Hamptons Romantic Vacations 2026

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Top Romantic vacation packages in Hamptons

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

Montauk Yacht Club

Save 100% on your flight

$1,237

per person

Sep 24 - Sep 28

found 11 hours ago

Roundtrip flight included

Houston (HOU) to New York (JFK)

8.6/10 Excellent! (1,002 reviews)

Amazing stay& amazing staff 10/10

Reviewed on Aug 9, 2026

Gurney's Montauk Resort & Seawater Spa

$1,479

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Portland (PDX) to New York (JFK)

8.4/10 Very Good! (839 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Hamptons

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3 Night Romantic vacations in Hamptons

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

Gurney's Montauk Resort & Seawater Spa

$1,389

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip flight included

Kansas City (MCI) to New York (JFK)

8.4/10 Very Good! (839 reviews)

Montauk Yacht Club

Save 100% on your flight

$1,883

per person

Oct 1 - Oct 4

just found

Roundtrip non-stop flight included

Detroit (DTT) to New York (JFK)

8.6/10 Excellent! (1,002 reviews)

Amazing stay& amazing staff 10/10

Reviewed on Aug 9, 2026

Don't see what you're looking for?

See all available trips from Columbus to Hamptons

View all trips

4 Night Romantic vacations in Hamptons

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

Montauk Yacht Club

Save 100% on your flight

$1,237

per person

Sep 24 - Sep 28

found 11 hours ago

Roundtrip flight included

Houston (HOU) to New York (JFK)

8.6/10 Excellent! (1,002 reviews)

Amazing stay& amazing staff 10/10

Reviewed on Aug 9, 2026

Gurney's Montauk Resort & Seawater Spa

$1,479

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Portland (PDX) to New York (JFK)

8.4/10 Very Good! (839 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Hamptons

View all trips

How can I find the best Hamptons 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 Hamptons 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 Hamptons?

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 Hamptons?

Put a price on love with stunning deals for duos starting at just $1,237. Prices and availability are subject to change. Additional terms may apply.

Can I book Hamptons 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 Hamptons?

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

Montauk Yacht Club

32 Star Island Rd Montauk NY

1 hour drive from The Hamptons Beaches

Spa services, a private beach, and onsite dining await visiting couples at this upscale hotel. The property also offers luxury bedding, a terrace, and a lakeside ...

8.6/10 Excellent! (1,007 reviews)

Couples like: onsite spa services, bar, on the beach

Travelers say...

"Amazing stay& amazing staff 10/10"

Reviewed on Aug 9, 2026

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

54 min drive from The Hamptons Beaches

A spa, ocean-view dining, and a hot tub await couples visiting this romantic resort. The property also offers a private beach, a lobby fireplace, and a waterfront ...

Mill House Inn

31 North Main Street East Hampton NY

21 min drive from The Hamptons Beaches

Private spa treatments, a garden, and in-room fireplaces await visiting couples at this upscale bed & breakfast. The property also offers romance packages, private ...

See all 3,723 properties in Hamptons

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.