Search Deals onWinter Garden Vacation Packages
Winter Garden Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
CoCo Key Hotel and Water Resort
Save 100% on your flight
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 4 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye at ICON Park are located nearby.
Westgate Palace Hotel / Universal / I-Drive
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Orlando Eye at ICON Park are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 The Orlando Eye at ICON Park and Aquatica are located nearby.
Comfort Inn & Suites Kissimmee by the Parks
Save 100% on your flight
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Westgate Town Center Resort
Save 100% on your flight
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 Disney's Hollywood Studios® are located nearby.
Lifetime of Vacations Resort
Save 100% on your flight
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star condo in Kissimmee. Enjoy a fitness center, a business center, and a garden. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Embassy Suites by Hilton Orlando Lake Buena Vista South
Save 100% on your flight
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star business-friendly hotel in Kissimmee. Enjoy free breakfast, 2 restaurants, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Winter Garden Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winter Garden 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.
Wed, Sep 3 - Wed, Sep 10
LGA
LaGuardia
MCO
Orlando Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Wed, Sep 10 - Wed, Sep 10
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Tue, Sep 9 - Tue, Sep 16
ORD
O'Hare Intl.
MCO
Orlando Intl.
$88 Roundtrip, found 16 hours ago
$88
Roundtrip
found 16 hours ago
Sat, Aug 23 - Thu, Aug 28
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$90 Roundtrip, found 19 hours ago
$90
Roundtrip
found 19 hours ago
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