Windermere Vacation Packages 2026 from $1,380

The Latest Windermere Vacation Packages

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

Fairlight 2-bed Apartment Steps From the Beach

Fairlight

$1,380

per person

Nov 18 - Nov 21

found 1 hour ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

No reviews

Establishment Hotel

Sydney Central Business District

$1,882

per person

Dec 11 - Dec 13

found 2 days ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

9/10 Wonderful! (696 reviews)

We were welcomed by Emily at Front of House who was so helpful. She gave us great recommendations and really made us welcome. My only disappointment was due to booking through Expedia only 1 breakfast was included whereas if we had booked direct both guests would receive breakfast. Otherwise the stay was ideal. The area is great, 10 minute walk to most places, circular quay, the rocks, old sydney, the shopping area in Pitt Street.

Reviewed on Sep 7, 2026

North-east Facing Modern 2-bed Apartment

Freshwater

$1,549

per person

Nov 16 - Nov 21

found 3 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

No reviews

Spacious 2-bed Apartment in the Heart of Manly

Manly

$1,419

per person

Nov 18 - Nov 21

found 1 hour ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

No reviews

Seaside Retreat With Parking and Balcony

Newport

$1,846

per person

Oct 24 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Sydney (SYD)

No reviews

Where to stay in Windermere

Find the best Windermere areas and neighborhoods for the activities you enjoy most. Learn more about Windermere

A river flowing through a town with a bridge, surrounded by greenery and fog.

Raymond Terrace

1 out of top 10 points of interest in this area

Unique features of Raymond Terrace include the restaurants and shopping. Make a stop by Nargoon Reserve or Tilligerry State Conservation Area while you're exploring the area.

Rutherford

1 out of top 10 points of interest in this area

Restaurants and shopping are notable features of Rutherford. You might consider a stop by Winter Art Bazaar while you're exploring the neighborhood.

Morpeth

Travelers enjoy Morpeth for its restaurants and historic sites. Consider checking out Morpeth Museum while you're in the area.

A row of lockers with benches in a well-lit, green-floored hallway.

East Maitland

2 out of top 10 points of interest in this area

Shopping and restaurants are highlights of East Maitland. Make a stop by Maitland Gaol or Stockland Green Hills Shopping Center while you're visiting, and jump aboard the metro at Metford Station to get around town.

A vineyard with rows of grapevines on rolling hills and a mountainous backdrop.

Heatherbrae

Visitors to Heatherbrae enjoy its restaurants, and if you want to do some exploring, Tilligerry State Conservation Area is worth a stop.

Windermere Hotel Deals

Rydges Resort Hunter Valley

430 Wine Country Drive Lovedale NSW

Fully refundableReserve now, pay when you stay

$143 nightly

$158 total

Sep 22 - Sep 23

Total with taxes and fees

Oaks Cypress Lakes Resort

15 Thompsons Road Pokolbin NSW

Fully refundableReserve now, pay when you stay

$135 nightly

$135 total

Oct 11 - Oct 12

Total with taxes and fees

8.4/10 Very Good! (2,317 reviews)

"Beautiful setting, clean and quiet. Food was very good. Easy to find."

Reviewed on Sep 21, 2026

Harrigan's Hunter Valley

2090 Broke Rd Pokolbin NSW

Fully refundableReserve now, pay when you stay

$79 nightly

$87 total

Oct 21 - Oct 22

Total with taxes and fees

8.2/10 Very Good! (1,002 reviews)

"Great value stay right in the heart of wine country. Good pub food and the trivia night was a fun surprise."

Reviewed on Sep 21, 2026

See all 829 properties in Windermere

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.