Massachusetts Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Romantic vacation packages in Massachusetts
Price found within the past 48 hours. Click for updated prices.
Crowne Pointe Historic Inn & Spa - Adults Only
Save 100% on your flight
Price was $465, price is now $359 per person
$359
per person
Sep 22 - Sep 24
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Provincetown (PVC)
9.2/10 Wonderful! (802 reviews)
Great convenient charming
Reviewed on Aug 21, 2025
Revere Hotel Boston Common
Bay Village
Save 100% on your flight
Price was $998, price is now $761 per person
$761
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
8.8/10 Excellent! (1,890 reviews)
The hotel is clean but starting to show signs of age. There is parking available but this is not affiliated to the hotel and therefore not included or discounted. There is a hidden service charge that we were presented at check in to cover WiFi, coffee and a few other items. It was disappointing this wasn’t just added to the price when placing the booking. Not a show stopper but something to factor in when looking for hotels in a similar budget.
Reviewed on Aug 21, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,069, price is now $1,613 per person
$1,613
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Loved everything about it. There wasn’t anything that felt uncomfortable and there was so much that was impressive.
Reviewed on Aug 21, 2025
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,893, price is now $1,521 per person
$1,521
per person
Oct 22 - Oct 25
found 4 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
The Langham is a wonderful, luxurious family hotel. The staff were absolutely lovely and made a fuss over our young daughter which seems rare at hotels these days.
The location of the hotel is also fantastic, as it's within walking distance to both the Boston Children’s Museum and the aquarium. The indoor pool was a fantastic added bonus that our family thoroughly enjoyed.
We were so impressed with our experience that we will definitely be staying at The Langham again the next time we are in Boston.
Reviewed on Aug 21, 2025
InterContinental Boston by IHG
Downtown Boston
Save 100% on your flight
Price was $1,548, price is now $1,255 per person
$1,255
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Boston (BOS)
9.2/10 Wonderful! (1,010 reviews)
The ambience and cleanliness. Friendly staff . 4.5 star
Reviewed on Aug 18, 2025
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all trips5* Romantic vacations in Massachusetts
Price found within the past 48 hours. Click for updated prices.
InterContinental Boston by IHG
Downtown Boston
Save 100% on your flight
Price was $1,548, price is now $1,255 per person
$1,255
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Boston (BOS)
9.2/10 Wonderful! (1,010 reviews)
The ambience and cleanliness. Friendly staff . 4.5 star
Reviewed on Aug 18, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,069, price is now $1,613 per person
$1,613
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Loved everything about it. There wasn’t anything that felt uncomfortable and there was so much that was impressive.
Reviewed on Aug 21, 2025
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,893, price is now $1,521 per person
$1,521
per person
Oct 22 - Oct 25
found 4 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
The Langham is a wonderful, luxurious family hotel. The staff were absolutely lovely and made a fuss over our young daughter which seems rare at hotels these days.
The location of the hotel is also fantastic, as it's within walking distance to both the Boston Children’s Museum and the aquarium. The indoor pool was a fantastic added bonus that our family thoroughly enjoyed.
We were so impressed with our experience that we will definitely be staying at The Langham again the next time we are in Boston.
Reviewed on Aug 21, 2025
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all trips3 Night Romantic vacations in Massachusetts
Price found within the past 48 hours. Click for updated prices.
Crowne Pointe Historic Inn & Spa - Adults Only
Save 100% on your flight
Price was $760, price is now $523 per person
$523
per person
Nov 13 - Nov 16
found 3 hours ago
Roundtrip flight included
San Diego (SAN) to Provincetown (PVC)
9.2/10 Wonderful! (802 reviews)
Great convenient charming
Reviewed on Aug 21, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,150, price is now $1,593 per person
$1,593
per person
Sep 23 - Sep 26
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Loved everything about it. There wasn’t anything that felt uncomfortable and there was so much that was impressive.
Reviewed on Aug 21, 2025
Revere Hotel Boston Common
Bay Village
Save 100% on your flight
Price was $998, price is now $761 per person
$761
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
8.8/10 Excellent! (1,890 reviews)
The hotel is clean but starting to show signs of age. There is parking available but this is not affiliated to the hotel and therefore not included or discounted. There is a hidden service charge that we were presented at check in to cover WiFi, coffee and a few other items. It was disappointing this wasn’t just added to the price when placing the booking. Not a show stopper but something to factor in when looking for hotels in a similar budget.
Reviewed on Aug 21, 2025
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all trips4 Night Romantic vacations in Massachusetts
Price found within the past 48 hours. Click for updated prices.
Ocean Club on Smuggler's Beach
Bass River
Price was $807, price is now $648 per person
$648
per person
Oct 2 - Oct 6
found 3 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (1,004 reviews)
The property was nice. They should have notified us of detour to property. Several roads were closed for construction.
Reviewed on Aug 20, 2025
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all tripsHow 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.
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 $359. 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.
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
1 Seaport Lane, Boston, MA
$147 nightly
The price is $170 total per night from Sep 1 to Sep 2
$170 total
Sep 1 - Sep 2
Total with taxes and fees
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! (3,265 reviews)
Couples like: onsite spa services, bar
Travelers say...
"This hotel is not the least expensive but you certainly get what you pay for. It was unbelievable how nice the staff was, how good the food was in or Aura restaurant (they catered to vegan and vegetarian people). We went for a concert, and the venue was literally across the street!"
Reviewed on Aug 21, 2025
Nantasket Beach Resort
45 Hull Shore Drive, Hull, MA
$169 nightly
The price is $185 total per night from Sep 21 to Sep 22
$185 total
Sep 21 - Sep 22
Total with taxes and fees
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! (1,009 reviews)
Couples like: on the beach, fireplace
Travelers say...
"Excellent"
Reviewed on Aug 20, 2025
Hotel AKA Boston Common
90 Tremont St, Boston, MA
$250 nightly
The price is $291 total per night from Aug 24 to Aug 25
$291 total
Aug 24 - Aug 25
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 ...
8.8/10 Excellent! (1,248 reviews)
"Friendly staff"
Reviewed on Aug 20, 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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.