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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

￥38,402

per person

Feb 19 - Feb 21

found 2 hours ago

Roundtrip flight included

New York (JFK) to Boston (BOS)

8.2/10 Very Good! (1,939 reviews)

Clean room and comfortable and the location is perfect

Reviewed on Dec 30, 2025

Boston Harbor Hotel

North End

Save 100% on your flight

￥85,793

per person

Feb 19 - Feb 21

found 2 hours ago

Roundtrip flight included

New York (JFK) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

The location, the service, the view, the little things were all outstanding!

Reviewed on Dec 31, 2025

Hotel Commonwealth

Fenway–Kenmore

￥49,385

per person

Feb 19 - Feb 21

found 2 hours ago

Roundtrip flight included

New York (JFK) to Boston (BOS)

9.4/10 Exceptional! (1,839 reviews)

$40.00 “amenity” fee is a bit ridiculous. If you offered coffee and water on every floor so I didn’t have to wait to get my fist cup- maybe then it would be worth it. But to go all the way to the lobby to a sub par presentation no thanks. The rest of the inclusions are unnecessary and in this day just puts a bad taste in people’s mouths.

Reviewed on Dec 30, 2025

The Lenox Hotel Boston

Back Bay

￥45,232

per person

Feb 19 - Feb 21

found 3 hours ago

Roundtrip flight included

New York (JFK) to Boston (BOS)

9.6/10 Exceptional! (1,218 reviews)

Room was very comfortable & clean.Staff was great.Food & drinks outstanding.Very festive atmosphere at the Lenox.Great time to be in Boston,the night before New Year’s Eve.

Reviewed on Jan 1, 2026

Battery Wharf Hotel, Boston Waterfront

North End

￥42,208

per person

Feb 19 - Feb 21

found 2 hours ago

Roundtrip flight included

New York (JFK) to Boston (BOS)

8.6/10 Excellent! (1,728 reviews)

Fantastic waterfront room. Super friendly check in staff. Food at restaurant was great.

Reviewed on Jan 1, 2026

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5* Luxury vacations in Eastern Massachusetts

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

Boston Harbor Hotel

North End

Save 100% on your flight

￥85,793

per person

Feb 19 - Feb 21

found 2 hours ago

Roundtrip flight included

New York (JFK) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

The location, the service, the view, the little things were all outstanding!

Reviewed on Dec 31, 2025

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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.