Roslyn Vacations from $2,158

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The Latest Roslyn Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 16 - Dec 23

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    5 nights
    3.5 star property
    8.4/10 - Very good (1,001 reviews)
    "Hotel in good location close to shops and public transport. Easy access to airport by train. Room was sparse but clean and comfortable with basic amenities."
    Reviewed November 3, 2026
    Roundtrip • Dallas (DFW) - Sydney (SYD)
    DFW - SYD • 1 stop SYD - DFW • 1 stop
    $2,552
    $2,158
    per traveler
    found 16 hours ago
    YEHS Hotel Sydney QVB
  • Dec 29 - Jan 5

    YEHS Hotel Sydney Harbour Suites + Flight

    Sydney Central Business District
    5 nights
    4.0 star property
    8.2/10 - Very good (3,051 reviews)
    "Great hospitality."
    Reviewed November 7, 2026
    Roundtrip • New York (JFK) - Sydney (SYD)
    JFK - SYD • 1 stop SYD - JFK • 1 stop
    $3,859
    $3,298
    per traveler
    found 5 hours ago
    YEHS Hotel Sydney Harbour Suites
  • Dec 23 - Dec 31

    The Sebel Quay West Suites Sydney + Flight

    The Rocks
    6 nights
    5.0 star property
    9.2/10 - Wonderful (2,485 reviews)
    "Exceptionally clean. Great location. Would certainly stay again."
    Reviewed November 1, 2026
    Roundtrip • New York (JFK) - Sydney (SYD)
    JFK - SYD • 1 stop SYD - JFK • 1 stop
    $5,065
    $4,345
    per traveler
    found 21 hours ago
    The Sebel Quay West Suites Sydney
  • Dec 16 - Dec 23

    Sofitel Sydney Wentworth + Flight

    Sydney Central Business District
    5 nights
    5.0 star property
    8.8/10 - Excellent (237 reviews)
    "Very helpful staff"
    Reviewed November 6, 2026
    Roundtrip • Dallas (DFW) - Sydney (SYD)
    DFW - SYD • 1 stop SYD - DFW • 1 stop
    $2,778
    $2,433
    per traveler
    found 16 hours ago
    Sofitel Sydney Wentworth
  • Dec 23 - Dec 31

    Furama Darling Harbour + Flight

    Haymarket
    6 nights
    4.0 star property
    8.4/10 - Very good (1,001 reviews)
    Roundtrip • New York (JFK) - Sydney (SYD)
    JFK - SYD • 1 stop SYD - JFK • 1 stop
    $3,861
    $3,414
    per traveler
    found 21 hours ago
    Furama Darling Harbour

Roslyn Hotel Deals

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.

Frequently Asked Questions

How much does a Roslyn vacation package cost?

You'll find cheap prices from $2,158 on Expedia for your Roslyn break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Roslyn costs.

What are the cheapest months to go to Roslyn?

November, December and January are great times to search for cheap Roslyn vacation packages. Traveling in quieter months means you can typically find reduced prices on flights and hotels.

How many days is enough for Roslyn?

Typically, a handful of days is enough to explore the top attractions during your Roslyn vacation. However, if you prefer to have some time to chill out or take day tours, think about extending your trip.

How to find the best Roslyn package deals?

Landing a cheap Roslyn package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most affordable Roslyn package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.

Is it cheaper to book a Roslyn vacation as a package?

An Expedia vacation package could land you great savings when compared to booking hotels and flights separately. Better still, you can customize your Roslyn escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.

When to book a vacation package to Roslyn?

If you're considering a spontaneous Roslyn adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.

Does Expedia offer Book Now, Pay Later Roslyn vacation packages?

Secure your dream getaway to Roslyn with our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snap up travel deals while they last.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.