Winter Park Holidays from £539

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Winter Park Holiday

When a getaway to the city is calling, answer it with a Winter Park holiday package. The neighbourhood of Ivanhoe Village, which is great for dining, bars and pubs and shopping, makes a fantastic base for your adventures. Rollins College, Full Sail University and Altamonte Mall are just a few of the attractions worth exploring during your trip to Winter Park. Stop daydreaming and start adventuring. Check out the many options on Expedia today and put your Winter Park holiday plans in motion!

Top Winter Park Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
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
8 Sept - 14 Sept
found 23 hours ago
Return flight included
London (LGW) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
Property needs some TLC, outside looks beautiful but the carpeting is old and needs replaced in the towers

Reviewed on 16 Jul 2025

ette hotel

ette hotel

5 out of 5
Save 100% on your flight
per person
6 Sept - 13 Sept
found 12 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.8/10 Exceptional! (313 reviews)
very friendly helpful staff. nice area with many restaurants and grocery stores around. clean rooms. elegant hotel

Reviewed on 4 Jul 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
6 Sept - 13 Sept
found 12 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.2/10 Very Good! (5,097 reviews)
Rooms look dated, pain to have to take a shuttle around the property which seems like a long wait every time.

Reviewed on 18 Jul 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
8 Sept - 14 Sept
found 23 hours ago
Return flight included
London (LGW) to Orlando (MCO)
9/10 Wonderful! (1,003 reviews)
Staff at the front desk did not speak loud enough almost like she didn't want to be bothered during check in. We staid in the cottages and we did not like that we did not have enough toilet paper for our stay. I now understand that it's a self mananged unit but did not see that coming. It was really frustrating having to have to go to target at the end of a tiring day for TP. The facility should have a connivance store on property. The worst part of the stay was on the last day we had the electricity go out in the bathroom and bedroom with no one available to call for help. We had to pack in the dark with our phone lites, this part was extremely frustrating. I did check the breakers and GFI outlets to re-set but we had no luck with that. The property, the restaurant staff and the complementary shuttle staff was were great. Yes I would return but not to a cottage I will stay in the hotel.

Reviewed on 16 Jul 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
6 Sept - 13 Sept
found 12 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8/10 Very Good! (1,277 reviews)
The amenities were great, the staff was pleasant.

Reviewed on 17 Jul 2025

Where to stay in Winter Park

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

Baldwin Park

If you're looking for some top things to see and do in Baldwin Park and surrounding area, you can visit Orlando Fashion Square and East Orlando Shopping Center.

Find hotels in Baldwin Park

Winter Park Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
29,900
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Universal Orlando Resort, The Wizarding World of Harry Potter™ and Universal’s Islands of Adventure

Top hotels in Winter Park

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is £156 per night from 21 Jul to 22 Jul
£156
21 Jul - 22 Jul
includes taxes & fees
9.4/10 Exceptional! (3,375 reviews)
"This hotel is inside the Orlando airport and is convinient"

Reviewed on 17 Jul 2025

Hyatt Regency Orlando International Airport
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
Fully refundableReserve now, pay when you stay
The price is £71 per night from 10 Aug to 11 Aug
£71
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (6,410 reviews)
"We love this property. It has everything"

Reviewed on 16 Jul 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is £80 per night from 9 Aug to 10 Aug
£80
9 Aug - 10 Aug
includes taxes & fees
8.8/10 Excellent! (2,637 reviews)
"Enjoyed are stay."

Reviewed on 18 Jul 2025

Marriott's Grande Vista
See all 14,764 properties in Winter Park
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

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(63 reviews)

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Universal Studios Florida

Universal Studios Florida

4.5/5(273 reviews)

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Florida
Universal Studios Florida® showing rides, a city and street scenes

Universal Orlando Resort

4.5/5(166 reviews)

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

What to do in Winter Park

2014_AQ_KatasKookaburraCove_D4D_0772.jpg

Aquatica Orlando

£40
per traveller
82% of travellers recommend
Aquatica Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

£62
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Universal Orlando Resort

Universal Orlando Resort Theme Park Tickets

£345
per adult
90% of travellers recommend
Universal Orlando Resort Theme Park Tickets
See all activities in Winter Park

Frequently asked questions

Why should I book my Winter Park holiday with Expedia?
With excellent-value flights, car hire and accommodation choices all in one place, Expedia makes planning your Winter Park break a piece of cake. What's more, we can help you bundle your bookings into a package holiday so you can get even more savings. Choose from amazing escapes, add your flights and/or a hire car (and maybe also some fun tours and activities!) and get unbeatable prices. Had a change of plans? Expedia offers a flexible cancellation policy for many bookings. To discover more, check out our Customer Service Portal link.
When is the best time of year to holiday in Winter Park?
If you love the buzz of peak season, visit Winter Park in March, July and August. Travelling during the quieter months of January, April and December will help you skip the crowds. To get an idea of what type of weather you can experience, the average daytime temperature in January, the coolest month in Winter Park, is 15ºC. The warmest month here is August, when temperatures are around 28ºC.
What are the top hotels for my holiday in Winter Park?
Many travellers like to stay at The Alfond Inn in Goldenrod. If it's your first time visiting Winter Park, you're guaranteed a warm welcome here.
How do I get a cheap holiday to Winter Park?
Bundle your flights and hotels, toss in extras such as a hire car or activities, and save with a Winter Park holiday. You won't just enjoy awesome discounts on your adventure — you'll have loads of choice at your fingertips too. When you book with Expedia, you'll have your pick of over 400 partner airlines and 321,000 properties all over the world. Your next affordable holiday starts right here, right now! Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Winter Park holiday?
Offering must-visit attractions like Full Sail University and Rollins College, a holiday in Winter Park is packed with fun things to see and do. Red Bug Lake Park and Altamonte Mall are a couple of other sights worth exploring.
What is the best area to stay in when on holiday in Winter Park?
If you'll be visiting Full Sail University, save yourself the hassle of commuting and book a stay close by. It's one of the best attractions in Winter Park.
Do I need a visa for my Winter Park holiday?
Visa requirements for Winter Park vary depending on your nationality and the purpose of your visit. Remember to check official government websites to determine if you need a visa for your trip. Here you'll also find the most up-to-date information, including details about application procedures and any supporting documentation that may be necessary. Enquire about your visa requirements well ahead of time to ensure a hassle-free travel experience. Finally, check to see that your passport has at least six months validity from your date of return.
What should I wear on my Winter Park holiday?
Though everyone's personal style is different, it can help to have some guidelines for what type of clothes to wear on your holiday in Winter Park. We recommend browsing style blogs before you head off so you can blend in like a local. Be sure to look at the weather forecast so you can pack accordingly. The warmest month in Winter Park is August, with average daytime temperatures of 28ºC. If you're on holiday during the coolest month of January, the mercury averages 15ºC during the day.
What does an Expedia Winter Park holiday include?
With Expedia, you can choose a combination of car hires, hotels and flights to create your perfect Winter Park travel package. Once you've made your booking, simply add on the fun stuff like tours and activities. Remember — the more you bundle, the more cash you'll save! Private holiday homes and apartments are two sought-after property types in Winter Park. No matter your holiday style or group size, you can rely on Expedia for the freedom to customise your next big adventure.
Does Expedia offer Book Now, Pay Later Winter Park holidays?
Good news! We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply click on the payment plan that suits you best during the checkout process and take the stress out of budgeting for your trip. Be sure to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy payment plans. If making bite-sized repayments each month works for you, choose this option during the checkout process.
  • No-deposit holidays: When you spot an unbeatable deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your escape.

Can I choose my airline with a Winter Park Expedia holiday?
Yes, definitely. Expedia has over 400 airline partners to choose from worldwide. With all that choice, finding the ideal carrier to whisk you off to Winter Park will be easy.

* 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.