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

4 out of 5
32 Star Island Rd Montauk NY
  • 1 hour drive from The Hamptons Beaches
Stay at this beach 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...
Unhinged wacko

Reviewed on 6 May 2026

Montauk Yacht Club
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
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! (773 reviews)

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

Travellers say...
I was skeptical at first since many comments are negative. As a woman of color, my experience was fantastic. The staff was lovely. I booked the ocean view room which was to my expectations. Overall 10/10 will return.

Reviewed on 8 May 2026

Gurney's Montauk Resort & Seawater Spa
Mill House Inn

Mill House Inn

5 out of 5
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 Old Hook Mill and Jonathan Adler are located ...
Mill House Inn
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 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.