Winter Garden Holidays from £495

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Your Winter Garden Holiday

Come and discover this interesting city for yourself with a Winter Garden holiday package. Consider basing yourself in the neighbourhood of Lake Buena Vista North, which is great for shopping and dining, and your time here will be nothing short of unforgettable. Like to start exploring your surroundings? West Orange Trail, Winter Garden Art Association and Winter Garden Heritage Museum are among the leading places to visit during a trip to Winter Garden. Whoever you're heading away with and whatever your budget, your ultimate Winter Garden holiday is just clicks away with Expedia.

Top Winter Garden Flight + Hotel Deals

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

Palazzo Lakeside Hotel

3 out of 5
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.2/10 Very Good! (5,140 reviews)
the fron was very nice and aesthetic,rooms are a bit old.Ac is not cooling the whole room and no cold water in shower.

Reviewed on 3 Aug 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
per person
5 Oct - 12 Oct
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
We found a cockroach in the room. Some linen was dirty.

Reviewed on 3 Aug 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
5 Oct - 12 Oct
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
8.2/10 Very Good! (5,097 reviews)
Property was great only reason it wasn’t a 5 star review is they have early closings of waterpark and bars. The place could really be better about providing times for all amenities without having to go to them. That being said the staff is friendly room was very nice and family friendly things to do. We will definitely be back!

Reviewed on 3 Aug 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
per person
5 Oct - 12 Oct
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
9/10 Wonderful! (1,010 reviews)
Early check in? Forget about it, go with Rentyl they got me in by 12 PM ( twice ) also checkout is at 10 PM. Not worth it through VSTAYS in my opinion. Rentyl got me in early twice in two weeks. Is it a good home yes. But man did the front desk suck.

Reviewed on 29 Jul 2025

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Save 100% on your flight
per person
5 Oct - 12 Oct
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
8.8/10 Excellent! (1,331 reviews)
Great place if you are a big family or group. Tons of room. Full kitchen. Loved the shuttle service to the amenities.

Reviewed on 3 Aug 2025

Where to stay in Winter Garden

Find the best Winter Garden areas and neighborhoods for the activities you enjoy most. Learn more about Winter Garden
Default Image

Vista del Lago

While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.

Find hotels in Vista del Lago

Winter Garden Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
40,400
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Walt Disney World® Resort, Universal Orlando Resort and Magic Kingdom® Park

Top hotels in Winter Garden

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is £88 per night from 3 Sept to 4 Sept
£88
3 Sept - 4 Sept
includes taxes & fees
9.2/10 Wonderful! (4,371 reviews)
"Excelente!!!"

Reviewed on 2 Aug 2025

Home2 Suites by Hilton Orlando at Flamingo Crossings
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is £160 per night from 5 Aug to 6 Aug
£160
5 Aug - 6 Aug
includes taxes & fees
7.8/10 Good! (8,238 reviews)
Amazing family trip
"This was the first family trip in a very long time. We had an amazing time. The hotel was clean and the employees were anll very friendly and helpful. We loved the waterpark and the arcade. Only thing that we could complain about was our room location. It was on the first floor facing the lobby check ..."

Reviewed on 3 Aug 2025

The Grove Resort & Water Park Orlando
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 out of 5
631 FLAGLER AVE, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is £79 per night from 13 Aug to 14 Aug
£79
13 Aug - 14 Aug
includes taxes & fees
9.4/10 Exceptional! (3,551 reviews)
Great property overall!
"Thisis our go-to Disney property. Its all new, extremely clean, vey modern, very comfortable, breakfast is good, location cant be beat. They also have free transportation to the parks with your stay...but the timetables for the bus are a little restrictive. Tennis ball courts a nice touch. Also dont ..."

Reviewed on 1 Aug 2025

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
See all 53,876 properties in Winter Garden
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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Disney's Magnolia Golf Course

Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Disney's Magnolia Golf Course

Surfari Water Park

Enjoy the thrill rides with your children at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.

Surfari Water Park

Winter Garden Heritage Museum

You can browse the exhibits at Winter Garden Heritage Museum, a museum with a story of its own, during your trip to Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Winter Garden Heritage Museum

What to do in Winter Garden

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

£49
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Universal Orlando Resort

Universal Orlando Resort Theme Park Tickets

£349
per adult
90% of travellers recommend
Universal Orlando Resort Theme Park Tickets
Aquatica Orlando

Aquatica Orlando

£36
per traveller
82% of travellers recommend
Aquatica Orlando
See all activities in Winter Garden

Frequently asked questions

Why should I book my Winter Garden holiday with Expedia?
Choose Expedia to organise your next big break simply and all in the same place. Our top tip for bagging the best deal on a Winter Garden retreat? Bundle your accommodation, airfares and/or car hire into a package holiday. Then add some fun tours and activities. Most bookings also include flexible cancellation policies, so there's no need to worry if you have to change your travel plans. Round-the-clock help with changing and cancelling your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Winter Garden?
Winter Garden is very popular in January, February and March. If you're not into big crowds and prefer a more relaxed pace, book your getaway for April, May and December. Organise your trip to Winter Garden based on what type of adventure you're looking for. January is the coolest month, when daytime temperatures average 15ºC. In August, the warmest period, you'll experience temperatures of around 28ºC during the day.
What are the top hotels for my holiday in Winter Garden?
The Grove Resort & Water Park Orlando in the Vista del Lago neighbourhood is a terrific choice for a Winter Garden holiday. Check in here and you'll be perfectly placed to get out and discover all that this city has to offer.
How do I get a cheap holiday to Winter Garden?
Our Winter Garden holidays mean plenty of savings for the savvy wanderer. For the best deals, simply combine your flights, hotels and extras (such as activities). But great bargains are just the beginning of your next epic adventure. Book with Expedia and you'll have more than 400 air carriers and 321,000 hotel options across the globe to select from. No matter your style, there's a holiday here just for you. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Winter Garden holiday?
Ensure your holiday in Winter Garden is one to remember by checking out its major attractions. Universal Studios Florida, The Wizarding World of Harry Potter™, Central Florida Fairgrounds and Arnold Palmers Bay Hill Golf Club are just a few of the things to put on your itinerary while you're in the area.
What is the best area to stay in when on holiday in Winter Garden?
If you'll be visiting Orange County National Golf Club, maximise your time sightseeing and find a place to stay close by. It's one of the top attractions in Winter Garden.
Do I need a visa for my Winter Garden holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for visiting, whether it be for tourism or work, will determine if you need a visa for Winter Garden. Also make sure your passport is up to date and has at least six months validity remaining beyond your planned date of return. Finalise all your travel planning well in advance to avoid any nasty last-minute surprises.
What should I wear on my Winter Garden holiday?
First, consider the sorts of activities you have planned during your trip to Winter Garden and select versatile pieces that you can easily mix and match. For fashion inspiration or even information on dress codes, look up a few style blogs or relevant social media accounts. Be sure to look at the local weather forecast so you can pack accordingly. The warmest time of year in Winter Garden is August, with average daily temperatures of 28ºC. If you're travelling during the coolest month of January, the mercury hovers around 15ºC during the day.
What does an Expedia Winter Garden holiday include?
Hotels, flights and a cool car for all your fun road trip adventures. Simply pick and choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on some experiences and tours and watch your savings grow. When it comes to crafting your Winter Garden break, you're the boss! Explore a large selection of property types and choose one that matches the size of your group. The most popular holiday rentals here are condos and private holiday homes. With Expedia, you can easily tailor-make your Winter Garden escape just the way you like.
Does Expedia offer Book Now, Pay Later Winter Garden holidays?
Expedia has joined forces with online lender Klarna to make booking your next break easier on your wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that suit all types of budgets, so you can jet away on that well-deserved holiday sooner.
  • No-deposit holidays: Pressing the "book now" button is much easier with this plan. With no upfront fee for your escape, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Winter Garden Expedia holiday?
Yes, and with more than 400 airlines to choose from all over the world, you have plenty of choice. Search the available options and see which airline fits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.