Strawberry Hill Vacations from ￥206,672

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The Latest Strawberry Hill 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 ￥271,792, price is now ￥206,672 per person
￥206,672
per person
Jan 19 - Jan 23
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back

Reviewed on Nov 26, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ￥403,870, price is now ￥261,476 per person
￥261,476
per person
Jan 19 - Jan 23
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Excellent hotel in all aspects. Comfortable and spacious rooms and attentive staff. Only exception is $70 valet parking which is way over priced (even for Boston) especially on a weekend evening.

Reviewed on Dec 7, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was ￥419,565, price is now ￥293,460 per person
￥293,460
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Everything was great

Reviewed on Dec 9, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was ￥311,769, price is now ￥242,709 per person
￥242,709
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,000 reviews)
Everything it is a beautiful hotel!!!!

Reviewed on Dec 6, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was ￥308,478, price is now ￥248,256 per person
￥248,256
per person
Jan 19 - Jan 23
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Very friendly staff. Amazing location. The room was perfect. Didn’t go to Contessa, but we ran into the Chef in the elevator and he was super fun and courteous. The bar is cool, we ate there a couple nights. We had a very pleasant Thanksgiving week there. Festive and lively hotel. There’s Tatte around the corner and every store you can think of within walking distance. Looking forward to our next stay!

Reviewed on Dec 4, 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 ￥26,355 per night from Dec 15 to Dec 16
￥26,355
￥31,469 total
Dec 15 - Dec 16
includes taxes & fees
9.6/10 Exceptional! (3,795 reviews)
Breakfast was great. The hotel is very nice and in an excellent location. Walkable to everything. The staff is super friendly and professional.

Reviewed on Dec 13, 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! (6,050 reviews)
Great location

Reviewed on Dec 13, 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 ￥28,161 per night from Jan 1 to Jan 2
￥28,161
￥39,145 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 ￥206,672. 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.