Hotels in Oakland

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Filter by

Guest rating
Guest rating
Star rating

Top 10 Hotels in Oakland

The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1007)
"great restaurant and even better rooms!"
The Delaney Hotel
Lakeside Inn
Outdoor pool, pool loungers

Lakeside Inn

3.0 star property
8.8 out of 10, Excellent, (1197)
"Historic Inn was charming. "
Lakeside Inn
The Eo Inn - Downtown
Front of property

The Eo Inn - Downtown

3.0 star property
8.0 out of 10, Very good, (1002)
"The room was perfect for what I needed and I felt incredibly safe in my room and with the staff!"
The price is S$123
includes taxes & fees
7 Oct - 8 Oct
The Eo Inn - Downtown
The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8587)
"Great place to stay!!!"
The price is S$303
includes taxes & fees
7 Oct - 8 Oct
The Grove Resort & Water Park Orlando
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Front of property – evening/night

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2777)
"Great property to stay with family while visiting the parks"
The price is S$110
includes taxes & fees
26 Oct - 27 Oct
SPOT X Hotel Orlando/Intl Dr by The Red Collection
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6719)
"Very close to universal would stay again"
The price is S$129
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
8.4 out of 10, Very good, (967)
"Clean rooms and everything was nice. Good breakfast as well. "
The price is S$117
includes taxes & fees
5 Nov - 6 Nov
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Kompose Boutique Resort at Theme Parks
1 bedroom, premium bedding, minibar, in-room safe

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1465)
"Great resort ,highly recommend!!!"
The price is S$101
includes taxes & fees
9 Oct - 10 Oct
Kompose Boutique Resort at Theme Parks
Westgate Lakes Resort & Spa Universal Studios Area
7 outdoor pools, pool cabanas (surcharge), pool umbrellas

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.2 out of 10, Very good, (5369)
"Would stay again great for families such a nice place "
The price is S$179
includes taxes & fees
12 Oct - 13 Oct
Westgate Lakes Resort & Spa Universal Studios Area
Hyatt Regency Orlando
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hyatt Regency Orlando

4.5 star property
9.2 out of 10, Wonderful, (1749)
"Great place to stay "
The price is S$267
includes taxes & fees
12 Oct - 13 Oct
Hyatt Regency Orlando
Hyatt Regency Grand Cypress
3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2254)
"Great stay!"
The price is S$306
includes taxes & fees
17 Oct - 18 Oct
Hyatt Regency Grand Cypress
Rosen Inn International
Front of property – evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5828)
"Clean and pretty room, great location, front desk staff was very sweet. "
The price is S$116
includes taxes & fees
2 Nov - 3 Nov
Rosen Inn International
Avanti International Resort
View from property

Avanti International Resort

4.0 star property
7.8 out of 10, Good, (4145)
"Great pool area especially for children. Excellent location to explore International Drive, as its really close to restaurants, icon park etc. "
Avanti International Resort
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5457)
"We have stayed here several times, nice place friendly staff."
The price is S$100
includes taxes & fees
7 Oct - 8 Oct
Rosen Inn Lake Buena Vista
Candlewood Suites Orlando - Lake Buena Vista by IHG
1 bedroom, premium bedding, desk, laptop workspace

Candlewood Suites Orlando - Lake Buena Vista by IHG

2.5 star property
9.0 out of 10, Wonderful, (2133)
"Excellent stay"
The price is S$116
includes taxes & fees
26 Oct - 27 Oct
Candlewood Suites Orlando - Lake Buena Vista by IHG
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (4048)
"Loved everything as always a wonderful stay !!!! "
The price is S$134
includes taxes & fees
30 Oct - 31 Oct
Rosen Shingle Creek
Wyndham Garden Orlando Airport
Outdoor pool, pool loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3844)
"Great stay!"
The price is S$122
includes taxes & fees
7 Oct - 8 Oct
Wyndham Garden Orlando Airport
Caribe Royale Orlando
Sports court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4432)
"Great place to stay"
The price is S$315
includes taxes & fees
11 Oct - 12 Oct
Caribe Royale Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld
Exterior

DoubleTree by Hilton Hotel Orlando at SeaWorld

4.0 star property
7.4 out of 10, Good, (6160)
"Great staff and a nice place to stay "
The price is S$146
includes taxes & fees
12 Oct - 13 Oct
DoubleTree by Hilton Hotel Orlando at SeaWorld
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Exterior

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.0 out of 10, Good, (4247)
"Perfect for families. The water park inside the hotel was amazing! "
The price is S$184
includes taxes & fees
7 Oct - 8 Oct
Holiday Inn Resort Orlando Suites - Waterpark by IHG
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.
View all properties

Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.

Vista del Lago

While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.

Downtown Winter Garden

If you're spending some time in Downtown Winter Garden, West Orange Trail and Central Florida Railroad Museum are top sights worth seeing.

Killarney

Killarney might not have many top sights, but Bella Collina Golf Club and West Orange Trail are two attractions nearby that you can check out.

Top Oakland Hotel Reviews

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"Clean room"
Natalie 1-night trip
Posted 3 days ago
Wyndham I-Drive Avanti Resort & Conference Center

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Oakland?

Travellers will be sure to enjoy their time in Winter Garden's Oakland neighbourhood. Consider a visit to Oakland Nature Preserve as part of your Oakland travel plans.

How many hotels can I expect to find in Oakland?

When you want to put your feet up after a day of exploring the sights in Winter Garden, you can choose from 12 Expedia hotels and other accommodation options in Oakland.

If I need to cancel my hotel reservation in Oakland, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to review the best options available in Oakland.

What is there to do in this Winter Garden neighbourhood?

Oakland Nature Preserve is an attraction you might want to check out while you're in Oakland. While you're out sightseeing in Winter Garden, make sure that you visit other sights such as Plant Street Market or Garden Theatre.