
Eastern Massachusetts Romantic Vacations
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Top Romantic vacation packages in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.

The Bostonian Boston
Government Center
Price was ¥261,676, price is now ¥208,328 per person
¥208,328
per person
Dec 4 - Dec 11
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.4/10 Very Good! (1,943 reviews)
Area loud outside. Lost sleep 2 out 3 nights due to loud music md commotion outside until early morning hours 1-3 am.
Reviewed on Sep 29, 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was ¥606,232, price is now ¥332,338 per person
¥332,338
per person
Dec 4 - Dec 11
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The Boston Harbor Hotel is absolutely gorgeous! The staff are extremely polite, professional and always happy to help!
Our room was beautiful and the views of the harbor were great! Loved the location being walkable to so many great spots! Would absolutely stay here again!
Reviewed on Sep 29, 2025


Eurostars The Boxer
West End
Price was ¥265,566, price is now ¥212,516 per person
¥212,516
per person
Dec 4 - Dec 11
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.6/10 Excellent! (1,285 reviews)
I have stayed at this property countless times for 2 decades and recently with my (grown) children and booked two rooms. It was perfect for our annual Boston weekend and walkable to pretty much everything. The staff was great again, and the floors and rooms clean and quiet. Really a hidden gem, away from the hustle but close enough to quickly access (particularly North End + Quincy Market area). Again booked the corner suite which is ideal and provides quasi-privacy (i.e., bed on one side, pull out couch other). Will surely stay again soon. Cheers. Matteo922
Reviewed on Sep 29, 2025

Battery Wharf Hotel, Boston Waterfront
North End
Price was ¥290,396, price is now ¥237,349 per person
¥237,349
per person
Dec 4 - Dec 11
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.6/10 Excellent! (1,656 reviews)
Only draw back was the sounds of ship horns in the wee hours. Staff were lovely, location was convenient to the North End and a quick ride to the airport. Would totally stay again.
Reviewed on Sep 25, 2025
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View all trips5* Romantic vacations in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.

InterContinental Boston by IHG
Downtown Boston
Price was ¥334,698, price is now ¥297,149 per person
¥297,149
per person
Dec 4 - Dec 11
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (1,007 reviews)
This property is absolutely understand. I outstanding. From the time that we were met outside with somebody helping us park our vehicle, to meeting Leo at the front desk, who quickly switched us to an upgraded corner suite, to the beautiful surroundings and sites around the hotel. We will absolutely be back. The room was phenomenal. It was 1200 ft.² and size, we had two bathrooms, we had an amazing breakfast through room service. Adam the concierge was wonderful. I can’t say enough about this amazing property.
Reviewed on Sep 23, 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was ¥606,232, price is now ¥332,338 per person
¥332,338
per person
Dec 4 - Dec 11
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The Boston Harbor Hotel is absolutely gorgeous! The staff are extremely polite, professional and always happy to help!
Our room was beautiful and the views of the harbor were great! Loved the location being walkable to so many great spots! Would absolutely stay here again!
Reviewed on Sep 29, 2025

The Langham, Boston
Downtown Boston
Price was ¥952,394, price is now ¥871,284 per person
¥871,284
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.
Reviewed on Sep 17, 2025
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View all trips3 Night Romantic vacations in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.

The Newbury Boston
Back Bay
Save 100% on your flight
Price was ¥226,419, price is now ¥177,242 per person
¥177,242
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (510 reviews)
Absolutely gorgeous hotel with amazing staff!
Reviewed on Sep 20, 2025

Boston Harbor Hotel
North End
Price was ¥243,252, price is now ¥178,853 per person
¥178,853
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The Boston Harbor Hotel is absolutely gorgeous! The staff are extremely polite, professional and always happy to help!
Our room was beautiful and the views of the harbor were great! Loved the location being walkable to so many great spots! Would absolutely stay here again!
Reviewed on Sep 29, 2025

The Langham, Boston
Downtown Boston
Price was ¥235,512, price is now ¥179,922 per person
¥179,922
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.
Reviewed on Sep 17, 2025
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See all available trips from Toronto to Eastern Massachusetts
View all trips4 Night Romantic vacations in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.

Hotel AKA Back Bay
Back Bay
Price was ¥840,982, price is now ¥778,494 per person
¥778,494
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (1,150 reviews)
I was disappointed with AKA, given the price.
The windows were filthy, and that was the first impression of the room.
The toilet had the loudest flush ever, like a plan flush, which is tough if you are sharing a room. Also no shower cap etc.
The phone in the room didn’t work and there was no room service after 10pm! On a Friday! I expect more from a hotel of this price, with a kitchen.
Reviewed on Sep 27, 2025

Boston Harbor Hotel
North End
Price was ¥1,023,496, price is now ¥826,534 per person
¥826,534
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The Boston Harbor Hotel is absolutely gorgeous! The staff are extremely polite, professional and always happy to help!
Our room was beautiful and the views of the harbor were great! Loved the location being walkable to so many great spots! Would absolutely stay here again!
Reviewed on Sep 29, 2025

The Langham, Boston
Downtown Boston
Price was ¥952,394, price is now ¥871,284 per person
¥871,284
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.
Reviewed on Sep 17, 2025
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View all tripsTop Romantic Eastern Massachusetts Hotels

Seaport Hotel Boston
1 Seaport Lane, Boston, MA
Fall in love again at this eco-certified hotel. You and your special someone are sure to love the garden, 2 restaurants, and lobby fireplace. You'll also appreciate ...
9.6/10 Exceptional! (3,476 reviews)
Couples like: onsite spa services, bar
Travelers say...
"The staff is always so accommodating. The room was clean and comfortable. We love the pool and accessibility the hotel has to area attractions."
Reviewed on Sep 24, 2025

Nantasket Beach Resort
45 Hull Shore Drive, Hull, MA
In-room fireplaces and premium mattresses await at this romantic hotel, which also offers luxury bedding and a beachfront location.
8.4/10 Very Good! (1,016 reviews)
Couples like: on the beach, fireplace
Travelers say...
"A great 1 night stay at Nantasket Beach Resort! It is located along a great stretch of beach with a few restaurants, bars, and a bakery a block away. The pool was heated and provided a great alternative to the chilly September ocean. Would definitely visit again!"
Reviewed on Sep 24, 2025

Hotel AKA Boston Common
90 Tremont St, Boston, MA
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 ...
8.8/10 Excellent! (1,308 reviews)
"Everything was great. The rooms were nice and big. Loved the controlled shades. We faced the start of the freedom trail. Everything was walking distance. Best spot to stay. Enjoyed the free wine daily. Will stay again on our next trip. The front deak"
Reviewed on Sep 24, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.