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Holidays to Windermere

Accommodation, flights, car rentals, things to do and more - for your holiday in Windermere choose Expedia! Find everything you need to organize your trip to Windermere in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top flight + hotel deals in Windermere

GreenPoint Hotel Kissimmee
Maingate Lakeside Resort
Magic Moment Resort and Kids Club
Seralago Hotel & Suites Main Gate East
Red Roof Inn PLUS+ Orlando-Convention Center/Int'l Dr
Rosen Inn International

Top Hotel Deals

DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton Hotel Orlando at SeaWorld
3.5 out of 5
10100 International Drive, Orlando, FL
The price is £51 per night from 29 Nov to 30 Nov

This family-friendly Orlando hotel is located on the Strip, within a 10-minute walk of SeaWorld® Orlando and Aquatica. Discovery Cove and Orange County Convention ...

3.8/5Good! (1,776 reviews)

"Closeness to be able to walk to sea world! The pool was great too."…"

Reviewed on 24 Nov 2020

DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4 out of 5
5780 Major Blvd, Orlando, FL
The price is £48 per night from 30 Nov to 1 Dec

This family-friendly Orlando hotel is located near the airport, within 1 mi (2 km) of Universal Studios Florida, Orlando International Premium Outlets and Universal ...

4.2/5Excellent! (3,180 reviews)

"I really enjoyed my stay here. I liked the fact that they didn’t have someone come in to the room for housekeeping until we left due to covid. However, when we took out our trash to the door they still picked it up in a timely manner. The food in the lobby was great and so were the drinks. Overall, ..."…"

Reviewed on 24 Nov 2020

DoubleTree by Hilton at the Entrance to Universal Orlando
Walt Disney World Dolphin
Walt Disney World Dolphin
4 out of 5
1500 Epcot Resort Blvd, Lake Buena Vista, FL
The price is £139 per night from 26 Nov to 27 Nov

Located in Bay Lake, this beachfront resort is next to a golf course and within 1 mi (2 km) of Epcot® and Disney's Hollywood Studios®. Disney Springs® and Disney's ...

4.3/5Excellent! (4,076 reviews)

"The boat rides to Epcot were the best part of the hotel."…"

Reviewed on 23 Nov 2020

Walt Disney World Dolphin
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.

Top things to do in Windermere

Plan your Windermere holiday with Expedia

  • Our 2020 bundled deals are currently unavailable, but you can now book our 2021 holiday packages deals. Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Windermere. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

How much does a Windermere holiday package cost?
We make it simple to travel the world, with Windermere packages starting from just . You’ll have the flexibility to bundle your favourite airlines, hotels and car rental. For the ultimate getaway, why not add a few tours and experiences to your itinerary?
If I'm not able to travel, can I cancel my Windermere holiday package?
You can always cancel or change your booking, but whether or not you’ll incur a fee depends on what and when you booked. If you’ve booked a Windermere holiday package in the last 24 hours, it may be possible to cancel and rebook at no cost. For later changes, your airline, hotel or car rental company may impose additional costs. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Windermere?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, rentals cars, flights and activities — we’ve got everything you need. Choose the combination that suits you and save as much as 15%. And of course, we do understand that a travel package is never one-size-fits-all. That’s why we offer more than 400 airlines and 321,000 hotels across the globe, so you can put together your very own custom-built Windermere travel package.
Where should I stay in Windermere?
With interesting attractions such as Tibet Butler Preserve and Isleworth Golf and Country Club in this neighbourhood, see if you can find a hotel near either of them. Lake Butler is another sight in Windermere that travellers flock to.
What are the top hotels in Windermere?
When it comes to welcoming places to stay in Windermere, you can’t go past Disney Home. Look up its deals and pick up a bargain.
When is the best time of year to visit Windermere?
is the best month to go to Windermere if you want to save. is less affordable by comparison, so expect to pay a higher price if you visit then. If you’d rather avoid the crowds, consider taking your trip in . However, there’s a real charm to travelling in high season. Windermere is arguably at its finest in .
How far in advance should I book my Windermere holiday?
It can be difficult to know when is the ideal time to book your Windermere trip. But usually the earlier you book, the lower the prices. Sometimes, you can reserve your flights and hotels up to a year prior to departure. If you’re eager to escape on a last-minute getaway, no need to panic! There are unbeatable deals posted on Expedia every single day.
What does an Expedia Windermere travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your perfect Windermere escape. You can also add on fun things like experiences and activities once you’ve made your booking. You’re in the driver’s seat! When you bundle your bookings with Expedia, you’ll get access to discounts you won’t find anywhere else.
What should I know before booking a Windermere travel package?
So many places to travel to, so many things to see. With a package, you’ll be able to afford more of them. Combine your hotels, rental cars and flights and enjoy big savings.
Does Expedia offer Book Now, Pay Later Windermere holiday packages?
If you prefer to split the price of your activities and hotel over a number of installments, Expedia can help you out. Paying the total cost of your journey upfront isn’t always the best way to pay for your break, so we’ve joined forces with online lender Affirm to give you financial flexibility. Book Now, Pay Later and minimize the stress of saving to travel.
Can I choose my airline with a Windermere Expedia holiday package?
Yes — that’s one of the best things about an Expedia holiday package. You’re in charge! We have more than 550 partner airlines globally, so you have options galore when putting together your Windermere getaway.