Strawberry Hill Vacations from ￥274,186

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

The Latest Strawberry Hill Vacation Packages

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

The Charles Hotel

4 out of 5
West Cambridge
per person
Aug 28 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (1,000 reviews)
Everything was perfect, except failed on providing a wake up call

Reviewed on Jun 22, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Aug 20 - Aug 26
found 19 hours ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Quiet hotel with superior service and great amenities near to all of the sites in Boston.

Reviewed on Jun 23, 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
Aug 20 - Aug 25
found 17 hours ago
Roundtrip flight included
Tokyo (NRT) to Boston (BOS)
9.6/10 Exceptional! (3,026 reviews)
Beautiful property, very clean and huge rooms

Reviewed on Jun 25, 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
per person
Aug 20 - Aug 26
found 18 hours ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
8.6/10 Excellent! (1,595 reviews)
Beautiful view. Good location

Reviewed on Jun 16, 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
per person
Aug 28 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (1,901 reviews)
The Staff was great...

Reviewed on Jun 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

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 ￥31,114 per night from Jul 20 to Jul 21
￥31,114
￥42,126 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (3,610 reviews)
"Door are so loud that we were awakened every time anyone on the hall came or went. Kablam! Kablam! I’m sure the doors are self-closing for fire safety reasons, but I’d pay extra to make the doors quiet-close."

Reviewed on Jun 25, 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥30,673 per night from Jul 5 to Jul 6
￥30,673
￥40,055 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very Good! (1,111 reviews)
"Pleasant and attentive employees from the front desk to the restaurant, bar and cleaning staff. They were able to retrieve my phone charger (as I had left it in the room) 4 hours after check out. Kindly held our bags prior to departure. Great location and view from our room. I would definitely recommend ..."

Reviewed on Jun 22, 2025

Hilton Boston Back Bay
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥20,124 per night from Jul 6 to Jul 7
￥20,124
￥23,435 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (1,311 reviews)
"Very cool and modern!"

Reviewed on Jun 26, 2025

citizenM Boston Back Bay
See all 3,681 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 ￥274,186. 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
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
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

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥11,423
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥10,147
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

￥3,871
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.