High Street Hill Vacations from ￥204,626

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The Latest High Street Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Boston

The Royal Sonesta Boston

4 out of 5
East Cambridge
Price was ￥250,166, price is now ￥204,626 per person
￥204,626
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.4/10 Very Good! (1,524 reviews)
Nice staff, nice area

Reviewed on Sep 8, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was ￥281,268, price is now ￥210,234 per person
￥210,234
per person
Nov 20 - Nov 25
found 15 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
Lou the driver was awesome and very informative. We enjoyed walking to Harvard Yard which is only two blocks away! So much fun for family’s.

Reviewed on Sep 6, 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was ￥293,616, price is now ￥220,606 per person
￥220,606
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.2/10 Wonderful! (1,122 reviews)
This is my favorite hotel to stay at. The location is the best for walkers, diners, shopping, everything. Staff is super helpful and warm.

Reviewed on Sep 9, 2025

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was ￥259,194, price is now ￥208,493 per person
￥208,493
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9/10 Wonderful! (2,742 reviews)
We had a wonderful stay! Quiet and clean hotel. So many shopping and dining options nearby

Reviewed on Sep 9, 2025

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
Seaport District
Price was ￥267,708, price is now ￥221,197 per person
￥221,197
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (3,323 reviews)
Exceeded my expectation

Reviewed on Sep 9, 2025

Where to stay in High Street Hill

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

High Street 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 ￥37,297 per night from Sep 21 to Sep 22
￥37,297
￥44,170 total
Sep 21 - Sep 22
includes taxes & fees
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 ￥41,679 per night from Sep 21 to Sep 22
￥41,679
￥54,544 total
Sep 21 - Sep 22
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 ￥33,022 per night from Sep 21 to Sep 22
￥33,022
￥38,454 total
Sep 21 - Sep 22
includes taxes & fees
citizenM Boston North Station
See all 3,676 properties in High Street 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 High Street Hill vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in High Street Hill from just ￥204,626. And the more you bundle, the more you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to High Street Hill?
It's as simple as bundling. Hotels, flights and rental cars — combine whatever you need into a High Street Hill vacation package to save loads of cash. Score even more bargains when you include extras such as activities or tours to your booking. But that's not the only good part. You have the flexibility to tailor your trip your way. We offer more than 550 airlines and 1,000,000 properties all over the world, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in High Street Hill?
We recommend staying near the action. Many people favor hotels in the vicinity of popular attractions, such as Coolidge Corner Theatre, John Fitzgerald Kennedy National Historic Site and Larz Anderson Auto Museum.
How far in advance should I book my High Street Hill vacation?
It can be difficult to know when is the ideal time to book your High Street Hill vacation. But usually the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels nearly 12 months before your departure date. If you're hoping for a last-minute getaway, no need to stress! There are unbeatable bargains posted on Expedia every single day.
What does an Expedia High Street Hill travel package include?
That depends on what type of escape you have in mind. High Street Hill travel deals can include flights, hotels and car rentals. You can mix and match to create the bundle that works for you! You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a High Street Hill travel package?
So many places to venture to, so many things to do. With a package, you'll be able to afford more of them. Bundle your flights, hotels and rental cars and get set to save.
Can I choose my airline with a High Street Hill Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my High Street Hill vacation package?
You can. We realize even the best-laid plans can fail, so we're happy to help if you have to make changes to your High Street Hill vacation package. You may be able to cancel or change your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in High Street 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

￥11,728
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥8,084
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

￥5,048
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.