Title: Windermere Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,855 Expedia.ca

[Windermere Travel Guide](https://expedia.ca/Maitland-Windermere.dx553248634380726615)[Hotels in Windermere](https://expedia.ca/Windermere-Hotels.d553248634380726615.Travel-Guide-Hotels)[Flights to Maitland](https://expedia.ca/Cheap-Flights-To-Maitland.d2441.Travel-Guide-Flights)[Things to do in Maitland](https://expedia.ca/Things-To-Do-In-Maitland.d2441.Travel-Guide-Activities)[Windermere Car Rentals](https://expedia.ca/Car-Rentals-In-Windermere.d553248634380726615.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Windermere Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 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

## Top Holiday Package Deals in Windermere

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

![YEHS Hotel Sydney CBD](https://images.trvl-media.com/lodging/13000000/12460000/12456600/12456551/7f9c48b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### YEHS Hotel Sydney CBD

Sydney Central Business District

CA $1,855

per person

Apr 11 - Apr 15

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Sydney (SYD)

8.2/10 Very Good! (1,001 reviews)

Clean, small room. Lovely staff

Reviewed on Mar 2, 2026

![Spacious 2-bed Townhouse With Garage & Patio](https://images.trvl-media.com/lodging/123000000/122190000/122185000/122184903/1f65d261_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Spacious 2-bed Townhouse With Garage & Patio

Alexandria

CA $2,512

per person

Apr 25 - Apr 29

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Sydney (SYD)

No reviews

![YEHS Hotel Sydney QVB](https://images.trvl-media.com/lodging/32000000/31200000/31199500/31199461/679d741a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### YEHS Hotel Sydney QVB

Sydney Central Business District

CA $1,902

per person

Apr 11 - Apr 15

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Sydney (SYD)

8.6/10 Excellent! (1,001 reviews)

Very clean, helpful staff, great location - great value for money for an overnight stay.

Reviewed on Feb 11, 2026

![Pristine 2-bed Near Marrickville Village](https://images.trvl-media.com/lodging/122000000/121300000/121299100/121299093/749b6dee_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pristine 2-bed Near Marrickville Village

Marrickville

CA $2,346

per person

Apr 25 - Apr 29

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Sydney (SYD)

No reviews

![Ace Hotel Sydney](https://images.trvl-media.com/lodging/76000000/75080000/75072100/75072085/b794ba35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ace Hotel Sydney

Sydney Central Business District

CA $2,263

per person

May 11 - May 16

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Sydney (SYD)

9.4/10 Exceptional! (865 reviews)

The room was clean and well looked after. The food in the restaurant was amazing. The staff was very nice and helpful.

Reviewed on Feb 22, 2026

## Where to stay in Windermere

Find the best Windermere areas and neighborhoods for the activities you enjoy most. [Learn more about Windermere](https://expedia.ca/Maitland-Windermere.dx553248634380726615)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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 hotel + flight trips in Raymond Terrace](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Raymond%20Terrace&DestID=12050&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Maitland Gaol showing interior views](https://images.trvl-media.com/place/553248621532609681/37ef3c63-8376-4fc8-b683-8dde55f8c6b9.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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 Stockland Green Hills Shopping Center or Maitland Gaol while you're visiting, and jump aboard the metro at Metford Station to get around town. 

[Find hotel + flight trips in East Maitland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Maitland&DestID=6125505&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Morpeth which includes signage and a small town or village](https://images.trvl-media.com/place/6047043/adbf7821-09fb-4e6e-b0d8-c027221f88a0.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Morpeth

 Morpeth is well-liked for its restaurants and historic sites. If you're hoping to see more of the larger area, Wallalong House - Hunter Valley Wedding Venue and Maitland Showground are some interesting sights nearby to check out. 

[Find hotel + flight trips in Morpeth](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Morpeth&DestID=6047043&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Rutherford

1 out of top 10 points of interest in this area

 Unique features of Rutherford include the restaurants and shopping. Make a stop by Winter Art Bazaar or Aerohunter while you're exploring the area. 

[Find hotel + flight trips in Rutherford](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Rutherford&DestID=6139988&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![D Hunter Valley Low Vineyards Pan](https://images.trvl-media.com/place/553248634380758641/a8975a48-5b6c-43ad-a527-1b5a64e6963d.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Heatherbrae

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

[Find hotel + flight trips in Heatherbrae](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Heatherbrae&DestID=6131898&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Windermere Hotel Deals

![Rydges Resort Hunter Valley](https://images.trvl-media.com/lodging/2000000/1520000/1516000/1515932/dd7b4ea4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Rydges Resort Hunter Valley

430 Wine Country Drive Lovedale NSW

Fully refundableReserve now, pay when you stay

CA $199

CA $219 total

Mar 15 - Mar 16

includes taxes & fees

8.6/10 Excellent! (1,007 reviews)

Very corporate. Good facilities but very impersonal. Only hotel on our whole trip where we didn’t get milk in the fridge! Wouldn’t stay there again. Much nicer places in the area

Reviewed on Mar 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=1515932&PinnedHotelID=1515932&HadPinnedHotel=true&regionId=553248634380726615)

![Harrigan's Hunter Valley](https://images.trvl-media.com/lodging/2000000/1670000/1662200/1662165/b2b92c24_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Harrigan's Hunter Valley

2090 Broke Rd Pokolbin NSW

Fully refundableReserve now, pay when you stay

CA $139

CA $153 total

Mar 9 - Mar 10

includes taxes & fees

8.2/10 Very Good! (1,001 reviews)

Clean room and very convenient location

Reviewed on Feb 24, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F03%2F2026&endDate=10%2F03%2F2026&selected=1662165&PinnedHotelID=1662165&HadPinnedHotel=true&regionId=553248634380726615)

![Oaks Cypress Lakes Resort](https://images.trvl-media.com/lodging/1000000/690000/688100/688026/8f2e2816_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Oaks Cypress Lakes Resort

15 Thompsons Road Pokolbin NSW

Fully refundableReserve now, pay when you stay

CA $180

CA $180 total

Mar 8 - Mar 9

includes taxes & fees

8.4/10 Very Good! (2,238 reviews)

Large unit for great mid week price. Would be 10/10 with some attention to detail. TV cable box did not work. Tried all options and talked to front desk. She was helpful but I gave up and plugging in my laptop to the TV which worked fine. Pool maintenance person is really needed every morning. First ...

Reviewed on Feb 25, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=688026&PinnedHotelID=688026&HadPinnedHotel=true&regionId=553248634380726615)

[See all 869 properties in Windermere](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&regionId=553248634380726615)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Windermere vacation package cost?

### How do I get a cheap travel package to Windermere?

### What are the top hotels in Windermere?

### How far in advance should I book my Windermere vacation?

### What does an Expedia Windermere travel package include?

### What should I know before booking a Windermere travel package?

### Can I choose my airline with a Windermere Expedia vacation package?

### If I'm not able to travel, can I cancel my Windermere vacation package?

### Things to do

![Newcastle: Lake Macquarie Cruise with Lunch](https://mediaim.expedia.com/localexpert/46777983/58a147e3-65ce-4917-841a-55cf85bfbac9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Lake Macquarie: Cruise with Lunch on the Lake

CA $68

per adult

[](https://expedia.ca/things-to-do/lake-macquarie-cruise-with-lunch-on-the-lake.a46777983.activity-details)

![Enjoy an amazing day out with friends ](https://mediaim.expedia.com/localexpert/1401269/eedc2d7c-13af-4a12-b85f-0f11c05661d0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hunter Valley Wine Tasting Tour from Sydney

CA $212

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/hunter-valley-wine-tasting-tour-from-sydney.a1401269.activity-details)

![Picture 8 for Activity Maitland's True Crime Tour](https://mediaim.expedia.com/localexpert/4752015/e5786796-2116-42d1-be1b-4ca6c4cae7f7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Maitland's True Crime Tour

CA $33

per adult

[](https://expedia.ca/things-to-do/maitlands-true-crime-tour.a4752015.activity-details)

[See all activities in Maitland](https://expedia.ca/things-to-do/search?rid=553248634380726615)

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