Eastern Massachusetts Luxury Vacations 2026

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Top Luxury vacation packages in Eastern Massachusetts

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

Kimpton Marlowe Hotel by IHG

East Cambridge

￥440,328

per person

Sep 20 - Sep 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9.2/10 Wonderful! (1,000 reviews)

Check in was 3:00, we FINALLY got in at 5:30 and had a show to get to for 6:30 start so that was a bit infuriating to say the least. We came from out of state and just wanted to freshen up before we left for the show but had minimal time bc of the situation. I expressed my concerns to blank stares from the staff at front desk. They didn’t seem to care how far behind things were. This was a bummer as we’ve stayed here before and love the location, off street parking and closeness to our favorite spots. Not sure if we will be back or explore other options. Will be discussing this with the wife before our next trip to Boston in October.

Reviewed on Aug 4, 2026

Battery Wharf Hotel, Boston Waterfront

North End

￥528,368

per person

Sep 19 - Sep 24

found 16 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

8.8/10 Excellent! (1,940 reviews)

The Bostonian Hotel Boston

Government Center

￥525,443

per person

Sep 20 - Sep 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

8.2/10 Very Good! (1,949 reviews)

Four Seasons Hotel Boston

Bay Village

￥795,388

per person

Sep 20 - Sep 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9.4/10 Exceptional! (475 reviews)

Overrated

Reviewed on Aug 10, 2026

The Langham, Boston

Downtown Boston

￥688,284

per person

Sep 20 - Sep 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9.6/10 Exceptional! (1,002 reviews)

Elegant surroundings. The service was very good, especially the valet, who was very busy but we did not have to wait at all for our car. Very nice restaurants at the hotel property.

Reviewed on Aug 12, 2026

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5* Luxury vacations in Eastern Massachusetts

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

InterContinental Boston by IHG

Downtown Boston

￥446,428

per person

Sep 18 - Sep 23

found 16 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.4/10 Exceptional! (1,155 reviews)

Four Seasons Hotel Boston

Bay Village

￥795,388

per person

Sep 20 - Sep 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9.4/10 Exceptional! (475 reviews)

Overrated

Reviewed on Aug 10, 2026

The Liberty, a Marriott Luxury Collection Hotel, Boston

West End

￥579,301

per person

Sep 20 - Sep 25

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9/10 Wonderful! (1,005 reviews)

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3 Night Luxury vacations in Eastern Massachusetts

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

The Godfrey Hotel Boston

Downtown Boston

￥287,648

per person

Sep 16 - Sep 19

found 6 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.6/10 Exceptional! (5,158 reviews)

The property was convenient to everything. The accommodations were updated and clean. The staff were extremely attentive and professional. I would definitely stay there again.

Reviewed on Aug 12, 2026

Hyatt Regency Boston/Cambridge

MIT

￥299,908

per person

Sep 16 - Sep 19

found 6 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9/10 Wonderful! (2,543 reviews)

NICE

Reviewed on Aug 12, 2026

The Ritz-Carlton, Boston

Downtown Boston

￥388,249

per person

Sep 16 - Sep 19

found 6 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9/10 Wonderful! (474 reviews)

Restaurant Elysian next to hotel needs more food choices also being closed bar in hotel on Sunday and Monday was a downer😎🍷🍷however everything else was great thx

Reviewed on Aug 11, 2026

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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, Frette Italian sheets, and more. The restaurant, 24-hour fitness center, ...

9.4/10 Exceptional! (707 reviews)

"Great experience"

Reviewed on Aug 10, 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, ...

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! (1,011 reviews)

"Elegant surroundings. The service was very good, especially the valet, who was very busy but we did not have to wait at all for our car. Very nice restaurants at the hotel property."

Reviewed on Aug 12, 2026

See all 16,362 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.