Winter Park Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AED 148 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Winter Park Vacation Packages

Winter Park Hotel Deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
The price is AED 482 per night from Mar 2 to Mar 3
AED 482
AED 542 total
2 Mar - 3 Mar
includes taxes & fees
9.2/10 Wonderful! (4,517 reviews)
The room was clean and comfortable and they tried to accommodate our requests to the best of their ability. No late check out, even with an early request which is hard when you have late flights. Have stayed here multiple times and have never had them say yes. Other than that it’s a lovely place ...

Reviewed on 5 February 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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 AED 915 per night from Feb 23 to Feb 24
AED 915
AED 1,029 total
23 Feb - 24 Feb
includes taxes & fees
9.4/10 Exceptional! (3,987 reviews)
Clean, great customer service, good restaurant and easy location in airport

Reviewed on 8 February 2026

Hyatt Regency Orlando International Airport
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is AED 500 per night from Mar 10 to Mar 11
AED 500
AED 562 total
10 Mar - 11 Mar
includes taxes & fees
8.8/10 Excellent! (6,285 reviews)
Room was ok. Everything you need is there

Reviewed on 7 February 2026

Universal's Cabana Bay Beach Resort
See all 14,811 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.

Discover the most popular places to visit in Winter Park

Universal Studios Florida™

Universal Studios Florida

Enjoy the excitement at Universal Studios Florida and find out why this is a popular theme park in Orlando. Experience the acclaimed theater scene and entertainment choices in this family-friendly area.

Universal Studios Florida
Disney Springs® showing a river or creek, a bridge and a sunset

Disney Springs™

You can search for that perfect souvenir when you visit Disney Springs™, a favorite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.

Disney Springs™
Orange County Convention Center showing modern architecture and theater scenes

Orange County Convention Center

During your trip, find out what's happening at Orange County Convention Center, a top convention center in Orlando. Discover the entertainment choices in this family-friendly area, or seek out the golf courses.

Orange County Convention Center

Frequently asked questions

How do I find cheap flights to Winter Park that have flexible change policies?
It's quick and easy with Expedia. Firstly, enter your preferred travel dates and click the "Search" button. Step 2: Check "No change fee" directly under the "Flexible change policies" heading to the left of the screen. Step 3. Reserve a cheap and flexible ticket to Winter Park.
Which airlines fly to Winter Park?
Lock in the aisle seat or window seat and travel to or near Winter Park with either of these leading carriers:

  • Spirit Airlines - 1,929 flights to or near Winter Park each month, including 1,929 flights to Orlando Intl. Airport (MCO) per month.
  • American Airlines - 1,538 flights to or near Winter Park each month, including 1,538 flights to Orlando Intl. Airport (MCO) per month.

How can I find cheap tickets to Winter Park?
You'll always walk away with an epic deal with Expedia, but our "flexible dates" feature makes it that much easier. Enter your preferred travel date, then check the flexible dates box above to see the cheapest prices for nearby days. was the best price for a flight to Winter Park in the last seven days.
How much is a flight to Winter Park?
The cost of a round-trip airfare to Winter Park in the last seven days fluctuated between and . If you were flying one way out of (), you could have picked up a cheap seat from only .
What are the most popular airports to fly into in Winter Park?
Orlando Intl. Airport (MCO) is the main point of entry for those eager to explore Winter Park. Around 12,539 monthly flights touch down at this airport.
When is the cheapest time to fly to Winter Park?
Fly out on a Tuesday to raise your chances of getting the cheapest airfare to Winter Park. Mondays are usually the second most affordable day to take off. Saturday is normally the priciest day to fly anywhere.
How much is a plane ticket to Winter Park?
Fares ranged from to in the last seven days. When you're ready to book, we're here to help you find a great deal to Winter Park.
What months are the cheapest to book a flight to Winter Park?
February is the most affordable month to reserve a seat for your Winter Park break. Fares cost the most over the month of December, so steer clear of this time if you can.
How long is a flight to Winter Park?
It could be an hour or longer — it mainly depends on which part of the country you're traveling from. The average flight times for these popular domestic routes to Winter Park will give you a clearer picture of what you can expect:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 1 hour and 32 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to Orlando Intl. Airport (MCO) - 2 hours and 27 minutes