South Brookline Vacations from ￥277,498

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The Latest South Brookline Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Price was ￥297,970, price is now ￥277,498 per person
￥277,498
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (7,276 reviews)
Everything overall was great. There were hidden charges that were not disclosed in the initial booking that was unexpected along with a fee to take your car out of valet early. Otherwise everything was a great experience.

Reviewed on Nov 12, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was ￥363,058, price is now ￥306,468 per person
￥306,468
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥331,174, price is now ￥289,490 per person
￥289,490
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)
Nice hotel, convenient to TD Garden. Will stay again.

Reviewed on Nov 11, 2026

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
Seaport District
Price was ￥308,313, price is now ￥282,899 per person
￥282,899
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (5,126 reviews)
I unfortunately had a not so good experience from the moment we walked in. The check in process took approximately twenty minutes (even though I pre-checked in), we weren’t greeted or acknowledged, the desk staff didn’t even try to help us or greet us and it was extremely uncomfortable and frustrating. It was just overall not good from the moment we walked in. We didn’t even get a rundown of what was included or what amenities came with the hotel, or how to use the elevator when he finally “helped” me (another patron helped with luggage and how to use the elevator). In order to use the elevator you had to use your room key then enter your level, easily missed because the pad was not clearly marked. Leaves everywhere and it smelled like a substance that was not cigarette smoke! I don’t smoke period so it was very annoying to have the smell in our room, hallway, and elevator.

Reviewed on Nov 12, 2026

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was ￥299,532, price is now ￥277,818 per person
￥277,818
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9/10 Wonderful! (3,501 reviews)
Great as always!

Reviewed on Nov 12, 2026

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
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

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.

Find hotels in Downtown Boston

South Brookline Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥20,914 per night from Nov 22 to Nov 23
￥20,914
￥30,866 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (5,020 reviews)
"Wonderful room and amenities including restaurants."

Reviewed on Nov 12, 2026

Omni Boston Hotel at the Seaport
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 ￥14,493 per night from Dec 13 to Dec 14
￥14,493
￥16,877 total
Dec 13 - Dec 14
includes taxes & fees
9/10 Wonderful! (3,035 reviews)
"Small room and super small bathroom but was clean and great location"

Reviewed on Nov 12, 2026

The Revolution Hotel
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 ￥15,480 per night from Nov 22 to Nov 23
￥15,480
￥23,477 total
Nov 22 - Nov 23
includes taxes & fees
9.6/10 Exceptional! (5,215 reviews)
"I unfortunately had a not so good experience from the moment we walked in. The check in process took approximately twenty minutes (even though I pre-checked in), we weren’t greeted or acknowledged, the desk staff didn’t even try to help us or greet us and it was extremely uncomfortable and frustrating. ..."

Reviewed on Nov 12, 2026

Seaport Hotel Boston
See all 3,770 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 ￥277,498, 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.

Things to do

Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

￥7,241
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥13,165
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

￥8,040
per adult
94% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 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.