Name: Hotel AKA Boston Common
Price range: $210 total
Rating: 9

Top Romantic vacation packages in Massachusetts

Price found within the past 48 hours. Click for updated prices.

Crowne Pointe Historic Inn & Spa - Adults Only

$367

per person

Mar 20 - Mar 22

found 10 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

$1,513

per person

Feb 23 - Feb 27

found 9 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

$822

per person

Mar 26 - Mar 29

found 1 day 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

Eurostars The Boxer

West End

$760

per person

Mar 26 - Mar 29

found 1 hour ago

Roundtrip flight included

Beaumont (BPT) to Boston (BOS)

8.6/10 Excellent! (1,337 reviews)

I didn’t like that I was surprised with “hospitality fee” for almost $70 upon arrival. Had I known that I would’ve stayed somewhere else. That’s why I paid in advance on Expedia.

Reviewed on Jan 23, 2026

Revere Hotel Boston Common

Bay Village

$818

per person

Mar 26 - Mar 29

found 1 hour ago

Roundtrip flight included

Beaumont (BPT) to Boston (BOS)

9/10 Wonderful! (1,891 reviews)

Clean hotel room and phenomenol staff!

Reviewed on Jan 19, 2026

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5* 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

$822

per person

Mar 26 - Mar 29

found 1 day 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

$1,513

per person

Feb 23 - Feb 27

found 9 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

$831

per person

Mar 27 - Mar 29

found 17 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

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3 Night Romantic vacations in Massachusetts

Price found within the past 48 hours. Click for updated prices.

Eurostars The Boxer

West End

$760

per person

Mar 26 - Mar 29

found 1 hour ago

Roundtrip flight included

Beaumont (BPT) to Boston (BOS)

8.6/10 Excellent! (1,337 reviews)

I didn’t like that I was surprised with “hospitality fee” for almost $70 upon arrival. Had I known that I would’ve stayed somewhere else. That’s why I paid in advance on Expedia.

Reviewed on Jan 23, 2026

The Langham, Boston

Downtown Boston

Save 100% on your flight

$822

per person

Mar 26 - Mar 29

found 1 day 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

$870

per person

Feb 27 - Mar 2

found 1 day 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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4 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

$506

per person

Mar 14 - Mar 18

found 1 day 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

$1,350

per person

Feb 23 - Feb 27

found 9 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

Hotel Commonwealth

Fenway–Kenmore

$739

per person

Feb 23 - Feb 27

found 23 hours ago

Roundtrip flight included

Miami (MIA) to Boston (BOS)

9.4/10 Exceptional! (1,839 reviews)

Nick and Jeff were so accommodating when we arrived. They were gracious enough to accommodate a request we made regarding our room. Valet was prompt bringing items to our room. The bed was too firm in my opinion, but that’s such a personal preference that I can’t reasonably allow it to impact my review. Water pressure in the shower? Phenomenal. The toilet was separate from the shower area which was helpful while sharing the space. Everything was clean and quiet. It was a wonderful stay and we look forward to returning!

Reviewed on Jan 20, 2026

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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

6 min walk from Fenway Park

$175 total

per night

Jan 25 - Jan 26

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

13 min drive from Fenway Park

$151 total

per night

Feb 24 - Feb 25

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

15 min walk from Fenway Park

$210 total

per night

Jan 26 - Jan 27

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

See all 17,451 properties in Massachusetts

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.