Strawberry Hill Vacations from ￥318,974

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The Latest Strawberry Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was ￥437,150, price is now ￥318,974 per person
￥318,974
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (1,116 reviews)
Unbeatable location in back bay with access to rest, shopping, and train (T) stops. Safe elevators and neighborhood and walkable throughout back bay and to downtown Boston. Facilities in such historical building were impeccable and the staff superb. In-house bar and eating facilities were a plus. Wish bathroom was more updated and that at least a luggage rack be available.

Reviewed on Aug 29, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ￥785,828, price is now ￥494,198 per person
￥494,198
per person
Oct 11 - Oct 17
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Highly recommend! Beautiful and amazing service! Felt like 4 seasons or ritz service!

Reviewed on Aug 30, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was ￥613,523, price is now ￥401,610 per person
￥401,610
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.

Reviewed on Aug 28, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥577,994, price is now ￥420,398 per person
￥420,398
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (443 reviews)
Was a great looking hotel. Comfy beds. Updates decor. Strange that there was no cooler/fridge in the room though.

Reviewed on Aug 30, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was ￥500,586, price is now ￥364,956 per person
￥364,956
per person
Nov 20 - Nov 27
found 4 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Boston (BOS)
9.4/10 Exceptional! (490 reviews)
Love the Street Bar!

Reviewed on Aug 25, 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
The price is ￥21,999 per night from Sep 1 to Sep 2
￥21,999
￥26,350 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (3,284 reviews)
"Nice hotel in great location"

Reviewed on Aug 27, 2025

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥28,528 per night from Sep 1 to Sep 2
￥28,528
￥39,214 total
Sep 1 - Sep 2
includes taxes & fees
Omni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥27,057 per night from Sep 1 to Sep 2
￥27,057
￥31,509 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (3,589 reviews)
"clean room. helpful staff. good transportation in the area."

Reviewed on Aug 30, 2025

citizenM Boston North Station
See all 3,714 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 ￥318,974. 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

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

Fenway Park
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
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

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥11,633
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥10,333
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

￥5,025
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
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.