
Winter Hill Vacations from ¥165,818
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The Latest Winter Hill Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Boston Harbor Hotel
North End
Price was ¥308,703, price is now ¥207,566 per person
¥207,566
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
19.6/10 Exceptional! (1,005 reviews)
Beautiful room with a view. The fitness center and spa was great!
Reviewed on Nov 17, 2025

The Whitney Hotel
Beacon Hill
Price was ¥303,367, price is now ¥217,692 per person
¥217,692
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
19.2/10 Exceptional! (482 reviews)
The room was wonderful, the bed was heaven. Room service was delicious and the overall aesthetic and ambience of the lobby and common areas were fabulous
Reviewed on Nov 18, 2025

Where to stay in Winter Hill
Find the best Winter Hill areas and neighborhoods for the activities you enjoy most. Learn more about Winter Hill

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.
Winter Hill Hotel Deals

citizenM Boston North Station
70 Causeway Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ¥19,002 per night from Nov 30 to Dec 1
¥19,002
¥22,128 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (4,060 reviews)
Room was cute and compact. The view from the causeway was amazing. Centrally located to all things i wanted to walk to and the train station.
Reviewed on Nov 20, 2025

Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ¥28,618 per night from Dec 21 to Dec 22
¥28,618
¥39,664 total
Dec 21 - Dec 22
includes taxes & fees
9/10 Wonderful! (4,225 reviews)
Room was extremely clean, wonderful smell. We received extra amenities in honor of our anniversary. They have everything you need from restaurants, pools, and activities.
Reviewed on Nov 18, 2025

The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ¥13,081 per night from Nov 24 to Nov 25
¥13,081
¥15,232 total
Nov 24 - Nov 25
includes taxes & fees
9/10 Wonderful! (2,257 reviews)
Great hotel! no bathroom in the room
Reviewed on Nov 18, 2025
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
Discover the most popular places to visit in Winter Hill

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.

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.

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.
Things to do

View Boston Observation Deck Admission Tickets
¥5,190
per adult
86% of travellers recommend

Boston CityPASS®: Admission to Top 4 Attractions
¥12,060
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.





