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.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

￥223,228

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Boston (BOS)

9.4/10 Exceptional! (458 reviews)

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

￥242,666

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Boston (BOS)

9.4/10 Exceptional! (485 reviews)

Beautiful hotel Wonderful rooms and kids absolutely loved the vault ! Looking forward to staying again :)

Reviewed on Oct 3, 2026

The Newbury Boston

Back Bay

￥238,428

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Boston (BOS)

9.4/10 Exceptional! (734 reviews)

XV Beacon

Beacon Hill

￥428,582

per person

Nov 18 - Nov 24

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9.4/10 Exceptional! (400 reviews)

Spent a sister’s weekend at XV Beacon. The staff, the service, the amenities were all impeccable! Everyone was quick to offer locale cuisine, walking directions and adventure recommendations. Even more impressive was when we were pressed for time, the staff graciously boxed our incredible Mooo meal from the flagship restaurant and delivered it to our room. What a wonderful spread to come “home” to. Our room was spectacular and intimate. Great space to enjoy with any loved one; including a myriad of special bath tub experiences and sleep hygienes (eye masks, cervical pillows, silk pillowcases, Absolutely worth the price and am forwarding to friends & family!!l

Reviewed on Sep 21, 2026

Hotel Commonwealth

Fenway–Kenmore

￥359,866

￥242,666

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Boston (BOS)

9.4/10 Exceptional! (485 reviews)

Beautiful hotel Wonderful rooms and kids absolutely loved the vault ! Looking forward to staying again :)

Reviewed on Oct 3, 2026

Boston Harbor Hotel

North End

￥271,204

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Manchester (MAN) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on Oct 4, 2026

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4 Night Luxury vacations in Eastern Massachusetts

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

The Godfrey Hotel Boston

Downtown Boston

￥104,934

per person

Nov 20 - Nov 24

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Boston (BOS)

9.6/10 Exceptional! (5,269 reviews)

Boston Harbor Hotel

North End

Save 100% on your flight

￥193,186

per person

Nov 20 - Nov 24

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on Oct 4, 2026

The Langham, Boston

Downtown Boston

Save 100% on your flight

￥183,534

per person

Nov 20 - Nov 24

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

The staff were incredibly helpful & nice. The hotel was beautiful & great location

Reviewed on Oct 4, 2026

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Top Luxury Eastern Massachusetts Hotels

The Newbury Boston

One Newbury Street 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, ...

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, ...

9/10 Wonderful! (1,005 reviews)

"I was absolutely thrilled with my stay at this hotel! From the moment we walked through the doors, we were greeted with such warmth and kindness from the staff. The hotel’s beautiful décor created a stylish and welcoming atmosphere, and there were so many amazing dining options to enjoy. Our room ..."

Reviewed on Oct 5, 2026

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 ...

9.8/10 Exceptional! (1,004 reviews)

"The staff were incredibly helpful & nice. The hotel was beautiful & great location"

Reviewed on Oct 4, 2026

See all 16,071 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.