Oakland Vacation Packages 2026 from $484

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Your Oakland Vacation

Experience all the wonderful things this neighborhood has to offer with a tailor-made Oakland vacation package. However you see yourself spending your time here, you'll find countless opportunities for fun, adventure and relaxation. When it's time to get out and explore, you'll find a lot of big-name attractions nearby including West Orange Trail, Resurrection Catholic Church and Oakland Nature Preserve. Visit one or all during your trip to Oakland. No matter what your ideal Oakland vacation looks like, you can make it a reality with Expedia.

The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District

Save 100% on your flight

$484

per person

Oct 13 - Oct 17

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

7.8/10 Good! (580 reviews)

Room stinks To much hassle to clean your room

Reviewed on Sep 6, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$766

per person

Nov 13 - Nov 18

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9.2/10 Wonderful! (1,002 reviews)

Florida Hotel & Conference Center in the Florida Mall

Save 100% on your flight

$684

per person

Nov 18 - Nov 25

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9.2/10 Wonderful! (1,386 reviews)

Clean room. Helpful, knowledgeable and courteous staff. Starbucks was open. Many shops, stores and restaurants nearby. Great Asian takeout located in the Florida Mall. Ample parking.

Reviewed on Sep 5, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$498

per person

Nov 26 - Dec 2

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.4/10 Very Good! (7,020 reviews)

El hotel estaba espectacular, lo único que no me gustó es que pedí que me cambiaran las toallas y no lo hicieron y tienen desayuno pero no para los huéspedes, el desayuno es solo para los inversionistas que no se porque es así si yo estoy hospedada porque no tengo el derecho de adquirirlo, no lo quiero gratis solo que den la opción de pagarlo más que uno va con niños y lo único que tienen es un Starkucks

Reviewed on Sep 8, 2026

The Delaney Hotel

South Orange

$1,026

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9.6/10 Exceptional! (1,202 reviews)

Excellent hotel, with modern and spacious rooms and great location. The restaurant seemed great, however you need a reservation to get in for diner since the staff at the hospital usually eats there. The only inconvenience is the noise from the ambulances acteoss the street, so make sure to ask for a room facing the opposite street.

Reviewed on Sep 8, 2026

Oakland Hotel Deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL

Fully refundableReserve now, pay when you stay

$123 nightly

$139 total

Sep 29 - Sep 30

Total with taxes and fees

Rosen Inn Lake Buena Vista

8442 Palm Parkway Orlando FL

Fully refundableReserve now, pay when you stay

$61 nightly

$69 total

Sep 24 - Sep 25

Total with taxes and fees

8.6/10 Excellent! (6,041 reviews)

"Ok"

Reviewed on Sep 8, 2026

Walt Disney World Dolphin

1500 Epcot Resort Blvd Lake Buena Vista FL

Fully refundableReserve now, pay when you stay

$238 nightly

$268 total

Sep 23 - Sep 24

Total with taxes and fees

9/10 Wonderful! (4,645 reviews)

"Perfect location. Staff were amazing. Food was excellent"

Reviewed on Sep 8, 2026

See all 40,414 properties in Oakland

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.