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Top Trending Hotels Near Oakland, Winter Garden

Sonesta Essential Orlando
Room, 2 Queen Beds | Desk, laptop workspace, blackout curtains, iron/ironing board

Sonesta Essential Orlando

3.0 star property
7.2 out of 10, Good, (1057)
"Nice place, very friendly staff and a nice breakfast"
The price is ฿2,458
฿2,861 total
includes taxes & fees
15 Sept - 16 Sept
Sonesta Essential Orlando
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, (3993)
"Great resort vibes while being close to the parks and other tourist places. "
The price is ฿3,275
฿3,685 total
includes taxes & fees
20 Sept - 21 Sept
Rosen Shingle Creek
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Lobby

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

3.0 star property
9.0 out of 10, Wonderful, (407)
"Wonderful place to vacation. "
The price is ฿2,958
฿3,328 total
includes taxes & fees
21 Sept - 22 Sept
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Rosen Centre Hotel
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, pool loungers

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3934)
"Perfect stay close to the parks."
The price is ฿2,948
฿3,349 total
includes taxes & fees
19 Sept - 20 Sept
Rosen Centre Hotel
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3115)
"Great place to stay "
The price is ฿1,928
฿2,188 total
includes taxes & fees
15 Sept - 16 Sept
Seasons Florida Resort
Lakeside Inn
Outdoor pool, pool loungers

Lakeside Inn

3.0 star property
8.8 out of 10, Excellent, (1198)
"Such a point place love the atmosphere restaurant was great"
Lakeside Inn
Holiday Inn Orlando International Dr-ICON by IHG
Lobby

Holiday Inn Orlando International Dr-ICON by IHG

3.0 star property
9.0 out of 10, Wonderful, (2209)
"Good hotel good location great staff lots of activities within walking distance. "
The price is ฿2,666
฿3,475 total
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Orlando International Dr-ICON by IHG
Pestana Orlando Suites - Lake Buena Vista
Hypo-allergenic bedding, minibar, in-room safe, individually decorated

Pestana Orlando Suites - Lake Buena Vista

4.0 star property
9.4 out of 10, Exceptional, (1770)
"Very easy to get to the parks from this hotel! Nice area with nearby places to eat and stuff, very clean; would stay here again! "
The price is ฿2,412
฿3,070 total
includes taxes & fees
21 Sept - 22 Sept
Pestana Orlando Suites - Lake Buena Vista
Wyndham Garden Orlando Airport
Outdoor pool, pool loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3838)
"Great stay!"
The price is ฿2,412
฿2,713 total
includes taxes & fees
15 Sept - 16 Sept
Wyndham Garden Orlando Airport
The Eo Inn - Downtown
Front of property

The Eo Inn - Downtown

3.0 star property
8.0 out of 10, Very good, (1003)
"Great find with a friendly and hospitable staff!"
The price is ฿2,825
฿3,178 total
includes taxes & fees
16 Sept - 17 Sept
The Eo Inn - Downtown
Palazzo Lakeside Hotel
In-room safe, laptop workspace, blackout curtains, iron/ironing board

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very good, (5171)
"Nice to stay with family and breakfast was perfect "
The price is ฿1,146
฿2,381 total
includes taxes & fees
15 Sept - 16 Sept
Palazzo Lakeside Hotel
Comfort Suites Maingate East
Outdoor pool, pool umbrellas, pool loungers

Comfort Suites Maingate East

3.0 star property
8.6 out of 10, Excellent, (2237)
"Great stay!"
The price is ฿2,805
฿3,184 total
includes taxes & fees
28 Sept - 29 Sept
Comfort Suites Maingate East
Galleria Palms Hotel
Property entrance

Galleria Palms Hotel

2.5 star property
8.8 out of 10, Excellent, (3582)
"Great place to stay. "
Galleria Palms Hotel
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, (2075)
"Honestly a very nice place I loved staying there."
The price is ฿1,968
฿2,571 total
includes taxes & fees
22 Sept - 23 Sept
Candlewood Suites Orlando - Lake Buena Vista by IHG
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

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

3.5 star property
9.0 out of 10, Wonderful, (2190)
"Great and close to Disney "
The price is ฿2,761
฿3,106 total
includes taxes & fees
29 Sept - 30 Sept
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Orlando Palms Hotel
Outdoor pool, open 9 AM to 10 PM, pool loungers

Orlando Palms Hotel

2.5 star property
7.6 out of 10, Good, (2076)
"Very clean, nice pool, friendly staff, close dining options, and very nice rooms that smell good!"
The price is ฿1,635
฿1,839 total
includes taxes & fees
22 Sept - 23 Sept
Orlando Palms Hotel
Rosen Plaza on International Drive
Meeting facility

Rosen Plaza on International Drive

4.0 star property
9.2 out of 10, Wonderful, (1608)
"Excellent location, great staff, good food."
The price is ฿3,021
฿3,483 total
includes taxes & fees
21 Sept - 22 Sept
Rosen Plaza on International Drive
Kompose Boutique Resort at Theme Parks
Suite, 1 King Bed with Sofa bed, Balcony | 1 bedroom, premium bedding, minibar, in-room safe

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1285)
"Great place to stay"
The price is ฿1,823
฿2,452 total
includes taxes & fees
18 Sept - 19 Sept
Kompose Boutique Resort at Theme Parks
Red Lion Hotel Orlando Lake Buena Vista South
Water park

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
8.8 out of 10, Excellent, (4069)
"Excellent hotel and staff."
The price is ฿1,592
฿2,707 total
includes taxes & fees
21 Sept - 22 Sept
Red Lion Hotel Orlando Lake Buena Vista South
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
Front of property – evening/night

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

3.0 star property
8.6 out of 10, Excellent, (2199)
"Excelent hotel!! "
The price is ฿2,685
฿3,020 total
includes taxes & fees
28 Sept - 29 Sept
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
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 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

Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"Wish it was free parking"
Jacquelyn 1-night trip
Posted 3 days ago
Walt Disney World Dolphin

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.