Winter Garden Holidays from £574

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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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was £850, price is now £574 per person
£574
per person
5 Sept - 12 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (3,741 reviews)
Nice and a good place to stay.

Reviewed on 3 Aug 2026

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was £1,640, price is now £688 per person
£688
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
London (LHR) to Orlando (MCO)
8.4/10 Very good! (5,239 reviews)

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was £1,384, price is now £739 per person
£739
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (1,299 reviews)
Comfortable, clean, and conveniently located. Friendly and helpful staff.

Reviewed on 31 Jul 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was £1,241, price is now £791 per person
£791
per person
5 Sept - 12 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,171 reviews)
Lovely historic building, spotless, convenient exercise room and parking, great on-site restaurant.

Reviewed on 3 Aug 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was £1,025, price is now £712 per person
£712
per person
21 Sept - 28 Sept
found 11 hours ago
Return flight included
London (LGW) to Orlando (MCO)
8.4/10 Very good! (6,779 reviews)
There were a lot of big Roaches in the hallways and that scared me. There were no ice machines in any of the buildings near us, very limited parking, and a lot of the pools were closed even after the rain had stopped and the sun was shining. Driving through security for re entry and exit was also extremely stressful. The cars were aggressively honking at the security guard. The staff was very helpful and I did appreciate that very much. Over all my stay was ok but it wouldn't be my first choice of hotel.

Reviewed on 3 Aug 2026

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
A calm lake with lily pads and reeds in the foreground, surrounded by trees and a cloudy sky.

Oakland

Oakland might not have many top sights, but Winter Garden Art Association and West Orange Trail are two attractions nearby that you can check out.

Find hotels in Oakland

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

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 £175 per night from 2 Sept to 3 Sept
£175
2 Sept - 3 Sept
includes taxes & fees
8/10 Very good! (10,625 reviews)
"The property was beautiful but a bit dirty and outdated. For the price, I was expecting more. The rooms were dirty, sheets had stains and there were little bugs in the kitchen. The waterpark and pools were great. The kids enjoyed!"

Reviewed on 3 Aug 2026

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

3 out of 5
631 FLAGLER AVE Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is £62 per night from 3 Sept to 4 Sept
£62
3 Sept - 4 Sept
includes taxes & fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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 £81 per night from 17 Aug to 18 Aug
£81
17 Aug - 18 Aug
includes taxes & fees
Home2 Suites by Hilton Orlando at Flamingo Crossings
See all 54,714 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

Stay near popular Winter Garden attractions

Flamingo Crossings Town Center

8.6/10 (131 reviews)
This convenient retail hub at Disney World's western gateway offers diverse shopping and dining options. Explore Target, Walgreens, and restaurants in a pedestrian-friendly environment perfect for a theme park break.
See properties

What to do in Winter Garden

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

£26
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

£21
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Aquatica Orlando

Aquatica Orlando

£44
per traveller
84% 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.

Explore a world of travel with Expedia

* 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.