Windermere Holidays from AU$445

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Top Holiday Package Deals in Windermere

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

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
per person
20 Aug - 24 Aug
found 12 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
6/10 (373 reviews)
Nice and clean. Toilet space small. On corner of busy roads so a lot of traffic noise at night.

Reviewed on 17 Jul. 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
2 Oct - 7 Oct
found 18 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
A charming little hotel smack bang in the middle of Sydney. Short walk to town hall station and darling Harbour. We, husband and the wee one stayed in a 1 bedroom apartment room and had an excellent time

Reviewed on 23 Jun. 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
2 Oct - 7 Oct
found 18 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.6/10 Excellent! (1,007 reviews)
Right in the middle of everything, light rail just across the road, staff were excellent and nothing was a problem. Water in the rooms would have been better but only a minor issue

Reviewed on 21 Jul. 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
2 Oct - 7 Oct
found 18 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (2,157 reviews)
Generally ok place to stay. Staff are very helpful. We stayed in 1 BDRM with kitchen and it needs upgrade. Pool and hot tub area was very disappointing. Hot tub did not work well and water had odd green color. Basically hotel needs renovations.

Reviewed on 20 Jul. 2025

Our guide on where to stay in Windermere

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

Find hotels in Raymond Terrace

Our pick of the best Windermere Hotel Deals

Rydges Resort Hunter Valley

Rydges Resort Hunter Valley

4 out of 5
430 Wine Country Drive, Lovedale, NSW
Fully refundableReserve now, pay when you stay
The price is AU$229 per night from 22 July to 23 July
AU$229
22 July - 23 July
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Wonderful accomodation, helpful staff, room service was great. Would return :) family friendly."

Reviewed on 20 Jul. 2025

Rydges Resort Hunter Valley
Chateau Elan At The Vintage

Chateau Elan At The Vintage

5 out of 5
Vintage Drive, Hunter Valley, Pokolbin, NSW
Fully refundableReserve now, pay when you stay
The price is AU$209 per night from 23 July to 24 July
AU$209
23 July - 24 July
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Beautifully presented hotel and grounds. Good golf course. Very friendly and helpful staff. Good buffet breakfast. Bathrooms in rooms badly need updating with cracked basins and tiles and shower doors that won't close. Also the TV's need updating as it is almost impossible to connect personal streaming ..."

Reviewed on 16 Jul. 2025

Chateau Elan At The Vintage
Oaks Cypress Lakes Resort

Oaks Cypress Lakes Resort

4 out of 5
15 Thompsons Road, Pokolbin, NSW
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 23 July to 24 July
AU$189
23 July - 24 July
includes taxes & fees
8.4/10 Very Good! (2,162 reviews)
"Great location but the rooms (in particular the bathroom) was tired looking."

Reviewed on 13 Jul. 2025

Oaks Cypress Lakes Resort
See all 893 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Windermere holiday package cost?
We make it easy to see the world, with Windermere holiday packages starting from as low as AU$445. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few tours and activities to your itinerary?
How do I get a cheap travel package to Windermere?
Combine your flight and hotel bookings, add extras such as tours, and save with a Windermere holiday package. You won't just pick up superb discounts on your getaway — you'll have lots of choice at your fingertips too. When you book through Expedia, you can select from more than 550 airlines and 1 000 000 hotels throughout the world. Your affordable holiday starts right here, right now!
What are the top hotels in Windermere?
When it comes to comfy and convenient places to stay in Windermere, you can't beat Lochinvar Cottage Hunter Valley - Pet Friendly. Browse our offers and score a great price.
How far in advance should I book my Windermere holiday?
To bag discount prices, book nice and early. Airlines typically begin selling tickets, along with some of the lowest fares, around a year ahead of time. Hotels, activities and car rental should also be booked early to avoid disappointment. If you've decided on a last-minute getaway in Windermere, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Windermere travel package include?
Flights, rental cars and hotels, or any combination of them — it's totally up to you. Whether you're venturing to Windermere with the whole family or adventuring with your friends, there's a bundle to suit every budget and style. Once you've made your booking, why not add on a few activities?
What should I know before booking a Windermere travel package?
You'll land terrific savings when you combine your hotels, flights and rental cars into a travel package. Not only that, booking everything in one spot simply makes planning easier. So why waste time or money? Whether you're putting together a ritzy city getaway or a low-cost family break, take a look at our package deals today.
Can I choose my airline with a Windermere Expedia holiday package?
With a holiday package, you're always in charge. Whether you want to fly to Windermere in coach or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Windermere holiday package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Windermere

Maitland Regional Art Gallery

Maitland Regional Art Gallery

You can spend time browsing the exhibits at Maitland Regional Art Gallery in Maitland. Discover the area's wineries or seek out the bowling alleys.

Maitland Regional Art Gallery
Maitland Gaol

Maitland Gaol

You can spend time studying the exhibits at Maitland Gaol during your travels in Maitland. Discover the area's wineries or seek out the bowling alleys.

Maitland Gaol

Maitland Showground

5/5(1 review)

Enjoy an outing to Maitland Showground during your stay in Maitland.

Maitland Showground

Activities

Wine Tasting Fun

Hunter Valley Small Group Luxury Wine Tasting Tour from Sydney

AU$235
per adult
Hunter Valley Small Group Luxury Wine Tasting Tour from Sydney
Country towns: River & farm tour. Departing Newcastle.

Country towns: River & farm tour. Departing Newcastle.

AU$245
per adult
Country towns: River & farm tour. Departing Newcastle.
Maitland's True Crime Tour

Maitland's True Crime Tour

AU$34
per adult
Maitland's True Crime Tour
See all activities in Maitland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.