Search Deals onWinter Park Vacation Packages
Winter Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Alhambra Villas
Save 100% on your flight
per person
Apr 30 - May 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, a business center, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Johnson Island and London Island are located nearby.
Westgate Palace Hotel / Universal / I-Drive
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Wheel at ICON Park™ are located nearby.
Westgate Vacation Villas Resort
per person
Apr 30 - May 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 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 are located nearby.
Westgate Towers Resort
per person
Apr 30 - May 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). 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 are located nearby.
Boardwalk Inn and Suites
per person
Apr 30 - May 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona International Speedway and Daytona Beach Pier are located nearby.
Meliá Orlando Celebration
Save 100% on your flight
per person
Apr 30 - May 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 4-star spa hotel in Celebration. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports and Old Town are located nearby.
CoCo Key Hotel and Water Resort
Save 100% on your flight
per person
Apr 30 - May 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Volcano Bay and The Wheel at ICON Park™ are located nearby.
The Shores Resort & Spa
Save 100% on your flight
per person
May 4 - May 9
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 4-star beach hotel in Daytona Beach Shores. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.
Winter Park Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winter Park Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, May 13 - Tue, May 20
BOS
Logan Intl.
MCO
Orlando Intl.
$65 Roundtrip, found 17 hours ago
$65
Roundtrip
found 17 hours ago
Wed, Jun 4 - Tue, Jun 10
TTN
Mercer
MCO
Orlando Intl.
$68 Roundtrip, found 6 days ago
$68
Roundtrip
found 6 days ago
Wed, Apr 2 - Sat, Apr 5
LGA
LaGuardia
MCO
Orlando Intl.
$77 Roundtrip, found 2 days ago
$77
Roundtrip
found 2 days ago
Fri, Apr 11 - Tue, Apr 15
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$84 Roundtrip, found 5 days ago
$84
Roundtrip
found 5 days ago
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