
Chestnut Hill Vacations from ¥236,086
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The Latest Chestnut Hill Vacation Packages
Price found within the past 48 hours. Click for updated prices.

The Verb Hotel
Fenway–Kenmore
Price was ¥277,296, price is now ¥236,086 per person
¥236,086
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,902 reviews)
Love our stay at The Verb! Such a cool theme and fun to walk around looking at all the memorabilia. Staff was friendly and always helpful when we needed it.
Reviewed on Nov 4, 2025


Raffles Boston
Back Bay
Price was ¥474,878, price is now ¥391,010 per person
¥391,010
per person
Dec 27 - Jan 2
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (169 reviews)
Overall, my husband & I enjoyed our stay at the Raffles -- but we weren't thrilled with the level of service we received. Specifically:
- We checked in late (~11pm) due to a train delay, and the front desk informed us that our "butler" would reach out the next morning to introduce various services, etc. That never happened, which was disappointing because butler service is a Raffles staple that we were looking forward to experiencing.
- Upon getting to our room, which was otherwise lovely, it became clear that the touchscreen-enabled lighting system had malfunctioned. This meant we could only have ALL the lights in the room (+ bathroom) 100% on or 100% off -- no in-between (and no dimming, etc). I alerted the front desk immediately, who offered to send an engineer "within an hour or so" -- but at that point it was nearly 12am, and we were too exhausted to wait so we declined. No one ever followed up with us or offered a solution to the issue, which grew increasingly annoying throughout our stay (e.g., I had to use my phone light to use the bathroom at night because the only other option would have been to turn ALL of the lights on 100% (and wakeup my husband). The issue also extended to the "request service" vs. "privacy please" button, so we had no way of requesting (or denying) maid service.
- My husband & I celebrated our anniversary on this trip, and I let the hotel know in advance (hoping for at least a card or little treat) -- but this went 100% unacknowleged.
Reviewed on Oct 20, 2025
Where to stay in Chestnut Hill
Find the best Chestnut Hill areas and neighborhoods for the activities you enjoy most. Learn more about Chestnut 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.
Chestnut Hill Hotel Deals

Seaport Hotel Boston
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ¥24,625 per night from Nov 23 to Nov 24
¥24,625
¥29,441 total
Nov 23 - Nov 24
includes taxes & fees
9.6/10 Exceptional! (3,667 reviews)
I stayed for a work conference and found the location and amenities to be very good.
Reviewed on Nov 5, 2025

The Revolution Hotel
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ¥15,953 per night from Nov 23 to Nov 24
¥15,953
¥18,578 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (2,214 reviews)
Stayed overnight, very clean. However, noisy
Reviewed on Nov 6, 2025

citizenM Boston North Station
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ¥20,495 per night from Nov 30 to Dec 1
¥20,495
¥23,868 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (3,994 reviews)
Room was spotless, fun, unique. Checkin staff very friendly and helpful. Neat vibe at Citizen M. Also appreciated the security of dual elevators and 10pm lock as well as a rm number generated anonymously!
Reviewed on Nov 4, 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 Chestnut Hill

Boston College
4.5/5(354 reviews)
Take a campus tour or just explore the area around Boston College, a top college in Boston. Stroll along the riverfront or attend a sporting event in this vibrant area.
Alumni Stadium
Catch an event at Alumni Stadium during your trip to Boston. Experience the fascinating museums and acclaimed art scene in this vibrant area.
Things to do

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

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River
¥9,121
per adult
90% 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.




