Massachusetts Romantic Vacations
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Top Romantic vacation packages in Massachusetts
Price found within the past 48 hours. Click for updated prices.
Crowne Pointe Historic Inn & Spa - Adults Only
Price was $463, price is now $367 per person
$367
per person
Mar 20 - Mar 22
found 5 hours ago
Roundtrip flight included
Miami (MIA) to Provincetown (PVC)
9.2/10 Wonderful! (833 reviews)
We had a great room (king superior) that was spacious, clean and quiet. The bed was comfortable and the staff and management were incredibly friendly and welcoming. Would definitely stay here again!
Reviewed on Jan 2, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,000, price is now $1,513 per person
$1,513
per person
Feb 23 - Feb 27
found 4 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Amazing stay in Boston. The staff is extremely friendly and helpful, the rooms are updated and clean, the health club was top of the line, and the location is very convenient to a lot of our favorite places in Boston.
Reviewed on Jan 20, 2026
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,074, price is now $822 per person
$822
per person
Mar 26 - Mar 29
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
beautiful, clean rooms, well appointed
Reviewed on Jan 23, 2026
Chatham Bars Inn
Price was $1,016, price is now $831 per person
$831
per person
Mar 27 - Mar 29
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.2/10 Wonderful! (795 reviews)
Our stay was everything you would hope it would be staying at a beautiful 5 star resort. The room was comfortable, beautifully appointed with upscale furnishings and the most comfortable bed. We had a gas fireplace in the room that kept us cozy and casted a warm ambiance for our stay.
The hotel staff was great, location perfection.
Exactly what we were looking for. I wouldn’t change a thing
Reviewed on Jan 18, 2026
XV Beacon
Beacon Hill
Save 100% on your flight
Price was $1,641, price is now $1,350 per person
$1,350
per person
Feb 23 - Feb 27
found 4 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (383 reviews)
I had a wonderful experience at the XV Beacon Hotel. The room and bathroom was modern and updated. I also thought the gym was clean.
Reviewed on Nov 10, 2025
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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.
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,074, price is now $822 per person
$822
per person
Mar 26 - Mar 29
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
beautiful, clean rooms, well appointed
Reviewed on Jan 23, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,000, price is now $1,513 per person
$1,513
per person
Feb 23 - Feb 27
found 4 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Amazing stay in Boston. The staff is extremely friendly and helpful, the rooms are updated and clean, the health club was top of the line, and the location is very convenient to a lot of our favorite places in Boston.
Reviewed on Jan 20, 2026
Chatham Bars Inn
Price was $1,016, price is now $831 per person
$831
per person
Mar 27 - Mar 29
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.2/10 Wonderful! (795 reviews)
Our stay was everything you would hope it would be staying at a beautiful 5 star resort. The room was comfortable, beautifully appointed with upscale furnishings and the most comfortable bed. We had a gas fireplace in the room that kept us cozy and casted a warm ambiance for our stay.
The hotel staff was great, location perfection.
Exactly what we were looking for. I wouldn’t change a thing
Reviewed on Jan 18, 2026
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.
The Bostonian Boston
Government Center
Price was $457, price is now $387 per person
$387
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,939 reviews)
The staff at the front desk are wonderful! The location is the best for strolls to the North End and you can walk to the Garden! The rooms are clean and the breakfast is great, get the coffee! 8/10
Reviewed on Jan 22, 2026
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,074, price is now $822 per person
$822
per person
Mar 26 - Mar 29
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
beautiful, clean rooms, well appointed
Reviewed on Jan 23, 2026
XV Beacon
Beacon Hill
Save 100% on your flight
Price was $1,101, price is now $870 per person
$870
per person
Feb 27 - Mar 2
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (383 reviews)
I had a wonderful experience at the XV Beacon Hotel. The room and bathroom was modern and updated. I also thought the gym was clean.
Reviewed on Nov 10, 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.
The Dan'l Webster Inn and Spa
Save 100% on your flight
Price was $650, price is now $506 per person
$506
per person
Mar 14 - Mar 18
found 21 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
9/10 Wonderful! (534 reviews)
Very quaint and quite, rooms attractive and service was excellent
Reviewed on Jan 17, 2026
XV Beacon
Beacon Hill
Save 100% on your flight
Price was $1,641, price is now $1,350 per person
$1,350
per person
Feb 23 - Feb 27
found 4 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (383 reviews)
I had a wonderful experience at the XV Beacon Hotel. The room and bathroom was modern and updated. I also thought the gym was clean.
Reviewed on Nov 10, 2025
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,215, price is now $1,013 per person
$1,013
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
beautiful, clean rooms, well appointed
Reviewed on Jan 23, 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 $367. 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
$151 nightly
The price is $175 total per night from Jan 25 to Jan 26
$175 total
Jan 25 - Jan 26
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! (3,902 reviews)
Couples like: onsite spa services, bar
Travelers say...
Front desk and staff amazing and friendly.
Reviewed on Jan 17, 2026
Nantasket Beach Resort
45 Hull Shore Drive Hull MA
$135 nightly
The price is $151 total per night from Feb 17 to Feb 18
$151 total
Feb 17 - Feb 18
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.
8.4/10 Very Good! (1,005 reviews)
Couples like: hot tub, on the beach, fireplace
Travelers say...
Staff were great and friendly. Housekeeping was average.
Reviewed on Jan 18, 2026
Hotel AKA Boston Common
90 Tremont St Boston MA
$175 nightly
The price is $204 total per night from Jan 25 to Jan 26
$204 total
Jan 25 - Jan 26
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! (1,458 reviews)
The one large window was covered with a big electric shade which opened to reveal a brick wall. I was on the 12th floor.
Reviewed on Jan 21, 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.
