Oakland Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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Oakland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Save 100% on your flight
Price was $440, price is now $230 per person
$230
per person
Feb 19 - Feb 23
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.
Florida Hotel & Conference Center in the Florida Mall
Price was $814, price is now $363 per person
$363
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Price was $1,392, price is now $698 per person
$698
per person
Feb 19 - Feb 23
found 1 day 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.
The Delaney Hotel
South Orange
Price was $990, price is now $502 per person
$502
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Florida Mall are located nearby.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was $864, price is now $482 per person
$482
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Orlando (MCO)
Book a stay at this 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 Islands of Adventure and Universal Orlando Resort are located nearby.
Summerville Vacation Homes by Columbia Management
Save 100% on your flight
Price was $996, price is now $563 per person
$563
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the property condition in our reviews. Popular attractions ESPN Wide World of Sports Complex and Disney's Animal Kingdom® Theme Park are located nearby.
Top Hotel Deals
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive Orlando FL
22.77 km from Oakland
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
18.52 km from Oakland
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 ...
Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
19.17 km from Oakland
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our ...
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
20.71 km from Oakland
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 ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
19.18 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
24.26 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
Avanti International Resort
8738 International Dr Orlando FL
20.38 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the helpful ...
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
21.72 km from Oakland
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 Villages Resort Villas, I-Drive/Orlando
12401 International Dr Orlando FL
24.06 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
22.91 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Walt Disney World Swan
1200 Epcot Resort Blvd Lake Buena Vista FL
22.43 km from Oakland
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 ...
Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave Winter Garden FL
19.25 km from Oakland
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
19.76 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
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.
Mon, Jan 19 - Thu, Jan 29
TTN
Mercer
MCO
Orlando Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Mon, Feb 9 - Wed, Feb 11
BOS
Logan Intl.
MCO
Orlando Intl.
$70 Roundtrip, found 1 day ago
$70
Roundtrip
found 1 day ago
Mon, Jan 12 - Fri, Jan 30
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$95 Roundtrip, found 6 days ago
$95
Roundtrip
found 6 days ago
Sun, Jan 18 - Tue, Jan 20
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Wed, Dec 31 - Thu, Jan 8
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago