Strawberry Hill Vacations from ￥157,688

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The Latest Strawberry Hill Vacation Packages

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

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was ￥200,728, price is now ￥157,688 per person
￥157,688
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (1,218 reviews)
The lobby and hotel itself are beautiful, and the restaurants were fantastic. The front desk staff was also very friendly and helpful. A few areas could use some improvement: the heater in our room didn’t adjust properly and would reset itself, making the room uncomfortably warm at times. The rooms feel a bit outdated, and the toilet splashed water when flushed. Additionally, when our sheets were changed, we noticed hair left in the bed. Overall, we enjoyed our stay, but addressing these issues would make the experience even better.

Reviewed on Dec 10, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥254,773, price is now ￥191,032 per person
￥191,032
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back

Reviewed on Nov 26, 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was ￥219,770, price is now ￥180,880 per person
￥180,880
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.2/10 Wonderful! (1,196 reviews)
Good, clean, I am satisfied

Reviewed on Dec 3, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was ￥189,482, price is now ￥157,762 per person
￥157,762
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.8/10 Excellent! (1,000 reviews)
Everything it is a beautiful hotel!!!!

Reviewed on Dec 6, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was ￥221,220, price is now ￥184,592 per person
￥184,592
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Clean room. Early arrival.

Reviewed on Dec 12, 2025

Where to stay in Strawberry Hill

Find the best Strawberry Hill areas and neighborhoods for the activities you enjoy most. Learn more about Strawberry Hill
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

Strawberry Hill 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 ￥26,301 per night from Dec 28 to Dec 29
￥26,301
￥31,404 total
Dec 28 - Dec 29
includes taxes & fees
9.6/10 Exceptional! (3,774 reviews)
Great stay! Staff was on point!

Reviewed on Dec 7, 2025

Seaport Hotel Boston
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is ￥16,687 per night from Dec 21 to Dec 22
￥16,687
￥19,431 total
Dec 21 - Dec 22
includes taxes & fees
9.2/10 Wonderful! (6,039 reviews)
Clean, quiet room. Excellent location for the price. Would highly recommend!!

Reviewed on Dec 7, 2025

Harborside Inn Of Boston
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 ￥28,102 per night from Jan 1 to Jan 2
￥28,102
￥39,063 total
Jan 1 - Jan 2, 2026
includes taxes & fees
9/10 Wonderful! (4,285 reviews)
Room was neat but too small. We did not liked that we ordered room service thinking they will bring the cart with the food in regular dishes and utensils, like in any hotel of this level, and instead they brought our food in a shopping bag on disposable containers/plastic utensils(???). There was ...

Reviewed on Dec 10, 2025

Omni Boston Hotel at the Seaport
See all 3,920 properties in Strawberry Hill
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 Strawberry Hill vacation package cost?
Custom make your Strawberry Hill package from a low ￥157,688. Pick from any combination of hotels, flights and rental cars to put together the getaway you've long been dreaming about. Be sure to add on some activities and experiences!
How do I get a cheap travel package to Strawberry Hill?
Bundle your flights and hotels with Expedia to save big bucks on your next getaway. With more than 550 airlines and 1,000,000 hotels across the world, your Strawberry Hill vacation package can be customized exactly to suit your travel style. With all that extra money, why not throw in a few fun tours and experiences? It's an easy way to unlock even more bargains. That dream vacation to Strawberry Hill is closer than you thought!
Where should I stay in Strawberry Hill?
Urban adventurers come from all corners of the globe to experience Harvard Square and Massachusetts Institute of Technology in Strawberry Hill. Book yourself a room within a stone's throw of these must-see attractions and visit them whenever you please.
What are the top hotels in Strawberry Hill?
When it comes to comfortable and convenient places to stay in Strawberry Hill, you can't beat A Tranquil House In Cambridge. Take a look at our offers and land a bargain.
How far in advance should I book my Strawberry Hill vacation?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months prior to departure dates. This is often the cheapest time to book. If circumstances have left you booking late, incredible deals to Strawberry Hill occasionally appear just a few weeks before departure.
What does an Expedia Strawberry Hill travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your perfect Strawberry Hill trip. You can also add on activities and experiences once you've made your booking. You're in the driver's seat! 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 Strawberry Hill travel package?
Whether it's adventure or relaxation you're chasing, a Strawberry Hill vacation package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Strawberry Hill Expedia vacation package?
You can, and with over 550 airlines to choose from across the globe, you've got lots of choice. Look through the available options and find out which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Strawberry Hill vacation package?
Don't stress if you're rethinking your Strawberry Hill vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We totally understand life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in Strawberry Hill

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

Fenway Park

4.5/5(2,499 reviews)

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

4.5/5(4,786 reviews)

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

4.5/5(1,966 reviews)

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

￥5,352
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

￥12,435
per adult
90% 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

￥8,500
per adult
98% 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.