
Uptown Vacation Packages for 2025
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.

Palazzo Lakeside Hotel
Save 100% on your flight
per person
Oct 2 - Oct 6
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.

Westgate Palace Hotel / Universal / I-Drive
International Drive District
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Seasons Florida Resort
Save 100% on your flight
per person
Oct 2 - Oct 6
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.

CoCo Key Hotel and Water Resort
International Drive District
Save 100% on your flight
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Millenia
Save 100% on your flight
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3-star hotel in Orlando. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.
Top Hotel Deals

DoubleTree by Hilton Hotel St. Augustine Historic District
116 San Marco Ave, St. Augustine, FL
0.09 km from Uptown
Stay at this 4-star business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...

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 ...

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. ...

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
0.55 km from Uptown
Stay at this 4-star 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
0.52 km from Uptown
Stay at this 3-star hotel in St. Augustine. Enjoy breakfast (surcharge), parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and ...

Spark by Hilton St. Augustine Historic District
42 San Marco Ave, St. Augustine, FL
0.43 km from Uptown
Stay at this 3-star hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a sauna. Our guests praise the clean rooms in our reviews. Popular attractions ...

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. ...

Southern Oaks Inn
2800 N. Ponce de Leon Blvd, St. Augustine, FL
1.59 km from Uptown
Stay at this 3-star business-friendly motel in St. Augustine. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the ...

Hyatt Place St. Augustine/Vilano Beach
117 Vilano Road, St. Augustine, FL
2.64 km from Uptown
Stay at this 3-star hotel in St. Augustine. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Our guests praise the breakfast and the helpful staff in our ...

Homewood Suites by Hilton St. Augustine San Sebastian
10 PRAWN STREET, St. Augustine, FL
1.74 km from Uptown
Stay at this 3-star business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and ...

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 ...

Courtyard by Marriott St. Augustine Beach
605 A1A Beach Boulevard, St. Augustine, FL
7.85 km from Uptown
Stay at this 3-star business-friendly hotel in St. Augustine. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
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.

Sat, Sep 13 - Sat, Sep 27
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$82 Roundtrip, found 6 days ago
$82
Roundtrip
found 6 days ago

Fri, Sep 5 - Sun, Sep 7
LGA
LaGuardia
MCO
Orlando Intl.
$100 Roundtrip, found 3 days ago
$100
Roundtrip
found 3 days ago

Fri, Sep 5 - Sun, Sep 7
SWF
Stewart Intl.
MCO
Orlando Intl.
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago

Wed, Oct 8 - Tue, Oct 21
EWR
Newark Liberty Intl. Airport
JAX
Jacksonville Intl.
$137 Roundtrip, found 13 hours ago
$137
Roundtrip
found 13 hours ago

Tue, Aug 26 - Sat, Sep 6
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$142 Roundtrip, found 6 hours ago
$142
Roundtrip
found 6 hours ago
Best points of interest in St. Augustine
- Ponce de Leon's Fountain of Youth Archaeological Park Vacations
- Old Jail Museum Vacations
- Mission of Nombre de Dios Vacations
- Limelight Theatre Vacations
- St Augustine Antique Emporium Vacations
- Florida Heritage Museum Vacations
- St. Augustine Beach Vacations
- St. George Street Vacations
- World Golf Village Vacations
- Flagler College Vacations
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