
Eastern Massachusetts Luxury Vacations
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Top Luxury vacation packages in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.

The Bostonian Boston
Government Center
Price was ¥337,052, price is now ¥294,265 per person
¥294,265
per person
Feb 21 - Feb 28
found 9 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Boston (BOS)
8.2/10 Very Good! (1,939 reviews)
NEEDS SOME UPDATING. NOISEY AT NIGHT. GREAT LOCATION. WONDERFUL STAFF.
Reviewed on Jan 19, 2026


Fairmont Copley Plaza, Boston
Back Bay
Price was ¥422,064, price is now ¥349,846 per person
¥349,846
per person
Feb 21 - Feb 28
found 9 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Everything about this hotel was excellent. The restaurant was awesome. Walking distance to great shopping
Reviewed on Jan 20, 2026

Hotel Commonwealth
Fenway–Kenmore
Price was ¥380,619, price is now ¥324,452 per person
¥324,452
per person
Feb 21 - Feb 28
found 9 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Boston (BOS)
9.4/10 Exceptional! (1,839 reviews)
Nick and Jeff were so accommodating when we arrived. They were gracious enough to accommodate a request we made regarding our room. Valet was prompt bringing items to our room. The bed was too firm in my opinion, but that’s such a personal preference that I can’t reasonably allow it to impact my review. Water pressure in the shower? Phenomenal. The toilet was separate from the shower area which was helpful while sharing the space. Everything was clean and quiet. It was a wonderful stay and we look forward to returning!
Reviewed on Jan 20, 2026

Seaport Hotel Boston
Seaport District
Price was ¥380,256, price is now ¥339,430 per person
¥339,430
per person
Feb 21 - Feb 28
found 9 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Boston (BOS)
9.6/10 Exceptional! (3,661 reviews)
Room spotless hotel lobby beautiful and inviting. My favorite hotel!!
Reviewed on Jan 19, 2026
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See all available trips from Osaka to Eastern Massachusetts
View all trips5* Luxury vacations in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.

The Liberty, a Marriott Luxury Collection Hotel, Boston
West End
Price was ¥459,176, price is now ¥459,176 per person
¥459,176
per person
Mar 3 - Mar 6
found 9 hours ago
Roundtrip flight included
Tokyo (NRT) to Boston (BOS)
8.8/10 Excellent! (1,005 reviews)
Staff were a delight, great vibes with the social time at night, beautiful hotel!
Reviewed on Jan 20, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Eastern Massachusetts
View all trips3 Night Luxury vacations in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.

The Bostonian Boston
Government Center
Price was ¥417,502, price is now ¥396,978 per person
¥396,978
per person
Mar 3 - Mar 6
found 9 hours ago
Roundtrip flight included
Tokyo (NRT) to Boston (BOS)
8.2/10 Very Good! (1,939 reviews)
NEEDS SOME UPDATING. NOISEY AT NIGHT. GREAT LOCATION. WONDERFUL STAFF.
Reviewed on Jan 19, 2026

Fairmont Copley Plaza, Boston
Back Bay
Price was ¥456,832, price is now ¥429,082 per person
¥429,082
per person
Mar 3 - Mar 6
found 9 hours ago
Roundtrip flight included
Tokyo (NRT) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Everything about this hotel was excellent. The restaurant was awesome. Walking distance to great shopping
Reviewed on Jan 20, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Eastern Massachusetts
View all tripsTop Luxury Eastern Massachusetts Hotels

The Newbury Boston
15 Arlington St Boston MA
Choose luxury at The Newbury Boston, where you can enjoy amenities like Champagne service, Frette Italian sheets, and more. The restaurant, 24-hour fitness center, ...
9.2/10 Wonderful! (572 reviews)
Everything perfect
Reviewed on Jan 17, 2026

The Liberty, a Marriott Luxury Collection Hotel, Boston
215 Charles St Boston MA
Be treated to a luxury stay at The Liberty, a Marriott Luxury Collection Hotel, Boston, where you can enjoy amenities like plush bedding, designer toiletries, ...
8.8/10 Excellent! (1,001 reviews)
We were able to check in two hours early which was great since we were staying after surgery. Bed was very comfortable and location of the hotel couldn't be better is you're having surgery at mass general or mass eye&ear.
Reviewed on Jan 6, 2026

The Langham, Boston
250 Franklin St Boston MA
Pamper yourself with a luxury stay at The Langham, Boston, where you can enjoy amenities like pillowtop beds, rainfall showers, and more. Deluxe amenities at ...
9.6/10 Exceptional! (1,001 reviews)
Amazing service and staff
Reviewed on Jan 15, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
