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A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.

Winter Park
Orlando
Florida
United States of America
North America
Hotwire.com

Winter Park Flight + Hotel Packages

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

Westgate Vacation Villas Resort

4 out of 5

Save 100% on your flight

Price was $316, price is now $142 per person

$142

per person

Dec 13 - Dec 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Beautiful sight and friendly staff

Reviewed on Oct 14, 2026

Seasons Florida Resort

2 out of 5

Price was $371, price is now $152 per person

$152

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Great ac

Reviewed on Oct 16, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5

Price was $2,237, price is now $1,028 per person

$1,028

per person

Dec 19 - Dec 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

This place was fantastic to stay at. We had a two bedroom cottage, the facilities were fantastic. All bedrooms ensuite, TVs in every room. Full kitchen and living room. Hot tub. Great pool nearby and sunset walk is five minutes walk away. They had live music in most nights and there is a lot of different food and drink places there.

Reviewed on Oct 15, 2026

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5

Save 100% on your flight

Price was $1,218, price is now $589 per person

$589

per person

Dec 19 - Dec 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay are located nearby.

Front desk was excellent, really friendly and helpful. Everyone wa truly helpful and definitely friendly and polite.

Reviewed on Oct 16, 2026

Disney's Animal Kingdom Lodge

4.5 out of 5

Price was $1,833, price is now $913 per person

$913

per person

Dec 13 - Dec 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this luxury hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

The Animal Kingdom Lodge is just beautiful. We had a room with a view of the animals which we loved. The restaurants were excellent and the entire staff was very friendly and helpful.

Reviewed on Oct 9, 2026

The Delaney Hotel

3.5 out of 5

Price was $1,404, price is now $705 per person

$705

per person

Dec 19 - Dec 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.

Nice property, clean hotel! Sometimes loud, with the ambulances and helicopters going to the hospital, directly across the street. Beds are soft, so not very comfortable, wish they were more firm. Overall, nice stay though!

Reviewed on Oct 15, 2026

Westgate Towers Resort

3.5 out of 5

Save 100% on your flight

Price was $1,042, price is now $525 per person

$525

per person

Dec 19 - Dec 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

I felt like a VIP here. The price was incredible. The room was clean and cool. The staff was very friendly. Super easy drive to and from Magic Kingdom. Highly recommend.

Reviewed on Oct 12, 2026

Westgate Cocoa Beach Resort

4 out of 5

Price was $2,280, price is now $1,167 per person

$1,167

per person

Jan 2 - Jan 9

found 24 hours ago

Roundtrip flight included

Indianapolis (IND) to Orlando (MCO)

Book a stay at this family-friendly aparthotel in Cocoa Beach. Enjoy free parking, free water park access, and a lazy river. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.