Paddington Vacations from $1,656

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Your Paddington Vacation

Lose yourself in the magic of this commercial neighborhood with a Paddington vacation package. From its shopping and markets to its cafes, there's something for every type of vacationer. Can't wait to get out and see the sights during your trip to Paddington? Make sure you stop by nearby attractions such as Bondi Beach, Coogee Beach and University of New South Wales. Whatever your travel plans or the size of your budget, booking your perfect Paddington vacation is simple with Expedia.

The Latest Paddington Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Studio3: Chic Bondi Abode With Pool & A/C

Studio3: Chic Bondi Abode With Pool & A/C

Bondi Junction
$1,656
per person
Nov 3 - Nov 8
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews
Pullman Sydney Hyde Park

Pullman Sydney Hyde Park

Darlinghurst
$2,287
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)
No outlets around beds

Reviewed on Aug 14, 2026

Adina Apartment Hotel Bondi Beach Sydney

Adina Apartment Hotel Bondi Beach Sydney

Bondi Beach
$2,173
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
9.2/10 Wonderful! (1,178 reviews)
Both the girls at check in were first class and made my process so easy. A great place to stay in Bondi

Reviewed on Aug 10, 2026

Furama Darling Harbour

Furama Darling Harbour

Haymarket
$2,038
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.4/10 Very Good! (1,004 reviews)
breakfast was amazing with wide selection of choices, Room was clean and all I needed for the stay. Location made things easy to get to places in the city. Overall the stay was amazing.

Reviewed on Aug 10, 2026

The Brighton Hotel Sydney - MGallery Collection

The Brighton Hotel Sydney - MGallery Collection

Brighton-le-Sands
$2,298
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8/10 Very Good! (1,000 reviews)
One of favorite places to stay! The room service food was divine

Reviewed on Aug 11, 2026

Where to stay in Paddington

Find the best Paddington areas and neighborhoods for the activities you enjoy most. Learn more about Paddington
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 out of top 10 points of interest in this area

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

Find hotels in Sydney Central Business District
A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.

Find hotels in Darling Harbour
A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.

Find hotels in Sydney Olympic Park
A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

Historic area near Sydney's city center, The Rocks boasts close proximity to Circular Quay and Harbour Bridge views. Explore weekend Rocks Market, galleries, and historic pubs like Fortune of War, while enjoying walkable streets and easy rail access.

Find hotels in The Rocks
A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining.

Find hotels in Manly

Paddington Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$219 nightly
$241 total
Aug 23 - Aug 24
Total with taxes and fees
Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$209 nightly
$230 total
Aug 23 - Aug 24
Total with taxes and fees
Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$173 nightly
$191 total
Sep 13 - Sep 14
Total with taxes and fees
Hyatt Regency Sydney
See all 6,234 properties in Paddington
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
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Ski Vacations
Gay Friendly Vacations
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LGBTQ Friendly Vacations
Adventure Vacations
Adventure Vacations
Vacations in Month
Where to go when
Where to go when
Honeymoon Vacations
Honeymoon Vacations
Mountain Vacations
Mountain Vacations
Fishing Vacations
Fishing Vacations
Adults Only Vacations
Adults Only Vacations
Waterpark Vacations
Waterpark Vacations
Scuba Diving Vacations
Scuba Diving Vacations
Yoga Vacations
Yoga Vacations
Cheap Vacations
Cheap Vacations
Solo Vacations
Solo Vacations

Stay near popular Paddington attractions

A row of colorful buildings with distinct architectural styles, including a red building with a circular window, a gray building with arched windows, and a yellow building with decorative elements.

Oxford Street

During your visit to Sydney, you can enjoy retail therapy at Oxford Street. While in this walkable area, you can savor the restaurants and cafes.
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An outdoor market with stalls selling beach towels and art, set against a historic building and a tree-lined street.

Paddington Markets

9.0/10 (8 reviews)
Support emerging designers and local community causes at one of Sydney’s original art and craft markets, featuring over 150 stalls.
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The Intersection

During your trip to Sydney, you can search for that perfect souvenir at The Intersection. Amble around this vibrant area's waterfront or experience its entertainment choices.
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Lume Sydney Spa

You can take time to visit Lume Sydney Spa during your travels to Sydney. Visit the shops in this walkable area, or simply enjoy its cafes.
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Juniper Hall

Find out about the history of Sydney when you spend time at Juniper Hall. Experience the acclaimed theater scene and entertainment choices in this walkable area.
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Neild Avenue Maze

Enjoy a stop at Neild Avenue Maze, an entertaining place to visit in Sydney. Wander the waterfront and beautiful beaches in this vibrant area.
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Wagner Contemporary

You can spend time exploring the galleries in Wagner Contemporary during your travels in Sydney. Discover the acclaimed art scene and shops in this walkable area.
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Australian Galleries

8.0/10 (2 reviews)
You can spend time exploring the galleries in Australian Galleries during your travels in Sydney. Experience the acclaimed art scene and entertainment choices in this walkable area.
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Things to do

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$111
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Beautiful view of the Canberra in Australia

Canberra Discovery Tour - Australia's Capital by Gray Line Sydney

$132
per adult
72% of travellers recommend
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

$50
per adult
94% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
See all activities in Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.