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Find hotels in Oakland, Winter Garden

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Our top choices for Oakland hotels

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
28.9 km from Oakland
8.2 out of 10, Very Good, (5180)
"Awesome place to stay! Clean and staff incredible!"
United States
Jeffrey
The price is ¥4,121
¥10,016 total
includes taxes & fees
Jan 7 - Jan 8
Palazzo Lakeside Hotel

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
19.2 km from Oakland
8.4 out of 10, Very Good, (6967)
"we enjoyed the stay here, it is having nice rooms and breakfast."
United States
suresh
The price is ¥14,018
¥15,770 total
includes taxes & fees
Jan 15 - Jan 16
DoubleTree by Hilton at the Entrance to Universal Orlando

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
19.2 km from Oakland
7.4 out of 10, Good, (4054)
"Love the property and staff"
United States
RONNIE
The price is ¥9,758
¥14,149 total
includes taxes & fees
Jan 14 - Jan 15
Wyndham I-Drive Avanti Resort & Conference Center

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
18.5 km from Oakland
9.0 out of 10, Wonderful, (6000)
"Great place to stay"
United States
Peggy
The price is ¥20,828
¥23,432 total
includes taxes & fees
Jan 14 - Jan 15
Universal's Cabana Bay Beach Resort

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
28.3 km from Oakland
8.4 out of 10, Very Good, (2804)
"Our family loved this hotel."
United States
Amanda
The price is ¥6,453
¥12,655 total
includes taxes & fees
Jan 8 - Jan 9
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
30.2 km from Oakland
8.8 out of 10, Excellent, (3361)
"A great place to stay for the price"
United States
Jennie
The price is ¥8,387
¥9,520 total
includes taxes & fees
Jan 8 - Jan 9
Seasons Florida Resort

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
22.9 km from Oakland
8.6 out of 10, Excellent, (5659)
"Great property to stay"
United States
Deepankar
The price is ¥9,796
¥11,020 total
includes taxes & fees
Jan 12 - Jan 13
Rosen Inn Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
22.5 km from Oakland
8.6 out of 10, Excellent, (3521)
"Nice and clean, location was close to Disney, lot of dining options nearby, breakfast was good, staff was amazing, lot of stuffs for kids to enjoy."
United States
Ravi
The price is ¥13,645
¥15,351 total
includes taxes & fees
Jan 25 - Jan 26
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
20.7 km from Oakland
8.6 out of 10, Excellent, (5555)
"Great stay"
United States
Stephanie
The price is ¥12,201
¥13,726 total
includes taxes & fees
Jan 26 - Jan 27
Rosen Inn at Pointe Orlando

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport
3.0 star property
29.4 km from Oakland
8.0 out of 10, Very Good, (339)
"Very clean, super nice staff. Convenient location!"
United States
Nadjah
The price is ¥13,959
¥15,705 total
includes taxes & fees
Jan 26 - Jan 27
Sonesta Essential Orlando Airport

Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
31.3 km from Oakland
9.0 out of 10, Wonderful, (1877)
"Very clean and good breakfast. Friendly staff and very helpful"
United States
Connie
The price is ¥19,105
¥21,492 total
includes taxes & fees
Jan 13 - Jan 14
Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
24 km from Oakland
8.4 out of 10, Very Good, (3624)
"We have stayed at this hotel many times and enjoyed it. Friendly for families who travel with pets."
United States
Jennifer
The price is ¥10,665
¥17,291 total
includes taxes & fees
Jan 26 - Jan 27
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
24.2 km from Oakland
9.4 out of 10, Exceptional, (4393)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is ¥16,452
¥18,508 total
includes taxes & fees
Jan 23 - Jan 24
Rosen Shingle Creek

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
31.5 km from Oakland
9.2 out of 10, Wonderful, (2068)
"Rooms were very clean and the staff was awesome and always available. "
United States
Gwendolyn
The price is ¥18,193
¥20,467 total
includes taxes & fees
Jan 12 - Jan 13
avid hotel Orlando International Airport by IHG

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
28.4 km from Oakland
8.8 out of 10, Excellent, (4333)
"The breakfast was great for a hotel option, very clean room and facility. "
United States
Jacob
The price is ¥11,606
¥16,733 total
includes taxes & fees
Jan 7 - Jan 8
Red Lion Hotel Orlando Lake Buena Vista South

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
25.2 km from Oakland
8.0 out of 10, Very Good, (3946)
"Phenomenal hotel for the price point as well as the children. "
United States
Destiny
The price is ¥8,455
¥12,799 total
includes taxes & fees
Feb 1 - Feb 2
Ramada by Wyndham Kissimmee Gateway

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
22.5 km from Oakland
8.8 out of 10, Excellent, (1942)
"Good place to stay "
United States
victor
The price is ¥12,841
¥14,446 total
includes taxes & fees
Jan 25 - Jan 26
Aloft Orlando Lake Buena Vista

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
24.7 km from Oakland
8.4 out of 10, Very Good, (1157)
"Excellent amenities including breakfast and comfortable stay. "
Canada
SAGAR
The price is ¥10,532
¥15,069 total
includes taxes & fees
Jan 8 - Jan 9
Holiday Inn Resort Kissimmee by the Parks by IHG

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
19.8 km from Oakland
9.2 out of 10, Wonderful, (5111)
"The entire resort was great"
United States
Elizabeth
The price is ¥21,958
¥24,703 total
includes taxes & fees
Jan 7 - Jan 8
Universal's Endless Summer Resort - Dockside Inn and Suites

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
19.3 km from Oakland
9.4 out of 10, Exceptional, (4419)
"Great breakfast options and coffee bar."
United States
Adam
The price is ¥18,193
¥20,468 total
includes taxes & fees
Jan 26 - Jan 27
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town 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.

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

Horizon West

While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.

Vista del Lago

While Vista del Lago isn't home to many top sights, Orange Lake Golf and Flamingo Crossings Town Center 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

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.

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