Oakland Hotels near Winter Garden

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Top Trending Hotels Near Oakland, Winter Garden

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, sun loungers

Lakeside Inn

3.0 star property
8.8 out of 10, Excellent, (1196)
"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 P5,150
P5,794 total
includes taxes & fees
Oct 6 - Oct 7
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, (8580)
"Great place to stay!!!"
The price is P9,780
P13,607 total
includes taxes & fees
Oct 6 - Oct 7
The Grove Resort & Water Park Orlando
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, (6708)
"Clean room and staff was very friendly"
The price is P5,156
P5,801 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton at the Entrance to Universal 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, (2770)
"Great property to stay with family while visiting the parks"
The price is P3,469
P4,943 total
includes taxes & fees
Oct 26 - Oct 27
SPOT X Hotel Orlando/Intl Dr by The Red Collection
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, (966)
"Clean rooms and everything was nice. Good breakfast as well. "
The price is P4,731
P5,251 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Rosen Inn International
Front of property - evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very Good, (5826)
"Will stay here again!"
The price is P4,629
P5,208 total
includes taxes & fees
Nov 2 - Nov 3
Rosen Inn International
Hyatt Regency Orlando
2 outdoor pools, cabanas (surcharge), pool umbrellas

Hyatt Regency Orlando

4.5 star property
9.2 out of 10, Wonderful, (1744)
"Great place to stay "
The price is P7,812
P12,002 total
includes taxes & fees
Oct 12 - Oct 13
Hyatt Regency Orlando
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, (1455)
"Great resort ,highly recommend!!!"
The price is P3,337
P4,485 total
includes taxes & fees
Oct 6 - Oct 7
Kompose Boutique Resort at Theme Parks
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 P4,536
P5,103 total
includes taxes & fees
Oct 6 - Oct 7
Rosen Inn Lake Buena Vista
Hyatt Regency Grand Cypress
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2247)
"Great stay!"
The price is P8,044
P12,305 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Regency Grand Cypress
Avanti International Resort
View from property

Avanti International Resort

4.0 star property
7.8 out of 10, Good, (4142)
"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 Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (4042)
"Great resort vibes while being close to the parks and other tourist places. "
The price is P5,972
P6,719 total
includes taxes & fees
Oct 10 - Oct 11
Rosen Shingle Creek
Caribe Royale Orlando
Sport court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4430)
"Great place to stay"
The price is P10,359
P14,128 total
includes taxes & fees
Oct 11 - Oct 12
Caribe Royale Orlando
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, (2131)
"Excellent stay"
The price is P3,819
P4,948 total
includes taxes & fees
Nov 3 - Nov 4
Candlewood Suites Orlando - Lake Buena Vista by IHG
Wyndham Garden Orlando Airport
Outdoor pool, sun loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3841)
"Great stay!"
The price is P4,491
P5,053 total
includes taxes & fees
Oct 6 - Oct 7
Wyndham Garden Orlando Airport
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, (4241)
"Perfect for families. The water park inside the hotel was amazing! "
The price is P3,704
P8,399 total
includes taxes & fees
Oct 7 - Oct 8
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Rosen Centre Hotel
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3969)
"Great stay there "
The price is P5,375
P6,107 total
includes taxes & fees
Oct 11 - Oct 12
Rosen Centre Hotel
Wyndham I-Drive Avanti Resort & Conference Center
Outdoor pool, pool umbrellas, sun loungers

Wyndham I-Drive Avanti Resort & Conference Center

3.5 star property
7.4 out of 10, Good, (3651)
"Great place with comfy beds"
The price is P2,917
P4,453 total
includes taxes & fees
Oct 7 - Oct 8
Wyndham I-Drive Avanti Resort & Conference Center
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.
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Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Learn more about Oakland

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

While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.

Killarney

If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail.

Top Oakland Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Yes"
Elizabeth 2-night trip
Posted 6 hours ago
The Grove Resort & Water Park Orlando

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Oakland?

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

How many hotels should I expect to find in the Oakland area?

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

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

Yes, the majority of room reservations are refundable if you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to get the top deals on offer in Oakland.

Where can I learn more about changing or cancelling my trip to Oakland?

For more information about picking new dates or cancelling your trip to Oakland, go to https://www.expedia.com/service/.

What is there to do in this Winter Garden neighborhood?

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, be sure to visit other sights like Plant Street Market or Garden Theatre.