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Top Luxury vacation packages in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

The Lenox Hotel Boston

Back Bay

￥199,218

per person

Feb 18 - Feb 21

found 4 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9.6/10 Exceptional! (1,218 reviews)

Rooms are a little dated but clean. Staff and front desk were very friendly and helpful.

Reviewed on Jan 4, 2026

Boston Harbor Hotel

North End

￥254,890

per person

Feb 18 - Feb 21

found 3 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Spectacular. The valet and room cleaners were so above and beyond. I’ve never stayed at such a nice hotel! Staying here feels like a warm hug.

Reviewed on Jan 3, 2026

The Langham, Boston

Downtown Boston

￥246,074

per person

Feb 18 - Feb 21

found 4 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

Always an amazing time And stay at this hotel. Room, service, lounge staff and front desk are AMAZING…

Reviewed on Jan 2, 2026

Hotel Commonwealth

Fenway–Kenmore

￥212,076

per person

Feb 18 - Feb 21

found 3 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9.4/10 Exceptional! (1,839 reviews)

The staff was incredible ! The person who checked us in, Calvin (I think) was so nice and personable! The room was SO clean and comfortable. I would absolutely stay there again. Every person that worked in the building was nice!!

Reviewed on Jan 4, 2026

Fairmont Copley Plaza, Boston

Back Bay

￥220,552

per person

Feb 18 - Feb 21

found 3 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9/10 Wonderful! (1,094 reviews)

Kitchen fully equipped. Well staffed.

Reviewed on Jan 2, 2026

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5* Luxury vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

The Langham, Boston

Downtown Boston

￥246,074

per person

Feb 18 - Feb 21

found 4 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

Always an amazing time And stay at this hotel. Room, service, lounge staff and front desk are AMAZING…

Reviewed on Jan 2, 2026

Boston Harbor Hotel

North End

￥254,890

per person

Feb 18 - Feb 21

found 3 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Spectacular. The valet and room cleaners were so above and beyond. I’ve never stayed at such a nice hotel! Staying here feels like a warm hug.

Reviewed on Jan 3, 2026

The Newbury Boston

Back Bay

￥287,044

per person

Mar 26 - Mar 28

found 10 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.4/10 Exceptional! (536 reviews)

Staff was friendly and flexible ! Rooms were spacious and beautiful, the housekeeping was not as clean or organized or detailed as other places I’ve been to but still good

Reviewed on Jan 4, 2026

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3 Night Luxury vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

The Lenox Hotel Boston

Back Bay

￥199,218

per person

Feb 18 - Feb 21

found 4 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9.6/10 Exceptional! (1,218 reviews)

Rooms are a little dated but clean. Staff and front desk were very friendly and helpful.

Reviewed on Jan 4, 2026

Boston Harbor Hotel

North End

￥254,890

per person

Feb 18 - Feb 21

found 3 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Spectacular. The valet and room cleaners were so above and beyond. I’ve never stayed at such a nice hotel! Staying here feels like a warm hug.

Reviewed on Jan 3, 2026

The Langham, Boston

Downtown Boston

￥246,074

per person

Feb 18 - Feb 21

found 4 hours ago

Roundtrip non-stop flight included

Osaka (KIX) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

Always an amazing time And stay at this hotel. Room, service, lounge staff and front desk are AMAZING…

Reviewed on Jan 2, 2026

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See all available trips from Osaka to Eastern Massachusetts

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Top Luxury Eastern Massachusetts Hotels

The Newbury Boston

15 Arlington St Boston MA

9 min walk from Fenway Park

Choose luxury at The Newbury Boston, where you can enjoy amenities like Champagne service, massage services, and more. The restaurant, 24-hour fitness center, ...

9.2/10 Wonderful! (562 reviews)

Nice room. Had a problem with a strange smell when using the shower. Resolved with a room transfer. Very polite friendly staff. Note the hotel is dog friendly which applies to most of the guest rooms as well as the public spaces. Quality hotel with good facilities and easy access to the Common and ...

Reviewed on Jan 2, 2026

The Liberty, a Marriott Luxury Collection Hotel, Boston

215 Charles St Boston MA

21 min walk from Fenway Park

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! (1,005 reviews)

Great room w history preserved from the prison. Everything was perfect!

Reviewed on Dec 30, 2025

The Langham, Boston

250 Franklin St Boston MA

14 min walk from Fenway Park

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! (1,003 reviews)

Always an amazing time And stay at this hotel. Room, service, lounge staff and front desk are AMAZING…

Reviewed on Jan 2, 2026

See all 15,684 properties in Eastern Massachusetts

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.