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Top Romantic vacation packages in Eastern Massachusetts

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

Battery Wharf Hotel, Boston Waterfront

North End

￥304,619

per person

Jan 12 - Jan 18

found 21 hours ago

Roundtrip non-stop flight included

Osaka (OSA) to Boston (BOS)

9/10 Wonderful! (2,071 reviews)

It was a Monday, and the hotel was practically empty, and I asked for late checkout, and they said sure, but one hour would cost $150, two-thirds of what staying a full day costs. Needless inconvenience, and no benefit to them as very few people would agree to it.

Reviewed on Nov 9, 2026

Boston Harbor Hotel

North End

￥393,406

per person

Jan 12 - Jan 18

found 21 hours ago

Roundtrip non-stop flight included

Osaka (OSA) to Boston (BOS)

9.8/10 Exceptional! (1,004 reviews)

!

Reviewed on Nov 10, 2026

Eurostars The Boxer

West End

￥311,248

per person

Jan 12 - Jan 18

found 21 hours ago

Roundtrip non-stop flight included

Osaka (OSA) to Boston (BOS)

8.8/10 Excellent! (1,636 reviews)

Hotel AKA Boston Common

Downtown Boston

￥307,476

per person

Jan 12 - Jan 18

found 21 hours ago

Roundtrip non-stop flight included

Osaka (OSA) to Boston (BOS)

9/10 Wonderful! (1,876 reviews)

Great location and quite room.

Reviewed on Nov 10, 2026

Omni Parker House

Downtown Boston

￥310,240

per person

Jan 12 - Jan 18

found 21 hours ago

Roundtrip non-stop flight included

Osaka (OSA) to Boston (BOS)

9/10 Wonderful! (3,731 reviews)

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5* Romantic vacations in Eastern Massachusetts

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

Boston Harbor Hotel

North End

￥393,406

per person

Jan 12 - Jan 18

found 21 hours ago

Roundtrip non-stop flight included

Osaka (OSA) to Boston (BOS)

9.8/10 Exceptional! (1,004 reviews)

!

Reviewed on Nov 10, 2026

Don't see what you're looking for?

See all available trips from Osaka to Eastern Massachusetts

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Top Romantic Eastern Massachusetts Hotels

Seaport Hotel Boston

1 Seaport Lane Boston MA

6 min walk from Fenway Park

A garden, a lobby fireplace, and premium mattresses await couples visiting this romantic hotel. The property also offers onsite dining, a bar, and a waterfront ...

Nantasket Beach Resort

45 Hull Shore Drive Hull MA

13 min drive from Fenway Park

A hot tub and in-room fireplaces await at this romantic hotel, which also offers premium mattresses and a beachfront location.

Hotel AKA Boston Common

90 Tremont St Boston MA

15 min walk from Fenway Park

You and your sweetheart are sure to love the premium mattresses and luxury bedding at this boutique hotel. You'll also appreciate the restaurant, bar, and local ...

9/10 Wonderful! (1,926 reviews)

"Great location and quite room."

Reviewed on Nov 10, 2026

See all 15,674 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.