Uptown Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Uptown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Save 100% on your flight
Price was $587, price is now $337 per person
$337
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop 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 $1,899, price is now $1,152 per person
$1,152
per person
May 24 - May 30
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Bryan’s Spanish Cove
Save 100% on your flight
Price was $774, price is now $509 per person
$509
per person
May 24 - May 30
found 1 hour 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.
Palazzo Lakeside Hotel
Price was $572, price is now $382 per person
$382
per person
May 24 - May 30
found 8 hours 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.
Parkway International Resort
Save 100% on your flight
Price was $735, price is now $518 per person
$518
per person
May 24 - May 30
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex are located nearby.
Top Hotel Deals
Villa 1565
137 San Marco Ave St. Augustine FL
0.21 km from Uptown
Stay at this hotel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hampton Inn St. Augustine Downtown Historic District
1302 N Ponce De Leon Blvd St. Augustine FL
0.39 km from Uptown
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
DoubleTree by Hilton St. Augustine Historic District
116 San Marco Ave St. Augustine FL
0.12 km from Uptown
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Days Inn by Wyndham St Augustine/Historic Downtown
1300 N Ponce De Leon Blvd St. Augustine FL
0.37 km from Uptown
Stay at this hotel in St. Augustine. Enjoy free WiFi, a free area shuttle, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Renaissance St. Augustine Historic Downtown Hotel
6 W Castillo Dr St. Augustine FL
0.56 km from Uptown
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
Hilton Garden Inn St. Augustine Historic District
1600 N Ponce De Leon Blvd St. Augustine FL
0.51 km from Uptown
Stay at this hotel in St. Augustine. Enjoy breakfast (surcharge), parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the ...
Guy Harvey Resort on St Augustine Beach
860 A1A Beach Blvd St. Augustine FL
8.92 km from Uptown
Book a stay at this beach hotel in St. Augustine. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Best Western Seaside Inn
541 A1A Beach Boulevard St. Augustine FL
7.67 km from Uptown
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the ...
The Smart Stay Inn
2365 FL-16 St. Augustine FL
9.09 km from Uptown
Book a stay at this business-friendly motel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Hyatt Place St. Augustine/Vilano Beach
117 Vilano Road St. Augustine FL
2.64 km from Uptown
Stay at this hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a free beach shuttle. Our guests praise the breakfast and the helpful staff in our ...
AC Hotel St. Augustine Downtown
90 Riberia Street St. Augustine FL
1.59 km from Uptown
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions St. George ...
The Ponce St. Augustine Hotel
1111 N. Ponce De Leon Blvd St. Augustine FL
0.41 km from Uptown
Stay at this hotel in St. Augustine. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. ...
The Flagler Inn
2700 N Ponce de Leon Blvd St. Augustine FL
1.54 km from Uptown
Book a stay at this family-friendly hotel in St. Augustine. Enjoy free parking, a 24-hour front desk, and a 24-hour business center. Our guests praise the breakfast ...
Lowest 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.
Tue, Apr 21 - Tue, Apr 28
LGA
LaGuardia
MCO
Orlando Intl.
$86 Roundtrip, found 5 days ago
$86
Roundtrip
found 5 days ago
Thu, May 28 - Sun, May 31
SWF
Stewart Intl.
MCO
Orlando Intl.
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Fri, May 15 - Sat, May 16
SJU
Luis Munoz Marin Intl.
MCO
Orlando Intl.
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Tue, Apr 14 - Tue, Apr 21
BOS
Logan Intl.
JAX
Jacksonville Intl.
$187 Roundtrip, found 1 hour ago
$187
Roundtrip
found 1 hour ago
Tue, May 19 - Tue, Jun 2
BOS
Logan Intl.
DAB
Daytona Beach Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago