Paddington Vacation Packages 2026 from $1,710

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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.

Mariners Court Hotel Sydney

Woolloomooloo

$1,710

per person

Nov 2 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Sydney (SYD)

8.6/10 Excellent! (1,002 reviews)

Property was clean and staff were very friendly and helpful. It was nice to have breakfast included. Decorations were nice and common outside verandah and indoor lounge area with coffee machine and pool table were lovely too. Easy check in and nice secure and safe feel. Very short stroll to water front and cafes and pubs. Building is a little older but very good value for money. Thoroughly enjoyed our stay. Walking distance from Kings Cross station (a few stairs though)

Reviewed on Aug 13, 2026

Medusa Boutique Hotel

Darlinghurst

$1,814

per person

Nov 2 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Sydney (SYD)

9.6/10 Exceptional! (484 reviews)

Coogee Bay Boutique Hotel

Coogee

$2,010

per person

Nov 3 - Nov 8

found 5 hours ago

Roundtrip non-stop flight included

New York (JFK) to Sydney (SYD)

8.8/10 Excellent! (876 reviews)

Was an amazing stay! Travelled round Melbourne and Sydney whilst in Australia and definitely the best hotel we stayed in! Definitely would recommend to others staying in the Coogee/ Bondi area

Reviewed on May 22, 2026

Nesuto Woolloomooloo Sydney Apartments

Woolloomooloo

$1,902

per person

Nov 2 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Sydney (SYD)

8.6/10 Excellent! (1,001 reviews)

We stayed in room 216 for three nights, it was great! Regina at front desk was awesome, letting us check in earlier after our long flight from the US. Apartments are spacious clean and comfortable, everything you need for a great stay! Close to all the sights if you are happy to walk, Circular Quay, Sydney Habour, Opera House, Botanical Gardens! Coffee place at the end of Dowling St was great! Bus stop close by to get to Bondi. Would stay again if coming back to Sydney!

Reviewed on Jul 29, 2026

Rydges Darling Square Apartment Hotel

Sydney Central Business District

$1,992

per person

Nov 3 - Nov 8

just found

Roundtrip non-stop flight included

New York (JFK) to Sydney (SYD)

8.8/10 Excellent! (1,563 reviews)

Great location and so central. Lovely place to stay with family.

Reviewed on Aug 10, 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.

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 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.

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.

Paddington Hotel Deals

Four Seasons Hotel Sydney

199 George St. Sydney NSW

Fully refundableReserve now, pay when you stay

$218 nightly

$240 total

Aug 23 - Aug 24

Total with taxes and fees

9.6/10 Exceptional! (2,243 reviews)

"The breakfast was disappointing the melon wasn’t ripe and the croissants were over cooked the staff were good and efficient but it felt very impersonal"

Reviewed on Aug 14, 2026

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

9.2/10 Wonderful! (2,807 reviews)

"Always a pleasure to stay here"

Reviewed on Aug 14, 2026

Hyatt Regency Sydney

161 Sussex Street Sydney NSW

Fully refundableReserve now, pay when you stay

$173 nightly

$190 total

Sep 13 - Sep 14

Total with taxes and fees

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.

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: Blue Mountains National Park Tour with River Cruise

$50

per adult

94% of travellers recommend

Sydney Harbour Dinner Cruise Latin Fiesta

$81

per adult

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.

Paddington Vacations from $1,710

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Paddington Vacation

The Latest Paddington Vacation Packages

Mariners Court Hotel Sydney

Medusa Boutique Hotel

Coogee Bay Boutique Hotel

Nesuto Woolloomooloo Sydney Apartments

Rydges Darling Square Apartment Hotel

Where to stay in Paddington

Sydney Central Business District

Darling Harbour

Sydney Olympic Park

The Rocks

Manly

Paddington Hotel Deals

Four Seasons Hotel Sydney

Shangri-La Sydney

Hyatt Regency Sydney

Stay near popular Paddington attractions

Oxford Street

Paddington Markets

The Intersection

Lume Sydney Spa

Juniper Hall

Neild Avenue Maze

Wagner Contemporary

Australian Galleries

Things to do

Sydney Harbour Dinner Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

Sydney Harbour Dinner Cruise Latin Fiesta