Massachusetts Romantic Vacations

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Top Romantic vacation packages in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
Boston Harbor Hotel
The Langham, Boston
The Newbury Boston
Eurostars The Boxer
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See all available trips from Columbus to Massachusetts
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5* Romantic vacations in Massachusetts

Price found within the past 48 hours. Click for updated prices.
The Newbury Boston
Boston Harbor Hotel
The Langham, Boston
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See all available trips from Columbus to Massachusetts
View all trips

3 Night Romantic vacations in Massachusetts

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

4 Night Romantic vacations in Massachusetts

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

How to find a romantic Massachusetts vacation

How can I find the best Massachusetts vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Massachusetts romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of .

How can I plan a great romantic trip to Massachusetts?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Massachusetts?

Put a price on love with stunning deals for duos starting at just $491. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply.

Can I book Massachusetts spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

What’s the best time of year for a romantic vacation in Massachusetts?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

How can I book romantic weekend getaway packages in Massachusetts?

To book a loved-up break in Massachusetts, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Massachusetts with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Massachusetts romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Massachusetts Hotels

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
  • 6 min walk from Fenway Park
$165 nightly
The price is $192 total per night from Nov 23 to Nov 24
$192 total
Nov 23 - Nov 24
Total with taxes and fees
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 ...
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
$156 nightly
The price is $174 total per night from Dec 6 to Dec 7
$174 total
Dec 6 - Dec 7
Total with taxes and fees
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! (1,008 reviews)

Couples like: hot tub, on the beach, fireplace

Travelers say...
"Our room was great. We had a nice view of the ocean. Very small balcony with two chairs. AC and heat but also a fireplace. Great options. No tub but shower was nice and water was hot. The pool was not open due to repairs which was disappointing since it’s indoors and heated."

Reviewed on Nov 4, 2026

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
$214 nightly
The price is $249 total per night from Nov 28 to Nov 29
$249 total
Nov 28 - Nov 29
Total with taxes and fees
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 ...
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.