Paddington Vacations from $1,365

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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.
Bright Stay in Sydney With Harbour Bridge Views

Bright Stay in Sydney With Harbour Bridge Views

Surry Hills
$1,365
per person
Oct 31 - Nov 3
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
No reviews
The York by Swiss-Belhotel International

The York by Swiss-Belhotel International

Sydney Central Business District
$1,923
per person
Oct 16 - Oct 22
found 21 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
8.6/10 Excellent! (2,736 reviews)
At first I was disappointed as our room wasn't as reflected in the photos so the hotel management upgraded us to a 3 bedrooms apartment with Harbour views and very modern. It was so kind of them to do that. Well done. We will be back.

Reviewed on Sep 8, 2026

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
$1,457
per person
Nov 13 - Nov 17
found 6 hours ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
8.4/10 Very Good! (1,002 reviews)
Central 2-bed Apartment With Private Parking

Central 2-bed Apartment With Private Parking

Strathfield
$1,515
per person
Nov 13 - Nov 17
found 6 hours ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
10/10 Exceptional! (1 review)
Great appartment with brilliant amenities. Would highly recommended this as a place to stay.

Reviewed on Apr 12, 2026

Stylish 2-bed House With Private Courtyard

Stylish 2-bed House With Private Courtyard

Redfern
$1,556
per person
Nov 13 - Nov 17
found 6 hours ago
Roundtrip flight included
New York (JFK) to Sydney (SYD)
10/10 Exceptional! (1 review)
Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city.

Reviewed on May 5, 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.

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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 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
A beach with waves, a woman running, and buildings in the background.

Bondi Beach

1 out of top 10 points of interest in this area

See a perfect example of the Australian beach lifestyle in this famous Sydney neighborhood with ocean pools, excellent surf and a bustling brunch scene.

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Paddington Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
$220 nightly
$242 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (2,838 reviews)
"This hotel is so old, but the buffet breakfast so good!"

Reviewed on Sep 8, 2026

Shangri-La Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$104 nightly
$115 total
Sep 13 - Sep 14
Total with taxes and fees
8.2/10 Very Good! (2,921 reviews)
"It is a good location. A little bit annoying only one lift works."

Reviewed on Sep 8, 2026

YEHS Hotel Sydney Harbour Suites
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$177 nightly
$194 total
Sep 20 - Sep 21
Total with taxes and fees
Hyatt Regency Sydney
See all 6,219 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
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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 fascinating museums.
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Wagner Contemporary

You can spend time exploring the galleries in Wagner Contemporary during your travels in Sydney. Discover the fascinating museums 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 fascinating museums in this walkable area.
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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 entertainment choices and acclaimed theater scene 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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Things to do

Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

$36
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
Beautiful view of the Canberra in Australia

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

$122
per adult
72% of travellers recommend
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$114
per adult
100% of travellers recommend
Sydney Harbour Dinner 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.