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Windsor Vacation Packages

Windsor Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Coronation

Hotel Coronation

3.5 out of 5
Sydney Central Business District
per person
Sep 16 - Sep 20
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Sydney (SYD)
Stay at this 3.5-star hotel in Sydney. Enjoy free WiFi, a casino, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Star Casino and Circular Quay are located nearby.
Rydges Darling Square Apartment Hotel

Rydges Darling Square Apartment Hotel

4 out of 5
Sydney Central Business District
per person
Sep 16 - Sep 20
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Sydney (SYD)
Stay at this 4-star boutique aparthotel in Sydney. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyde Park and Star Casino are located nearby.
QT Sydney

QT Sydney

5 out of 5
Sydney Central Business District
per person
Sep 16 - Sep 20
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Sydney (SYD)
Stay at this 5-star luxury hotel in Sydney. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Hyde Park and Circular Quay are located nearby.
Vibe Hotel Sydney Darling Harbour

Vibe Hotel Sydney Darling Harbour

4.5 out of 5
Sydney Central Business District
per person
Sep 16 - Sep 20
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Sydney (SYD)
Stay at this 4.5-star luxury hotel in Sydney. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Circular Quay and Sydney Opera House are located nearby.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
Stay at this 4-star business-friendly aparthotel in Sydney. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Star Casino and Circular Quay are located nearby.
Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
Stay at this 5-star luxury hotel in Sydney. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Circular Quay and Sydney Opera House are located nearby.
Pullman Quay Grand Sydney Harbour

Pullman Quay Grand Sydney Harbour

5 out of 5
Sydney Central Business District
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
Stay at this 5-star luxury hotel in Sydney. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Circular Quay and Sydney Opera House are located nearby.
Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
Stay at this 4.5-star luxury hotel in Sydney. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Circular Quay and Sydney Opera House are located nearby.

3-4 Night Vacations in Windsor

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
Pullman Quay Grand Sydney Harbour

Pullman Quay Grand Sydney Harbour

5 out of 5
Sydney Central Business District
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)

5-7 Night Vacations in Windsor

Price found within the past 48 hours. Click for updated prices.
Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
per person
Sep 16 - Sep 20
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Sydney (SYD)
The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
per person
Sep 16 - Sep 20
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Sydney (SYD)
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
Sydney Central Business District
per person
Sep 16 - Sep 20
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Sydney (SYD)
Rydges Darling Square Apartment Hotel

Rydges Darling Square Apartment Hotel

4 out of 5
Sydney Central Business District
per person
Sep 16 - Sep 20
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Sydney (SYD)

Cheap Hotel Deals in Windsor

Crowne Plaza Hawkesbury Valley by IHG

Crowne Plaza Hawkesbury Valley by IHG

4 out of 5
61 Hawkesbury Valley Way, Windsor, NSW
Stay at this 4-star spa hotel in Sydney. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
Crowne Plaza Hawkesbury Valley by IHG
Tates Hotel Windsor

Tates Hotel Windsor

3 out of 5
335 George St, Windsor, NSW
Stay at this 3-star hotel in Sydney. Enjoy free WiFi, free parking, and housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Tates Hotel Windsor
Windsor Heritage Motel

Windsor Heritage Motel

3 out of 5
54 George Street, Windsor, NSW
Stay at this 3-star motel in Sydney. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Hawkesbury River and Pitt Town ...
Windsor Heritage Motel
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PARKROYAL Parramatta

PARKROYAL Parramatta

4.5 out of 5
30 Phillip Street, Parramatta, NSW
Stay at this 4.5-star luxury hotel in Sydney. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the clean ...
PARKROYAL Parramatta
Meriton Suites George Street, Parramatta

Meriton Suites George Street, Parramatta

4.5 out of 5
180 GEORGE STREET,, Parramatta, NSW
Stay at this 4.5-star hotel in Sydney. Enjoy free WiFi, a sauna, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Meriton Suites George Street, Parramatta
Atura Blacktown

Atura Blacktown

4 out of 5
32 Cricketers Arms Road, Prospect, NSW
Stay at this 4-star family-friendly hotel in Sydney. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff in ...
Atura Blacktown
Nesuto Parramatta

Nesuto Parramatta

4 out of 5
110-114 James Ruse Drive, Rosehill, NSW
Stay at this 4-star business-friendly hotel in Sydney. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful ...
Nesuto Parramatta
SKYE Hotel Suites Parramatta

SKYE Hotel Suites Parramatta

5 out of 5
30 Hunter Street, Parramatta, NSW
Stay at this 5-star luxury aparthotel in Sydney. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. ...
SKYE Hotel Suites Parramatta
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Jetstar
Sun, Nov 23 - Wed, Nov 26
AVV
Avalon
SYD
Kingsford Smith Intl.
$92 Roundtrip, just found
$92
Roundtrip
just found
Select Jetstar flight, departing Sun, Nov 23 from Avalon to Kingsford Smith Intl., returning Wed, Nov 26, priced at $92 just found
Qantas Airways
Sun, Nov 23 - Wed, Nov 26
MEL
Tullamarine
SYD
Kingsford Smith Intl.
$262 Roundtrip, just found
$262
Roundtrip
just found
Select Qantas Airways flight, departing Sun, Nov 23 from Tullamarine to Kingsford Smith Intl., returning Wed, Nov 26, priced at $262 just found
Jetstar
Wed, Nov 12 - Mon, Nov 17
AKL
Auckland Intl.
SYD
Kingsford Smith Intl.
$338 Roundtrip, found 3 hours ago
$338
Roundtrip
found 3 hours ago
Select Jetstar flight, departing Wed, Nov 12 from Auckland Intl. to Kingsford Smith Intl., returning Mon, Nov 17, priced at $338 found 3 hours ago
All Nippon Airways
Tue, Sep 9 - Tue, Oct 28
LAX
Los Angeles Intl.
SYD
Kingsford Smith Intl.
$871 Roundtrip, found 22 hours ago
$871
Roundtrip
found 22 hours ago
Select All Nippon Airways flight, departing Tue, Sep 9 from Los Angeles Intl. to Kingsford Smith Intl., returning Tue, Oct 28, priced at $871 found 22 hours ago