Windermere Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Jul 4 - Jul 11

    Rydges North Sydney + Flight

    North Sydney
    7 nights
    4.0 star property
    8.8/10 - Excellent (346 reviews)
    "The room was great for our family of 5. Breakfast was fresh and a great selection of options for all tastes"
    Reviewed May 24, 2026
    Roundtrip Tokyo (HND) - Sydney (SYD)
    HND - SYDNonstop SYD - HNDNonstop
    ¥230,443
    ¥167,775
    per traveler
    found 1 day ago
    Rydges North Sydney
  • Jul 4 - Jul 11

    Furama Darling Harbour + Flight

    Haymarket
    7 nights
    4.0 star property
    8.4/10 - Very Good (1,001 reviews)
    "Perfect t "
    Reviewed May 17, 2026
    Roundtrip Tokyo (HND) - Sydney (SYD)
    HND - SYDNonstop SYD - HNDNonstop
    ¥276,986
    ¥191,704
    per traveler
    found 1 day ago
    Furama Darling Harbour
  • Aug 11 - Aug 16

    Modern CBD Aparment, Workspace, Fast Wifi and Pool + Flight

    Sydney Central Business District
    4 nights
    2.5 star property
    Roundtrip Osaka (KIX) - Sydney (SYD)
    KIX - SYD1 stop SYD - KIX1 stop
    ¥311,290
    ¥220,849
    per traveler
    found 1 day ago
    Modern CBD Aparment, Workspace, Fast Wifi and Pool
  • Aug 8 - Aug 15

    Central 2-bed Apartment With Private Parking + Flight

    Strathfield
    7 nights
    2.0 star property
    10/10 - Exceptional (1 review)
    "Great appartment with brilliant amenities. Would highly recommended this as a place to stay."
    Reviewed April 12, 2026
    Roundtrip Tokyo (HND) - Sydney (SYD)
    HND - SYD1 stop SYD - HND1 stop
    ¥416,790
    ¥298,175
    per traveler
    found 18 hours ago
    Central 2-bed Apartment With Private Parking
  • Aug 8 - Aug 14

    Spacious 2-bed, 2-bath Moments From Avalon Beach + Flight

    Avalon Beach
    6 nights
    2.5 star property
    Roundtrip Tokyo (HND) - Sydney (SYD)
    HND - SYD1 stop SYD - HND1 stop
    ¥382,195
    ¥283,471
    per traveler
    found 1 day ago
    Spacious 2-bed, 2-bath Moments From Avalon Beach

Where to stay in Windermere

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

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 ¥22,184 per night from May 31 to Jun 1
¥22,184
¥24,402 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Family friendly clean resort, my family and I had a great time at. Will definitely be back."

Reviewed on May 21, 2026

Rydges Resort Hunter Valley
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 ¥22,576 per night from Jun 2 to Jun 3
¥22,576
¥22,576 total
Jun 2 - Jun 3
includes taxes & fees
8.4/10 Very Good! (2,274 reviews)
"Great spacious apartment with all self contained facilities. Quiet area with lovely surroundings"

Reviewed on May 24, 2026

Oaks Cypress Lakes Resort
Harrigan's Hunter Valley

Harrigan's Hunter Valley

4 out of 5
2090 Broke Rd Pokolbin NSW
Fully refundableReserve now, pay when you stay
The price is ¥14,630 per night from Jun 2 to Jun 3
¥14,630
¥16,093 total
Jun 2 - Jun 3
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Room are quite old, furniture is not in great condition. The facility, pub and staff are all great."

Reviewed on May 15, 2026

Harrigan's Hunter Valley
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.

Frequently asked questions

How much does a Windermere vacation package cost?
We make it easy to see the world, with Windermere vacation packages starting from as low as . 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 vacation 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 vacation 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 vacation?
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 vacation package?
With a vacation 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 vacation 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.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.