Southern Highlands Romantic Holidays

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

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    Packages with flights are ATOL protected

How to find a romantic Southern Highlands holiday

How can I find the best Southern Highlands vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Southern Highlands. 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 Southern Highlands 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 Southern Highlands that start from . Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Southern Highlands 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 Southern Highlands?

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 Southern Highlands?

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 Southern Highlands 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 Southern Highlands 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 Southern Highlands 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 Southern Highlands Hotels

Peppers Manor House
Peppers Manor House
5 out of 5
Kater Road, Sutton Forest, NSW
  • 17 min drive from Bendooley Estate Book Barn
Stay at this 5-star luxury hotel in Sutton Forest. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. ...
8.4/10 Very Good! (630 reviews)
"Lovely setting with friendly staff. The room was nice and cosy and the overall location perfect for exploring the Southern Highlands"

Reviewed on 1 Jul 2025

Peppers Manor House
Berida Hotel
Berida Hotel
4 out of 5
6 David Street, Bowral, NSW
  • 9 min drive from Bendooley Estate Book Barn
Stay at this 4-star golf guesthouse in Bowral. Enjoy free Wi-Fi, free parking and 2 bars/lounges. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (998 reviews)
"Great. Thanks."

Reviewed on 19 Jun 2025

Berida Hotel
Milton Park Country House Hotel & Spa
Milton Park Country House Hotel & Spa
5 out of 5
200 Horderns Road, Bowral, NSW
  • 20 min drive from Bendooley Estate Book Barn
Stay at this 5-star luxury hotel in Bowral. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (474 reviews)

Couples like: bar, Hot tub

Travellers say...
"Milton Park has always been one of my favourite places- needs some love as she is looking tired but still a beautiful old lady!"

Reviewed on 26 May 2025

Milton Park Country House Hotel & Spa
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.

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* 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.