Downtown Winter Garden Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Downtown Winter Garden Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $675, price is now $318 per person
$318
per person
May 2 - May 7
found 20 hours ago
Roundtrip flight included
Baltimore (BWI) 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.
Palazzo Lakeside Hotel
Price was $1,356, price is now $388 per person
$388
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Seasons Florida Resort
Save 100% on your flight
Price was $689, price is now $402 per person
$402
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 by Vstays with H2O Waterpark
Save 100% on your flight
Price was $1,994, price is now $1,193 per person
$1,193
per person
May 7 - May 13
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) 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.
WorldQuest Orlando Resort
Save 100% on your flight
Price was $873, price is now $568 per person
$568
per person
May 2 - May 7
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Bryan’s Spanish Cove
Save 100% on your flight
Price was $780, price is now $515 per person
$515
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Old Town are located nearby.
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See all available trips from Columbus to Downtown Winter Garden
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The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
23.5 km from Downtown Winter Garden
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
23.33 km from Downtown Winter Garden
Book a stay at this family-friendly condo in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
18.38 km from Downtown Winter Garden
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
25.66 km from Downtown Winter Garden
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
15.64 km from Downtown Winter Garden
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
18.68 km from Downtown Winter Garden
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 ...
Vacation Village Orlando, Celebration
2975 Arabian Nights Blvd Kissimmee FL
26.08 km from Downtown Winter Garden
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
22.81 km from Downtown Winter Garden
Book a stay at this spa condo in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
Holiday Inn Resort Orlando Suites - Waterpark by IHG
18000 International Dr S. Orlando FL
24.56 km from Downtown Winter Garden
Book a stay at this family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
Coco Key Hotel & Water Park Resort
7400 International Dr Orlando FL
16.67 km from Downtown Winter Garden
Book a stay at this family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 4 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff ...
Drury Plaza Hotel Orlando - Disney Springs Area
2000 Hotel Plaza Boulevard Lake Buena Vista FL
22.13 km from Downtown Winter Garden
Book a stay at this business-friendly hotel in Lake Buena Vista. Enjoy free breakfast, free WiFi, and 3 restaurants. Our guests praise the breakfast and the ...
Walt Disney World Swan
1200 Epcot Resort Blvd Lake Buena Vista FL
22.4 km from Downtown Winter Garden
Book a stay at this beach resort in Lake Buena Vista. Enjoy free WiFi, a private beach, and 3 hot tubs. Our guests praise the pool and the helpful staff in our ...
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
6323 International Dr Orlando FL
16.43 km from Downtown Winter Garden
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our reviews. ...
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See all available properties in Downtown Winter Garden
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Apr 25 - Thu, Apr 30
TTN
Mercer
MCO
Orlando Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Tue, Apr 14 - Tue, Apr 21
LGA
LaGuardia
MCO
Orlando Intl.
$157 Roundtrip, found 16 hours ago
$157
Roundtrip
found 16 hours ago
Wed, May 20 - Tue, Jun 2
LGA
LaGuardia
MCO
Orlando Intl.
$157 Roundtrip, found 7 hours ago
$157
Roundtrip
found 7 hours ago
Mon, May 4 - Wed, May 13
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$162 Roundtrip, found 12 hours ago
$162
Roundtrip
found 12 hours ago
Tue, Jun 16 - Tue, Jun 23
LGA
LaGuardia
MCO
Orlando Intl.
$167 Roundtrip, found 20 hours ago
$167
Roundtrip
found 20 hours ago