Coolidge Corner South Side Vacations from ￥327,313

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The Latest Coolidge Corner South Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥397,878, price is now ￥327,313 per person
￥327,313
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Entire staff was very professional. Room was clean. The entire experience, including Valentine's dinner at the Peregrin was exceptional. We will be staying there again on our next trip to Boston.

Reviewed on Feb 16, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥553,549, price is now ￥409,914 per person
￥409,914
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was ￥551,168, price is now ￥411,700 per person
￥411,700
per person
Apr 29 - May 4
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave..

Reviewed on Feb 2, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was ￥993,561, price is now ￥792,750 per person
￥792,750
per person
May 9 - May 15
found 1 day ago
Roundtrip flight included
Komatsu (KMQ) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
Room was excellent. Large, clean? Beautiful amenities and furniture. Great location with plenty to choose for food and entertainment. Staff were outstanding and friendly. The lobby with the flowers and spiral staircase was stunning

Reviewed on Feb 15, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was ￥414,240, price is now ￥347,066 per person
￥347,066
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Nice, cozy, clean room, wonderful breakfast

Reviewed on Feb 15, 2026

Where to stay in Coolidge Corner South Side

Find the best Coolidge Corner South Side areas and neighborhoods for the activities you enjoy most. Learn more about Coolidge Corner South Side
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

Coolidge Corner South Side Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is ￥15,065 per night from Feb 22 to Feb 23
￥15,065
￥17,544 total
Feb 22 - Feb 23
includes taxes & fees
9.2/10 Wonderful! (6,260 reviews)
Clean room, friendly staff

Reviewed on Feb 15, 2026

Harborside Inn Of 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 ￥13,287 per night from Mar 10 to Mar 11
￥13,287
￥15,472 total
Mar 10 - Mar 11
includes taxes & fees
9/10 Wonderful! (2,461 reviews)
staff was great

Reviewed on Feb 12, 2026

The Revolution Hotel
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥55,736 per night from Feb 19 to Feb 20
￥55,736
￥64,905 total
Feb 19 - Feb 20
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
Nice, cozy, clean room, wonderful breakfast

Reviewed on Feb 15, 2026

The Langham, Boston
See all 4,115 properties in Coolidge Corner South Side
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 Coolidge Corner South Side vacation package cost?
We make it simple to see the world, with Coolidge Corner South Side vacation packages starting from as little as ￥327,313. You'll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate escape, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to Coolidge Corner South Side?
Bundle your bookings with Expedia to save big bucks on your next exciting adventure. With more than 550 partner airlines and 1,000,000 hotels across the globe, your Coolidge Corner South Side vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not add some exciting tours and activities? It's an easy way to unlock even more savings. Your dream vacation in Coolidge Corner South Side is closer than you thought!
Where should I stay in Coolidge Corner South Side?
With fascinating attractions like Coolidge Corner Theatre and John Fitzgerald Kennedy National Historic Site in this area, see if you can find a hotel near either one. Larz Anderson Auto Museum is another sight in Coolidge Corner South Side that draws in the crowds.
What are the top hotels in Coolidge Corner South Side?
Book a stay at Coolidge Corner Guest House. It's one of the neighborhood's most popular properties. Another top option in Coolidge Corner South Side is Courtyard by Marriott Boston Brookline.
How far in advance should I book my Coolidge Corner South Side vacation?
While not all airlines advertise ticket prices early, you can normally compare international airfares on Expedia up to 12 months in advance. This is when you'll nab some incredible deals. If you've left everything to the last minute, you may still be in luck. Discounted prices occasionally appear only weeks prior to departure.
What does an Expedia Coolidge Corner South Side travel package include?
That depends on what you're looking for. If you're traveling alone, you might decide to combine flights and hotels. Taking the whole crew to Coolidge Corner South Side? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the freedom and flexibility to build your own travel package.
What should I know before booking a Coolidge Corner South Side travel package?
Bundling your bookings into a Coolidge Corner South Side vacation package is the easiest way to organize your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Coolidge Corner South Side Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you're looking to fly to Coolidge Corner South Side in business or coach, simply select from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Coolidge Corner South Side vacation package?
It's hard to predict what the future holds, so it's good to know that you can change or cancel your Coolidge Corner South Side vacation package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Coolidge Corner South Side

Nighttime baseball game at Fenway Park showcasing a vibrant atmosphere in Boston, Massachusetts

Fenway Park

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

Fenway Park
Boston Common showcases lush greenery and city skyline under a clear blue sky during a sunny day

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
Historic architecture of Harvard University in Cambridge, Massachusetts under clear blue skies

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

Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

￥5,263
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

￥3,560
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥12,228
per adult
92% 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.