Search Deals onUptown Vacation Packages
Uptown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Palazzo Lakeside Hotel
Price was $688, price is now $233 per person
$233
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Residence Inn by Marriott Daytona Beach Oceanfront
Price was $1,423, price is now $542 per person
$542
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this business-friendly hotel in Daytona Beach Shores. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Beach at Daytona Beach and Daytona Beach Boardwalk are located nearby.

The Shores Resort & Spa
Price was $994, price is now $424 per person
$424
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this 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.

Westgate Lakes Resort & Spa Universal Studios Area
Price was $724, price is now $312 per person
$312
per person
Jan 30 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Florida Hotel & Conference Center in the Florida Mall
Price was $739, price is now $323 per person
$323
per person
Jan 26 - Jan 30
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Orlando International Premium Outlets are located nearby.

Westgate Town Center Resort
Price was $657, price is now $289 per person
$289
per person
Jan 30 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this 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 ESPN Wide World of Sports Complex are located nearby.

Westgate Blue Tree Resort in Lake Buena Vista
Price was $950, price is now $422 per person
$422
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free parking, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.

Westgate Cocoa Beach Resort
Price was $1,594, price is now $717 per person
$717
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this beach condo in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach Pier and Cocoa Beach are located nearby.
3-4 Night Vacations in Uptown
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Uptown
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Uptown

Villa 1565
137 San Marco Ave St. Augustine FL
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
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 Hotel St. Augustine Historic District
116 San Marco Ave St. Augustine FL
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Save an average of 15% on thousands of hotels when you're signed in

Hilton Garden Inn St. Augustine Historic District
1600 N Ponce De Leon Blvd St. Augustine FL
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 ...

Days Inn by Wyndham St Augustine/Historic Downtown
1300 N Ponce De Leon Blvd St. Augustine FL
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
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 ...

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

Economy Inn
94 San Marco Avenue St. Augustine FL
Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Jan 12 - Sat, Jan 17
BOS
Logan Intl.
MCO
Orlando Intl.
$64 Roundtrip, found 1 day ago
$64
Roundtrip
found 1 day ago

Tue, Jan 20 - Tue, Feb 3
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago

Tue, Jan 13 - Fri, Jan 16
TTN
Mercer
MCO
Orlando Intl.
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago

Tue, Jan 27 - Wed, Feb 4
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$68 Roundtrip, found 15 hours ago
$68
Roundtrip
found 15 hours ago
Discover Other Travel Deals
- Ponce de Leon's Fountain of Youth Archaeological Park Vacations
- Old Jail Museum Vacations
- Mission of Nombre de Dios Vacations
- St Augustine Antique Emporium Vacations
- Limelight Theatre Vacations
- Florida Heritage Museum Vacations
- St. Augustine Beach Vacations
- St. George Street Vacations
- World Golf Village Vacations
- Castillo de San Marcos National Monument Vacations
- Anastasia State Park Vacations
- Flagler College Vacations
