Paddington Vacations from $1,369

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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.
Relaxing Stay Near Fairlight's Scenic Spots

Relaxing Stay Near Fairlight's Scenic Spots

Fairlight
$1,369
per person
Oct 20 - Oct 25
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews
3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

Darlinghurst
$1,935
per person
Nov 16 - Nov 20
found 23 hours ago
Roundtrip flight included
Los Angeles (QLA) to Sydney (SYD)
10/10 Exceptional! (1 review)
Luxury 2-bed With Ocean Views and Garden

Luxury 2-bed With Ocean Views and Garden

Collaroy
$1,546
per person
Oct 22 - Oct 25
found 12 hours ago
Roundtrip flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews
Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

Alexandria
$1,585
per person
Nov 16 - Nov 20
found 23 hours ago
Roundtrip flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews
Bright Stay in Sydney With Harbour Bridge Views

Bright Stay in Sydney With Harbour Bridge Views

Surry Hills
$1,515
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
No reviews

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.

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.

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.

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.

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.

Paddington Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$208 nightly
$229 total
Sep 20 - Sep 21
Total with taxes and fees
9.2/10 Wonderful! (2,844 reviews)
"A very good location and convenient for getting everywhere. The staff were welcoming and professional. The room was clean and comfortable. I would definitely recommend it to my friends."

Reviewed on Aug 31, 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
$102 nightly
$113 total
Sep 13 - Sep 14
Total with taxes and fees
8.2/10 Very Good! (2,903 reviews)
"The bathroom was terrible. Mold on the shower tiles and all over the shower door grout. The paint was peeling inside the drawers of the bathroom cabinet. We got one hand towel and two bath towels that were very thing. The room needed painting as there was paint chipped everywhere. The chairs in the ..."

Reviewed on Aug 31, 2026

YEHS Hotel Sydney Harbour Suites
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$175 nightly
$193 total
Sep 13 - Sep 14
Total with taxes and fees
9/10 Wonderful! (2,164 reviews)
"Fantastic hotel, clean and quiet. Views over Darling Harbor. Breakfast is amazing. Will definitely stay again."

Reviewed on Aug 31, 2026

Hyatt Regency Sydney
See all 6,224 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.

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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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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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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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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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 HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$114
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

$122
per adult
72% of travellers recommend
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
Sydney Harbour BridgeMuseum - Day Session

Sydney Harbour BridgeMuseum - Day Session

$26
per adult
Sydney Harbour BridgeMuseum - Day Session
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.