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Winter Park Vacation Packages

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Lake Virginia featuring a park and a house

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 Town Center Resort

4 out of 5

Save 100% on your flight

Price was $519, price is now $251 per person

$251

per person

Feb 16 - Feb 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 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.

Palazzo Lakeside Hotel

3 out of 5

Price was $1,475, price is now $297 per person

$297

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Westgate Towers Resort

3.5 out of 5

Price was $1,062, price is now $409 per person

$409

per person

Feb 28 - Mar 3

found 2 hours ago

Roundtrip flight included

Boston (BOS) 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.

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5

Price was $1,474, price is now $601 per person

$601

per person

Jan 27 - Feb 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this business-friendly hotel in Daytona Beach Shores. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Beach at Daytona Beach and Daytona Beach Boardwalk are located nearby.

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5

Save 100% on your flight

Price was $679, price is now $300 per person

$300

per person

Mar 9 - Mar 13

found 8 hours 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 Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

I-Drive Hotel at Universal

2.5 out of 5

Price was $1,097, price is now $515 per person

$515

per person

Feb 12 - Feb 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, a 24-hour front desk, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Seasons Florida Resort

2 out of 5

Price was $619, price is now $292 per person

$292

per person

Feb 28 - Mar 7

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.

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5

Price was $1,782, price is now $890 per person

$890

per person

Feb 28 - Mar 7

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.