Eastern Massachusetts Romantic Vacations

Book a Romantic Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Romantic vacation packages in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
Boston Harbor Hotel
Hotel AKA Back Bay
Revere Hotel Boston Common
Hotel AKA Boston Common
Don't see what you're looking for?
See all available trips from Tokyo to Eastern Massachusetts
View all trips

5* Romantic vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
The Newbury Boston
The Langham, Boston
Don't see what you're looking for?
See all available trips from Tokyo to Eastern Massachusetts
View all trips

3 Night Romantic vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.
The Bostonian Boston
Boston Harbor Hotel
The Langham, Boston
Don't see what you're looking for?
See all available trips from Honolulu to Eastern Massachusetts
View all trips

4 Night Romantic vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Back Bay
Boston Harbor Hotel
The Langham, Boston
Don't see what you're looking for?
See all available trips from Tokyo to Eastern Massachusetts
View all trips

Top Romantic Eastern Massachusetts Hotels

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
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! (3,476 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

Seaport Hotel Boston
Nantasket Beach Resort

Nantasket Beach Resort

3 out of 5
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! (1,016 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

Nantasket Beach Resort
Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
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! (1,308 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

Hotel AKA Boston Common
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.