Boston Romantic Vacations 2026

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Top Romantic vacation packages in Boston

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

Battery Wharf Hotel, Boston Waterfront

North End

$672

per person

Dec 24 - Dec 26

found 1 day ago

Roundtrip non-stop flight included

Las Vegas (LAS) to Boston (BOS)

9/10 Wonderful! (2,071 reviews)

Good location and nice view!

Reviewed on Oct 23, 2026

Boston Harbor Hotel

North End

$844

per person

Dec 24 - Dec 26

found 1 day ago

Roundtrip non-stop flight included

Las Vegas (LAS) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Everyone from outside arrival and beyond were helpful, friendly and welcoming.

Reviewed on Oct 22, 2026

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$1,328

per person

Nov 25 - Nov 28

found 1 day ago

Roundtrip flight included

President Donald J. Trump Intl. Airport (DJT) to Boston (BOS)

9.4/10 Exceptional! (487 reviews)

For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.

Reviewed on Oct 20, 2026

The Langham, Boston

Downtown Boston

$807

per person

Nov 23 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTT) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Excellent experience

Reviewed on Oct 22, 2026

The Charles Hotel

West Cambridge

$1,001

per person

Nov 25 - Nov 28

found 1 day ago

Roundtrip flight included

President Donald J. Trump Intl. Airport (DJT) to Boston (BOS)

9.4/10 Exceptional! (1,004 reviews)

Friendly staff at check-in, a well-stocked room off the lobby filled with complimentary candies (and to-go bags!), and charmingly-designed rooms made this a lovely stay. The location off Harvard Square made getting to and from the hotel so easy.

Reviewed on Oct 21, 2026

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See all available trips from Columbus to Boston

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5* Romantic vacations in Boston

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

The Langham, Boston

Downtown Boston

$807

per person

Nov 23 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTT) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Excellent experience

Reviewed on Oct 22, 2026

Boston Harbor Hotel

North End

$844

per person

Dec 24 - Dec 26

found 1 day ago

Roundtrip non-stop flight included

Las Vegas (LAS) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Everyone from outside arrival and beyond were helpful, friendly and welcoming.

Reviewed on Oct 22, 2026

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$1,328

per person

Nov 25 - Nov 28

found 1 day ago

Roundtrip flight included

President Donald J. Trump Intl. Airport (DJT) to Boston (BOS)

9.4/10 Exceptional! (487 reviews)

For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.

Reviewed on Oct 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Boston

View all trips

3 Night Romantic vacations in Boston

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

Battery Wharf Hotel, Boston Waterfront

North End

$616

per person

Dec 24 - Dec 27

found 21 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

9/10 Wonderful! (2,071 reviews)

Good location and nice view!

Reviewed on Oct 23, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

$846

per person

Dec 24 - Dec 27

found 21 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Everyone from outside arrival and beyond were helpful, friendly and welcoming.

Reviewed on Oct 22, 2026

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$1,271

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.4/10 Exceptional! (487 reviews)

For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.

Reviewed on Oct 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Boston

View all trips

4 Night Romantic vacations in Boston

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

Fairmont Copley Plaza, Boston

Back Bay

Save 100% on your flight

$623

per person

Nov 23 - Nov 27

found 1 day ago

Roundtrip non-stop flight included

Grand Rapids (GRR) to Boston (BOS)

9/10 Wonderful! (1,354 reviews)

Beautiful hotel , friendly staff and amazing accommodations!

Reviewed on Oct 23, 2026

Boston Harbor Hotel

North End

$1,047

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Everyone from outside arrival and beyond were helpful, friendly and welcoming.

Reviewed on Oct 22, 2026

The Langham, Boston

Downtown Boston

Save 100% on your flight

$965

per person

Nov 23 - Nov 27

found 1 day ago

Roundtrip non-stop flight included

Grand Rapids (GRR) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Excellent experience

Reviewed on Oct 22, 2026

Don't see what you're looking for?

See all available trips from Columbus to Boston

View all trips

How can I find the best Boston 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 Boston 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 Boston?

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 Boston?

Put a price on love with stunning deals for duos starting at just $616. Prices and availability are subject to change. Additional terms may apply.

Can I book Boston 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 Boston?

To book a loved-up break in Boston, 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 Boston 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 Boston 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 Boston Hotels

Seaport Hotel Boston

1 Seaport Lane Boston MA

6 min walk from Fenway Park

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 ...

Nantasket Beach Resort

45 Hull Shore Drive Hull MA

13 min drive from Fenway Park

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! (1,012 reviews)

Couples like: hot tub, on the beach, fireplace

Travelers say...

"Great beach views! Quaint town & great coffee shop across the street"

Reviewed on Oct 23, 2026

Hotel AKA Boston Common

90 Tremont St Boston MA

15 min walk from Fenway Park

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 ...

See all 4,169 properties in Boston

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.