Romantic Hotels & Resorts in Woolloomooloo from AU$219

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Woolloomooloo Romantic Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Best Woolloomooloo Romantic Hotels

Ovolo Woolloomooloo
Bar (on property)

Ovolo Woolloomooloo

5.0 star property
9.2 out of 10, Wonderful, (1008)
"Great position and lovely location- will definitely stay here again "
The price is AU$322
includes taxes & fees
9 Oct - 10 Oct
Ovolo Woolloomooloo
The Sydney Boulevard Hotel
Exterior

The Sydney Boulevard Hotel

4.0 star property
8.8 out of 10, Excellent, (1001)
"Very nice stay "
The price is AU$219
includes taxes & fees
12 Oct - 13 Oct
The Sydney Boulevard Hotel
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.
View all properties

Top Woolloomooloo Hotel Reviews

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

10/10 Excellent
"Definitely a luxurious hotel with extremely comfortable and plush beds. My husband has back issues and this is one of the main reasons why we keep coming back to this hotel. We are here three times this year and each stay is about a week. Almost every staff member is outstanding in terms of being friendly, approachable and meeting your needs and beyond. We will definitely be back in 2026."
Yong 6-night trip
Posted 13 hours ago
Four Seasons Hotel Sydney

Frequently asked questions

Searching for romantic hotels in Woolloomooloo?
If you and your partner need a romantic holiday, we've got just the ticket. Our guests also love Woolloomooloo for its renowned opera house, array of dining options and picturesque gardens. If you want to explore the area, you might head to Woolloomooloo Wharf, William Street or Crown Street. If you'd like to stay close to a particular destination, you can sort by neighbourhood and proximity to top sights, so you and your partner will get to see everything on your list.
What is there to do in Woolloomooloo?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that Woolloomooloo has to offer. Couples looking for a little of everything will enjoy Woolloomooloo for its shopping, opera houses and gardens. If you want to spend a day exploring, you might consider stopping at Woolloomooloo Wharf, William Street or Crown Street.
What's the best way to get to Woolloomooloo and around town during my romantic getaway?
This information about transportation options in Woolloomooloo might help your romantic getaway go off without a hitch: Book a flight to Sydney Airport (SYD), which is the closest major airport, located 5.6 mi (9 km) away. You can learn about options for water transport at the local port.

Explore a world of travel with Expedia

Explore a world of travel with Expedia