Winter Park Vacation Packages from $243

Flight and hotel packages to Winter Park

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

Palazzo Lakeside Hotel

Save 100% on your flight

per person

Jul 26 - Jul 28

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Westgate Palace Hotel / Universal / I-Drive

Florida Center

Save 100% on your flight

per person

Aug 4 - Aug 8

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Westgate Blue Tree Resort in Lake Buena Vista

Save 100% on your flight

per person

Jun 18 - Jun 24

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the spa tub and perks like free self parking.

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

per person

Jun 19 - Jun 22

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and get free valet parking.

The Grove Resort & Water Park Orlando

Save 100% on your flight

per person

Jun 11 - Jun 14

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

Free water park access, 3 restaurants, and 3 outdoor pools are all featured at this resort. Bring the family and enjoy the lazy river, children's club, and mini golf. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi.

Top Winter Park hotel deals

DoubleTree by Hilton Hotel Orlando at SeaWorld

10100 International Drive, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$76

per night

May 27 - May 28

This smoke-free hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas.

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$100

per night

May 27 - May 28

This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

14500 Continental Gateway, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$80

per night

May 13 - May 14

A water park, 2 outdoor pools, and 2 spa tubs are all featured at this smoke-free hotel. There's fun for all ages with mini golf and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi.

Universal's Endless Summer Resort - Dockside Inn and Suites

7125 Universal Boulevard, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$141

per night

May 14 - May 15

This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.

Universal's Cabana Bay Beach Resort

6550 Adventure Way, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$196

per night

May 12 - May 13

This smoke-free hotel features 2 restaurants, 2 outdoor pools, and 2 spa tubs. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a theme park shuttle.

Avanti International Resort

8738 International Dr, Orlando, FL

Free Cancellation

Reserve now, pay when you stay

$76

per night

May 19 - May 20

This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and arcade/game room. Enjoy the gym and perks like free WiFi.

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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 in Winter Park

Walt Disney World® Resort

4.5/5(2,427 reviews)

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Universal Studios Florida

4.5/5(9,273 reviews)

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

Universal Orlando Resort

4.5/5(4,155 reviews)

Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.

Photos of local treasures

Casa Feliz Historic Home Museum featuring a park and a house

Frequently asked questions

How much are vacation packages to Winter Park?

Your vacation dreams can be realized in Winter Park from as little as $243. Package deals include flights and hotels, and they’ll make your booking a cinch. The only thing you’ll have to concentrate on is getting out there and having a great time.

How long should my Winter Park vacation be?

Your Winter Park break can be as long or as short as you want, but most people stay about 2 nights. Can’t wait to veer off the beaten path and discover some hidden treasures? Book a couple of extra nights and see another side of this place.

Where can I get the best vacation package deals for Winter Park?

Head straight to Travelocity. With access to 400 airlines and at least 1,000,000 properties across the globe, creating the perfect Winter Park package deal couldn’t be simpler.

Why should I purchase my Winter Park vacation package via Travelocity?

Whether you’re planning an epic vacation or a last-minute escape, we have plenty of amazing destinations to choose from at a fantastic price. On top of that, we offer round-the-clock support, excellent service and a Price Match Guarantee. Save yourself money and time and lock in your dream vacation now.

Will I save money on my Winter Park car rental if I bundle it with a hotel or flight?

Sure can — combine your car, hotel and flight into a Winter Park vacation package and you can save a tidy sum. With so much to see in and around Winter Park, that set of wheels will more than come in handy. Once you’ve settled into the driver’s seat, put the stereo on and head toward Daytona International Speedway, a must-see attraction about 45 mi from Winter Park.

What is the best time of year to go to Winter Park?

Vacationing during the least busy months, January, April and December, has its advantages — think more affordable flights and hotels and less rubbing shoulders with throngs of tourists. But there’s a real charm to the destination in the busiest season. More events will be planned and more attractions will be open in March, July and August. If you want to stretch your budget, generally has the most affordable hotel prices. You’ll pay more for a bed in .

Which airport is best for Winter Park?

Many people choose to fly into Orlando Intl. Airport (MCO), 12 mi south of downtown Winter Park. Others prefer Orlando Melbourne Intl. Airport (MLB) (55 mi away from central Winter Park) or Orlando Sanford Intl. Airport (SFB) (13 mi away from central Winter Park).

What is there to do in Winter Park?

Winter Park has plenty of sights to explore, such as Full Sail University and Rollins College. These two popular attractions top most people’s must-see lists.

Where should I stay when visiting Winter Park?

If you’re after a place to base yourself, have a look at the Hilton Garden Inn Winter Park. It’s the top pick for many visitors.