Massachusetts Romantic Vacations
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Top Romantic vacation packages in Massachusetts
Price found within the past 48 hours. Click for updated prices.
Seaport Hotel Boston
Seaport District
Price was $957, price is now $776 per person
$776
per person
Aug 5 - Aug 8
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (4,376 reviews)
Clean room, great location. We experienced some issues with housekeeping, but nothing broke the deal.
Reviewed on Jun 4, 2026
Boston Harbor Hotel
North End
Price was $1,515, price is now $1,030 per person
$1,030
per person
Aug 5 - Aug 7
found 9 hours ago
Roundtrip non-stop flight included
Asheville (AVL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
Crowne Pointe Historic Inn & Spa - Adults Only
Save 100% on your flight
Price was $1,734, price is now $1,239 per person
$1,239
per person
Aug 6 - Aug 9
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Provincetown (PVC)
9.2/10 Wonderful! (876 reviews)
Property was beautiful and charming. Room was spacious. We had a king bed. Very comfortable. Shower was great and we also enjoyed the happy hour
Reviewed on May 29, 2026
XV Beacon
Beacon Hill
Price was $963, price is now $778 per person
$778
per person
Aug 5 - Aug 7
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
9.4/10 Exceptional! (390 reviews)
The location was fantastic for all things Boston! It was a very walkable location and such a comfortable room and a very friendly staff that was very helpful.
Reviewed on May 30, 2026
Wequassett Resort and Golf Club
Save 100% on your flight
Price was $2,802, price is now $2,294 per person
$2,294
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Hyannis (HYA)
9.4/10 Exceptional! (249 reviews)
This place is the best prettiest most wonderful place on Cape Cod! The gardens are spectacular! The pool beautiful and all restaurants exceptional!
Reviewed on Jun 4, 2026
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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.
XV Beacon
Beacon Hill
Price was $963, price is now $778 per person
$778
per person
Aug 5 - Aug 7
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
9.4/10 Exceptional! (390 reviews)
The location was fantastic for all things Boston! It was a very walkable location and such a comfortable room and a very friendly staff that was very helpful.
Reviewed on May 30, 2026
Boston Harbor Hotel
North End
Price was $1,515, price is now $1,030 per person
$1,030
per person
Aug 5 - Aug 7
found 9 hours ago
Roundtrip non-stop flight included
Asheville (AVL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
Wequassett Resort and Golf Club
Save 100% on your flight
Price was $2,802, price is now $2,294 per person
$2,294
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Hyannis (HYA)
9.4/10 Exceptional! (249 reviews)
This place is the best prettiest most wonderful place on Cape Cod! The gardens are spectacular! The pool beautiful and all restaurants exceptional!
Reviewed on Jun 4, 2026
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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.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $926, price is now $658 per person
$658
per person
Aug 5 - Aug 8
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,496 reviews)
Front desk staff was very friendly and accommodating
Reviewed on May 31, 2026
Boston Harbor Hotel
North End
Price was $1,716, price is now $838 per person
$838
per person
Aug 5 - Aug 8
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,440, price is now $956 per person
$956
per person
Aug 5 - Aug 8
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Five stars all the way. The Langham Boston exceeded every expectation from the moment I arrived. The staff was warm, professional, and genuinely attentive, making every interaction feel personalized. My room was beautifully appointed, exceptionally clean, and incredibly comfortable, with thoughtful touches throughout. The historic character of the property blends perfectly with modern luxury. Dining was outstanding, and the amenities were top-notch. The location made it easy to explore Boston while providing a peaceful retreat at the end of the day. Every detail reflected quality and care. I would happily stay here again and highly recommend it to anyone visiting.
Reviewed on Jun 4, 2026
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.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,231, price is now $859 per person
$859
per person
Aug 5 - Aug 9
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,496 reviews)
Front desk staff was very friendly and accommodating
Reviewed on May 31, 2026
Boston Harbor Hotel
North End
Price was $2,229, price is now $1,130 per person
$1,130
per person
Aug 5 - Aug 9
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,838, price is now $1,278 per person
$1,278
per person
Aug 5 - Aug 9
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Five stars all the way. The Langham Boston exceeded every expectation from the moment I arrived. The staff was warm, professional, and genuinely attentive, making every interaction feel personalized. My room was beautifully appointed, exceptionally clean, and incredibly comfortable, with thoughtful touches throughout. The historic character of the property blends perfectly with modern luxury. Dining was outstanding, and the amenities were top-notch. The location made it easy to explore Boston while providing a peaceful retreat at the end of the day. Every detail reflected quality and care. I would happily stay here again and highly recommend it to anyone visiting.
Reviewed on Jun 4, 2026
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 $658. 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
$219 nightly
The price is $254 total per night from Jul 5 to Jul 6
$254 total
Jul 5 - Jul 6
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 terrace, and a waterfront ...
9.6/10 Exceptional! (4,411 reviews)
Couples like: onsite spa services, bar
Travelers say...
"We particularly love the location and the gym of the Seaport Hotel. The manager is very accommodating and helpful to the guests and we were happy to see Roberto and the rest of the friendly valet stuff every day!"
Reviewed on Jun 5, 2026
Nantasket Beach Resort
45 Hull Shore Drive Hull MA
$178 nightly
The price is $199 total per night from Jun 7 to Jun 8
$199 total
Jun 7 - Jun 8
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! (1,010 reviews)
Couples like: hot tub, on the beach, fireplace
Travelers say...
"Très bel emplacement directement sur la plage. Près de plusieurs restaurants. Belle terrasse et roof top pour prendre le soleil. L’espace piscine était très chaud et humide par contre. Charme pittoresque. Le personnel a été très aidant."
Reviewed on Jun 4, 2026
Hotel AKA Boston Common
90 Tremont St Boston MA
$350 nightly
The price is $408 total per night from Jul 1 to Jul 2
$408 total
Jul 1 - Jul 2
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 ...
9/10 Wonderful! (1,696 reviews)
"Excellent location for exploring the city by foot and close to subway for travelling further away. Decent sized room, extremely comfortable bed and large shower. Pleasant and helpful staff. There’s one thing missing though. The hotel has two bars but the one next to reception would be far better ..."
Reviewed on Jun 5, 2026
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.