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Top Romantic vacation packages in Eastern Massachusetts

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

Boston Harbor Hotel

North End

Save 100% on your flight

￥444,020

per person

Aug 30 - Sep 5

found 10 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.8/10 Exceptional! (1,009 reviews)

We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

Eurostars The Boxer

West End

￥776,662

per person

Aug 8 - Aug 13

found 7 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

8.8/10 Excellent! (1,524 reviews)

Very nice hotel. Clean, functional and a great place for a romantic trip. Would absolutely stay there again.

Reviewed on Jun 19, 2026

Revere Hotel Boston Common

Bay Village

￥793,343

per person

Aug 8 - Aug 13

found 7 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9/10 Wonderful! (2,046 reviews)

Room was great, staff friendly and helpful, good location as well

Reviewed on Jun 22, 2026

The Colonnade Hotel Back Bay

Back Bay

￥823,902

per person

Aug 8 - Aug 13

found 7 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9.2/10 Wonderful! (2,375 reviews)

Great location and extremely hospitable!

Reviewed on Jun 26, 2026

Hotel AKA Back Bay

Back Bay

￥794,514

per person

Aug 8 - Aug 13

found 7 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Boston (BOS)

9.4/10 Exceptional! (1,287 reviews)

Great overall experience !

Reviewed on Jun 26, 2026

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5* Romantic vacations in Eastern Massachusetts

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

The Langham, Boston

Downtown Boston

￥432,441

per person

Aug 30 - Sep 5

found 10 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.8/10 Exceptional! (1,015 reviews)

Expensive 2 star hotel. Stayed here twice and 2 star is the highest I could rate it. Not value for money. Trying to be something it is not and hiking the prices up for the World Cup is shameful. Tired dated and an average hotel

Reviewed on Jun 23, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

￥444,020

per person

Aug 30 - Sep 5

found 10 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.8/10 Exceptional! (1,009 reviews)

We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

The Newbury Boston

Back Bay

￥679,281

per person

Sep 11 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.4/10 Exceptional! (661 reviews)

Incredible staff. This is an amazing location and the breakfast is great

Reviewed on Jun 16, 2026

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4 Night Romantic vacations in Eastern Massachusetts

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

Eurostars The Boxer

West End

￥375,584

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (NRT) to Boston (BOS)

8.8/10 Excellent! (1,524 reviews)

Very nice hotel. Clean, functional and a great place for a romantic trip. Would absolutely stay there again.

Reviewed on Jun 19, 2026

Boston Harbor Hotel

North End

￥497,573

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (NRT) to Boston (BOS)

9.8/10 Exceptional! (1,009 reviews)

We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

The Lenox Hotel Boston

Back Bay

￥404,758

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (NRT) to Boston (BOS)

9.6/10 Exceptional! (1,577 reviews)

Really enjoyed our stay at the Lenox. Great location and very helpful staff.

Reviewed on Jun 23, 2026

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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 terrace, and a waterfront ...

9.6/10 Exceptional! (4,474 reviews)

Couples like: onsite spa services, bar

Travelers say...

"Great stay. Great location."

Reviewed on Jun 26, 2026

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.

8.6/10 Excellent! (1,002 reviews)

Couples like: hot tub, on the beach, fireplace

Travelers say...

"Very good experience"

Reviewed on Jun 25, 2026

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! (1,713 reviews)

"Staff were very pleasant and helpful."

Reviewed on Jun 26, 2026

See all 16,618 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.