight included
Singapore (SIN) to Boston (BOS)
9.2/10 Wonderful! (2,221 reviews)
Parking was very expensive and there was no free breakfast

Reviewed on 31 Oct, 2025

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 which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Top hotels in Fenway–Kenmore

citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$210 per night from 16 Nov to 17 Nov
S$210
16 Nov - 17 Nov
includes taxes & fees
9.2/10 Wonderful! (1,949 reviews)
I enjoying the hotel. Lots of dining options within walking distance.

Reviewed on 28 Oct, 2025

citizenM Boston Back Bay
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$298 per night from 24 Nov to 25 Nov
S$298
24 Nov - 25 Nov
includes taxes & fees
8.4/10 Very Good! (1,227 reviews)
Nice

Reviewed on 22 Oct, 2025

Hilton Boston Back Bay
Oasis Guest House

Oasis Guest House

2.5 out of 5
22 Edgerly Road, Boston, MA
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,351 reviews)
Absolutely love this place. Meticulously clean, neat, convenient, quiet, comfortable and friendly. The continental breakfast was incredibly delish and somehow fit into a small space. Boiling water on tap in the breakfast area for a quick tea nearly any time. Would gladly stay here again!

Reviewed on 28 Oct, 2025

Get rates
Oasis Guest House
See all 3,825 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.

Frequently asked questions

How much does a Fenway–Kenmore holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Fenway–Kenmore from just S$2,427. And the more you bundle, the more you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to Fenway–Kenmore?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all. Select a combination that suits your style and see your savings stack up. Of course, a package deal is never a one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotels across the globe, which lets you customize your Fenway–Kenmore getaway.
Where should I stay in Fenway–Kenmore?
Most visitors to Fenway–Kenmore include both Fenway Park and TD Garden on their itineraries. Why not select a hotel near these popular attractions?
What are the top hotels in Fenway–Kenmore?
If this will be your first time in Fenway–Kenmore, lock in a room at New To Vrbo Sleek Boston Apt In Kenmore Square. 8min Walk To Fenway Park. Close To Universities or Hilton Boston Back Bay. Both hotels offer comfy beds and are top options with lots of travellers.
How far in advance should I book my Fenway–Kenmore holiday?
It's tricky picking the best time for airfares, but we generally say the earlier, the better. Plenty of international journeys on Expedia become available up to 12 months in advance. If you can't book early, don't worry. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Fenway–Kenmore travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your perfect Fenway–Kenmore getaway. You can also add on a few experiences and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Fenway–Kenmore travel package?
A package can be easier on the bank balance than individually booking everything you need for your escape. For example, bundle your flights, hotels and rental cars and save a pretty penny. Whatever your holiday plans, you'll find a package that suits your budget.
Can I choose my airline with a Fenway–Kenmore Expedia holiday package?
Yes — that's the beauty of an Expedia package. You get to decide. We have more than 550 airline partners all over the world, so you have options galore when organising your Fenway–Kenmore escape.
If I'm not able to travel, can I cancel my Fenway–Kenmore holiday package?
Yes, you can. We get that life doesn't always go to plan, so we're happy to help if you have to make changes to your Fenway–Kenmore holiday package. You may be able to change or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Popular places to visit

Fenway Park showing a sporting event and night scenes as well as a large group of people

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston University

Boston University

Explore the campus of Boston University, a top university in Boston. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Boston University
Boston Museum of Fine Arts

Boston Museum of Fine Arts

Explore treasures from ancient times to the masterpieces of tomorrow at this eclectic museum.

Boston Museum of Fine Arts

Things to do

Boston Duck Tour

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

S$78
per adult
90% of travellers recommend
Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

S$44
per adult
86% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

S$102
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
See all activities in Boston

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.