South Brookline Vacations from ￥254,690

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    Save up to ￥45,448 when you book a flight and hotel together*

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The Latest South Brookline Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was ￥324,459, price is now ￥254,690 per person
￥254,690
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.6/10 Excellent! (1,687 reviews)
The view out the window once we were moved from north side of building to south side of building was fabulous. We’ve been to this hotel multiple times. I love the south facing side. More sun in room. And watching all the ferries sailboats barges and so much more. It’s hours of fun. Love this hotel. We will be back.almafi is a great coffee breakfast place right up front.

Reviewed on Nov 11, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥378,501, price is now ￥262,690 per person
￥262,690
per person
Dec 26 - Jan 1
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (475 reviews)
Staff went above and beyond!

Reviewed on Nov 9, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥421,324, price is now ￥310,096 per person
￥310,096
per person
Dec 26 - Jan 1
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,019 reviews)
The hotel is absolutely exquisite. Our room had almost the entire back wall made of just glass to overlook the harbor.

Reviewed on Nov 9, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was ￥384,475, price is now ￥288,264 per person
￥288,264
per person
Dec 26 - Jan 1
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (522 reviews)
This hotel has it all, best in class care and service.

Reviewed on Oct 24, 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was ￥330,064, price is now ￥255,014 per person
￥255,014
per person
Dec 26 - Jan 1
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (2,221 reviews)
No breakfast included. Access to free snack rooms with overly limited access hours. Nice large room.

Reviewed on Nov 10, 2025

Where to stay in South Brookline

Find the best South Brookline areas and neighborhoods for the activities you enjoy most. Learn more about South Brookline
Downtown Boston which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 area reviews)

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.

Find hotels in Downtown Boston

South Brookline Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥24,804 per night from Nov 28 to Nov 29
￥24,804
￥29,653 total
Nov 28 - Nov 29
includes taxes & fees
9.6/10 Exceptional! (3,620 reviews)
Hotel was gorgeous and the service was excellent

Reviewed on Nov 7, 2025

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥12,887 per night from Nov 23 to Nov 24
￥12,887
￥15,008 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (2,234 reviews)
The bathrooms were always well attended to and my room was spotless when I showed! Front desk was also very kind and responsive

Reviewed on Nov 11, 2025

The Revolution Hotel
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥20,731 per night from Nov 30 to Dec 1
￥20,731
￥24,142 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (4,018 reviews)
Very clean room, cute and trendy hotel. Great location

Reviewed on Nov 10, 2025

citizenM Boston North Station
See all 3,692 properties in South Brookline
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 South Brookline vacation package cost?
The most affordable South Brookline vacation package is ￥254,690, so your dream vacation can become a reality — without spending an arm and a leg. Combine flights, hotels and car rentals to tailor a package that suits you.
How do I get a cheap travel package to South Brookline?
Our South Brookline vacation packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your flights, hotels and extras (including tours) into an affordable package. But bargain prices are just the beginning of your next big adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotel options around the world to select from. Whatever your budget or style, there's a package here just for you.
Where should I stay in South Brookline?
There's so much to see in South Brookline, so spend your evenings close to its top attractions and spend more time sightseeing. Osher Clinical Center is one spot that should be on your itinerary.
How far in advance should I book my South Brookline vacation?
It's hard to pick the ideal time for airfares, but we generally say the earlier, the better. Plenty of international flights on Expedia become available up to 12 months in advance. If you're booking last minute, don't fret. Discounted prices appear from time to time within a few weeks of departure dates.
What does an Expedia South Brookline travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your perfect South Brookline trip. You can also add on tours and activities once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a South Brookline travel package?
When you book your flights, hotels and car rentals together, you'll nab fantastic discounts. Whether you're planning a beach break in a villa or want to stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with a South Brookline Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the flexibility to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my South Brookline vacation package?
Your situation can change unexpectedly, so yes. You may be able to cancel or alter your South Brookline vacation package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make changes, but your car rental company, hotel or airline may charge a fee. Need more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Discover the most popular places to visit in South Brookline

Fenway Park which includes 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 Common featuring landscape views, a skyscraper and flowers

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
Harvard University showing a city and heritage architecture

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

Things to do

View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

￥5,190
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

￥12,060
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥8,312
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
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.