Hamptons Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

How to find a romantic Hamptons holiday

How can I find the best Hamptons vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Hamptons. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Hamptons romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Hamptons that start from . Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Hamptons romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Hamptons?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Hamptons?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Hamptons that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Hamptons with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Hamptons romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic Hamptons Hotels

Montauk Yacht Club

Montauk Yacht Club

32 Star Island Rd Montauk NY
  • 1 hour drive from The Hamptons Beaches
Stay at this luxury hotel in Montauk. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the property condition in their ...
8.6/10 Excellent! (1,004 reviews)

Couples like: on-site spa services, bar, on the beach

Travellers say...
"like"

Reviewed on 6 Aug 2026

Montauk Yacht Club
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY
  • 54 min drive from The Hamptons Beaches
Stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills ...
8.4/10 Very good! (839 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with ocean view, hot tub

Travellers say...
"It’s Montauk, you go here for the beach, but if you also like to dip in a pool, it’s inconvenient, plan on walking an entire trail through a parking lot to get to it. I had a prime spot for a room, choose wisely, if it’s not beachfront, you’ll also walk. It’s Gurney’s, known for its spa, it’s truly ..."

Reviewed on 31 Jul 2026

Gurney's Montauk Resort & Seawater Spa
Mill House Inn

Mill House Inn

31 North Main Street East Hampton NY
  • 21 min drive from The Hamptons Beaches
Stay at this luxury B&B in East Hampton. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions East Hampton Main Beach and Old Hook Mill are ...
9/10 Wonderful! (88 reviews)

Couples like: couples spa treatments, fireplace, picnics, romance packages available

Travellers say...
"Couldn't have been nicer. Dawn and Tiffany were grcious and accomodating."

Reviewed on 17 Jul 2026

Mill House Inn
See all 3,727 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.

Things to do

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

£112
per adult
Sunday Brunch Sail in Greenport
great fun with friends

Full Day Private Long Island Wine Tours from New York City

£142
per adult
Full Day Private Long Island Wine Tours from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

£976
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Hamptons

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.