Photo by Gregg Yutko

Oakland Hotels near Winter Garden

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Top Trending Hotels Near Oakland, Winter Garden

The Grove Resort & Water Park Orlando

4.0 star property
8.2 out of 10, Very Good, (6627)
"We recently stayed at The Terraces by Grove, which to be a brand-new hotel. The hotel itself was very nice and conveniently located close to Disney. However, there were a couple of areas that needed improvement. The pillows were extremely uncomfortable, and I had a hard time sleeping. Additionally, the housekeeping service was infrequent - during our 5-day stay, our trash was only changed once, and we had to use the same towels and sheets throughout. With a bit more attention to these details,...
The price is P7,395
P11,253 total
includes taxes & fees
Dec 15 - Dec 16
The Grove Resort & Water Park Orlando

Margaritaville Resort Orlando

4.0 star property
9.0 out of 10, Wonderful, (3184)
"Beautiful property! Elizabeth at the front desk was amazing!"
The price is P7,148
P10,778 total
includes taxes & fees
Dec 17 - Dec 18
Margaritaville Resort Orlando

Walt Disney World Dolphin

4.0 star property
8.6 out of 10, Excellent, (3476)
"I recommend to stay in Dolphin Hotel because they have a friendly staff, a good transportation to a Disney parks, and various restaurants. "
The price is P12,421
P16,615 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Walt Disney World Dolphin

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (3692)
"Would definitely stay again! Great distance from Disney parks!"
The price is P8,220
P9,247 total
includes taxes & fees
Dec 8 - Dec 9
Home2 Suites by Hilton Orlando at Flamingo Crossings

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1094)
"Great location "
Margaritaville Resort Orlando Cottages by Rentyl

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 star property
9.4 out of 10, Exceptional, (2478)
"Great place to stay. Bathroom/shower was very roomy "
The price is P7,174
P8,071 total
includes taxes & fees
Dec 15 - Dec 16
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
8.8 out of 10, Excellent, (3715)
"Rooms need upgrades "
The price is P5,482
P7,818 total
includes taxes & fees
Dec 5 - Dec 6
Hilton Vacation Club Aqua Sol Orlando West

Margaritaville Cottages Orlando by VStays

4.0 star property
9.0 out of 10, Wonderful, (1002)
"This is our second time staying at Margaritaville and we love this place. Stayed at a cottage the first time and at a Villa the second time both are beautiful. Its close to attractions and theres lots of dining options nearby. Will definitely be going back again."
Margaritaville Cottages Orlando by VStays

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel

4.0 star property
8.6 out of 10, Excellent, (1561)
"Excellent, clean, I will be staying there again. Friendly and helpful stass"
The price is P5,312
P7,957 total
includes taxes & fees
Dec 18 - Dec 19
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel

Homewood Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (1521)
"It was nice how close to restaurants and the rooms was very spacious"
The price is P8,220
P9,247 total
includes taxes & fees
Dec 9 - Dec 10
Homewood Suites by Hilton Orlando at Flamingo Crossings

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.2 out of 10, Wonderful, (1872)
"Friendly staff, comfortable beds, great breakfast with lots of options"
The price is P6,280
P7,065 total
includes taxes & fees
Dec 17 - Dec 18
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5032)
"Love this place"
The price is P7,395
P10,162 total
includes taxes & fees
Dec 17 - Dec 18
Summer Bay Orlando by Exploria Resorts

Walt Disney World Swan Reserve

4.0 star property
9.2 out of 10, Wonderful, (598)
"Loved.. would stay again and again "
The price is P20,902
P26,155 total
includes taxes & fees
Jan 3 - Jan 4, 2025
Walt Disney World Swan Reserve

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (1345)
"I came to visit my son who is part of The Disney College program. The location was close to his apartment and the parks. Amenities were great and staff was friendly."
The price is P6,448
P7,254 total
includes taxes & fees
Dec 18 - Dec 19
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3.0 star property
9.6 out of 10, Exceptional, (1292)
"Great hotel, breakfast was very good. Not a lot about locally as the whole site is a fairly new development. As most guest will have a car it's not an issue. "
The price is P8,431
P9,484 total
includes taxes & fees
Dec 19 - Dec 20
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Destiny Palms Hotel Maingate West

2.5 star property
8.2 out of 10, Very Good, (1677)
"Looked like room was recently renovated which was nice, but forgot to renovate the bathroom when they did the room. Appeared the bathdoor, shower nozzle, light fixture/fan (super noisy) stayed the same as when the location was built. Save for the noisy neighbor between 5am-7 every morning, the AC unit was the quietest I've every used in a hotel and the bed and towels were comfortable. Front desk was also a very good experience even when the very late night arrival time."
The price is P3,386
P4,106 total
includes taxes & fees
Dec 11 - Dec 12
Destiny Palms Hotel Maingate West

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1608)
"The place was very impressive and clean. Staff was kind and professional. Will definitely stay again"
The Berkley, Orlando

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.0 out of 10, Wonderful, (90)
"Good"
The price is P8,210
P11,979 total
includes taxes & fees
Dec 8 - Dec 9
Embassy Suites By Hilton Orlando Sunset Walk

Holiday Inn Express And Suites Clermont Se West Orlando, an IHG Hotel

2.5 star property
8.4 out of 10, Very Good, (212)
"I love the property and specially the staff was friendly. "
The price is P4,927
P6,643 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express And Suites Clermont Se West Orlando, an IHG Hotel

Home2 Suites By Hilton Winter Garden

3.0 star property
9.4 out of 10, Exceptional, (146)
"Great location and beautiful place "
The price is P8,181
P9,204 total
includes taxes & fees
Dec 16 - Dec 17
Home2 Suites By Hilton Winter Garden
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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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?

Expedia has 6 Oakland hotels and other accommodations, and one might make a good home base for venturing out into the greater Winter Garden area.

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 Resurrection Catholic Church or Garden Theatre.