Oakland Travel Guide

Winter Garden

Oakland
Panoramic view of Lake Apopka and nature Florida.

Popular places to visit

Flamingo Crossings Town Center

You can find the perfect gifts to bring home at Flamingo Crossings Town Center during your stay in Winter Garden. Discover the top-notch restaurants and entertainment choices in this walkable area.

Flamingo Crossings Town Center

Disney's Magnolia Golf Course

Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Disney's Magnolia Golf Course

Disney's Palm Golf Course

Enjoy a round of golf in Winter Garden at Disney's Palm Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Disney's Palm Golf Course

Orange County National Golf Club

Enjoy a round of golf in Winter Garden at Orange County National Golf Club. Amble around this family-friendly area's lakeside or experience its entertainment choices.

Orange County National Golf Club

Surfari Water Park

Enjoy the thrill rides with your children at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.

Surfari Water Park

Disney's Oak Trail Golf Course

Enjoy a round of golf in Winter Garden at Disney's Oak Trail Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Disney's Oak Trail Golf Course

Top hotels in Oakland

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
The price is 3.527.818 ₫ per night from 4 May to 5 May
3.527.818 ₫
3.968.795 ₫ total
4 May - 5 May
includes taxes & fees
Stay at this family-friendly aparthotel in Orlando. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (5,259 reviews)
Easy check in just expect a longer line during spring break. Clean rooms. Quiet stay. Family friendly plenty of pools and outside amenities overal I really enjoyed my stay!

Reviewed on 23 Apr 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
The price is 3.501.491 ₫ per night from 25 May to 26 May
3.501.491 ₫
3.939.309 ₫ total
25 May - 26 May
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
9/10 Wonderful! (6,655 reviews)
Always love staying here

Reviewed on 23 Apr 2026

Universal's Cabana Bay Beach Resort
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
The price is 4.343.955 ₫ per night from 21 May to 22 May
4.343.955 ₫
6.338.225 ₫ total
21 May - 22 May
includes taxes & fees
Stay at this family-friendly resort in Four Corners. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...
8/10 Very Good! (9,622 reviews)
This place was amazing, me and my family really enjoyed the water park and arcade

Reviewed on 23 Apr 2026

The Grove Resort & Water Park Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
The price is 2.843.053 ₫ per night from 26 Apr to 27 Apr
2.843.053 ₫
3.198.468 ₫ total
26 Apr - 27 Apr
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 3 outdoor pools and 2 coffee shops/cafes. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (6,383 reviews)
Just an old motel

Reviewed on 24 Apr 2026

Rosen Inn at Pointe Orlando
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
The price is 2.567.014 ₫ per night from 29 Apr to 30 Apr
2.567.014 ₫
3.776.164 ₫ total
29 Apr - 30 Apr
includes taxes & fees
Stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.4/10 Very Good! (6,250 reviews)
Excellent amenities but the internet WiFi access needs to be upgraded

Reviewed on 23 Apr 2026

Westgate Lakes Resort & Spa Universal Studios Area
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr Orlando FL
The price is 1.954.780 ₫ per night from 21 May to 22 May
1.954.780 ₫
2.732.249 ₫ total
21 May - 22 May
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, an outdoor pool and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
7.8/10 Good! (4,466 reviews)
The staff were friendly but the rooms were dirty

Reviewed on 23 Apr 2026

Avanti International Resort
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Other neighbourhoods around Oakland

Panoramic view of Lake Apopka and nature Florida.

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.

Killarney
March 25, 2023, Winter Garden, FL: The West Orange bicycle trail through Winter Garden, Florida

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.

Downtown Winter Garden

Oakland Travel Guide

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