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5* Romantic vacations in Eastern Massachusetts

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

The Newbury Boston

Back Bay

per person

Sep 6 - Sep 12

found 1 hour ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.4/10 Exceptional! (452 reviews)

Beautiful property, great location, great service. We stayed there for 5 nights and I 100% recommend.

Reviewed on Jul 13, 2025

The Langham, Boston

Downtown Boston

Save 100% on your flight

per person

Sep 6 - Sep 12

found 1 hour ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.6/10 Exceptional! (1,003 reviews)

Valet service was quite slow when requesting car

Reviewed on Jul 18, 2025

InterContinental Boston by IHG

Downtown Boston

per person

Sep 6 - Sep 12

found 1 hour ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.2/10 Wonderful! (1,013 reviews)

From the location and the amenties to the staff - everything was perfect

Reviewed on Jul 14, 2025

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Top Romantic Eastern Massachusetts Hotels

Seaport Hotel Boston

1 Seaport Lane, Boston, MA

6 min walk from Fenway Park

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! (3,098 reviews)

Couples like: onsite spa services, bar

Awesome Staff

"It’s a great hotel to stay in. Well staffed, courteous and helpful."

Reviewed on Jul 20, 2025

Nantasket Beach Resort

45 Hull Shore Drive, Hull, MA

13 min drive from Fenway Park

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! (1,002 reviews)

Couples like: on the beach, fireplace

Travelers say...

"I am local to Hull, Ma. just a short 30 minute ride to the hotel. On my birthday, I wanted my adult children and their families and a vacation beach getaway. However, we were unable to travel far. This hotel hit the mark for what I wanted for my birthday without the far commute. Firstly, I called ..."

Reviewed on Jul 18, 2025

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 ...

8.8/10 Excellent! (1,201 reviews)

"Great location and service"

Reviewed on Jul 18, 2025

See all 15,840 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.