Winter Park Holidays from £484

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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.
Palazzo Lakeside Hotel
Westgate Palace Hotel / Universal / I-Drive
Westgate Lakes Resort & Spa Universal Studios Area
ette hotel
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

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

Things to do in and around Winter Park

Winter Park, Florida, offers a delightful blend of family-friendly activities and vibrant entertainment. Visitors can enjoy skiing and snowboarding trips, as well as scenic mountain tours and day excursions. The city also boasts charming resorts, educational attractions, and a variety of shopping areas, making it an ideal destination for a memorable holiday experience.

Shopping

In Winter Park, you can enjoy shopping at Winter Park Village, which offers a lively atmosphere with various shops. For a bit more adventure, the Altamonte Mall, located 8.0km away, features a range of entertainment and shopping options. If you're up for a drive, visit nearby shopping centres for more choices.

Recreation

The Kia Center offers a dynamic sports atmosphere, perfect for those seeking an active retreat. Dubsdread Golf Course provides a beautiful outdoor setting for golf enthusiasts, while The Trophy Club of Orlando delivers a premium golfing experience, surrounded by nature's charm.

Adventure

At Boardwalk Bowl Entertainment Center, enjoy a vibrant arcade atmosphere located 11.3km from Winter Park, perfect for families and thrill-seekers alike. Experience the excitement of karting at Lil 500 Go-Karts, situated 4.8km away, or engage in an exhilarating paintball match at Paintball World Sports Complex, also 11.3km from the city.

Nightlife

Winter Park boasts a vibrant nightlife with venues like The Wine Room, perfect for wine enthusiasts, and the lively Hanamizuki, offering sushi and cocktails. For a more relaxed vibe, enjoy live music at the Winter Park Farmers Market, creating a charming evening atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Winter Park

Winter Park, Florida, offers a delightful blend of family-friendly and cultural experiences, perfect for a city-themed getaway. Explore the urban parks, picturesque lakes, and local art museums. Don't miss the Winter Park Visitor Centre for helpful tips, and consider visiting nearby ski resorts for winter sports enthusiasts. With options ranging from outdoor adventures to cultural attractions, Winter Park caters to every traveller's desire for fun and exploration.

  • Orlando Science Center: Located 4.8km from Winter Park, this engaging science museum offers interactive exhibits and hands-on activities, perfect for families. Discover the wonders of science through dynamic displays that inspire curiosity and learning.
  • Lake Eola Park: Just 6.4km away, this urban park is a serene escape from the city buzz. Enjoy scenic walking paths, paddle boating on the lake, and picnicking amidst lush greenery, making it an ideal spot for families and outdoor lovers.
  • Orange Avenue: This vibrant street, 8.0km from Winter Park, is bustling with shops, restaurants, and nightlife. Experience the lively atmosphere and sample local cuisine, making it a great place to soak in the city's energetic vibe.

Best time to go to Winter Park

The best time to visit Winter Park is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.3°F (15.7°C)Light RainMostly SunnySlightly HighAverage
February64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
March67.5°F (19.7°C)Light RainMostly SunnySlightly HighSlightly High
April72.5°F (22.5°C)Light RainMostly SunnyAverageSlightly High
May77.0°F (25.0°C)Light RainMostly SunnySlightly LowAverage
June81.0°F (27.2°C)Light RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Light RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Moderate RainMostly SunnySlightly LowSlightly Low
September80.2°F (26.8°C)Light RainMostly SunnyAverageSlightly Low
October75.0°F (23.9°C)Light RainMostly SunnyAverageAverage
November68.2°F (20.1°C)No RainMostly SunnySlightly LowSlightly Low
December64.0°F (17.8°C)No RainMostly SunnyAverageSlightly High

Tips to save on your trip to Winter Park

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically August to September and November) for more affordable package holidays to Winter Park.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

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 £77 per night from 10 Sept to 11 Sept
£77
10 Sept - 11 Sept
includes taxes & fees
8.2/10 Very Good! (6,545 reviews)
"Very convenient for Universal across the street. Extra parking fees unexpected, but convenient."

Reviewed on 21 Aug 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 £73 per night from 11 Sept to 12 Sept
£73
11 Sept - 12 Sept
includes taxes & fees
8.8/10 Excellent! (2,894 reviews)
"Great great place"

Reviewed on 19 Aug 2025

Marriott's Grande Vista
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is £61 per night from 28 Aug to 29 Aug
£61
28 Aug - 29 Aug
includes taxes & fees
8.4/10 Very Good! (4,818 reviews)
"Well run, great staff. Very good prices."

Reviewed on 19 Aug 2025

Rosen Inn at Pointe Orlando
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.

Popular places to visit

What to do 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.