Oakland Travel Guide

Winter Garden

At the Oakland Preserve. Nice Boardwalk plus an animal sanctuary
At the Oakland Preserve. Nice Boardwalk plus an animal sanctuary
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 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

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

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

5/5(7 reviews)

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

AdventHealth Winter Garden

If AdventHealth Winter Garden is what brings you to town, hopefully you'll have a chance to explore more of Winter Garden.

AdventHealth Winter Garden

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 ₹11,895 per night from 1 Mar to 2 Mar
₹11,895
₹13,382 total
1 Mar - 2 Mar
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in their ...
9.2/10 Wonderful! (4,520 reviews)
Location, amenities, space inside the room. No complaints

Reviewed on 6 Feb 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
The price is ₹6,671 per night from 8 Mar to 9 Mar
₹6,671
₹10,055 total
8 Mar - 9 Mar
includes taxes & fees
Stay at this family-friendly resort in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the breakfast and the pool in their reviews. ...
7.4/10 Good! (6,519 reviews)
Was spotless

Reviewed on 1 Feb 2026

DoubleTree by Hilton Hotel Orlando at SeaWorld
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 ₹14,416 per night from 9 Feb to 10 Feb
₹14,416
₹21,216 total
9 Feb - 10 Feb
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! (9,013 reviews)
The

Reviewed on 4 Feb 2026

The Grove Resort & Water Park Orlando
Orlando International Drive North Hotel

Orlando International Drive North Hotel

2 out of 5
5859 American Way Orlando FL
Stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
7.2/10 Good! (2,803 reviews)
The room was beautiful and every staff member was so courteous, friendly and extremely helpful.

Reviewed on 4 Feb 2026

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Orlando International Drive North Hotel
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 ₹12,058 per night from 10 Feb to 11 Feb
₹12,058
₹13,566 total
10 Feb - 11 Feb
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 ...
8.8/10 Excellent! (6,235 reviews)
Muy buena experiencia y los más confortable es q como estas hospedado en el hotel tienes beneficios para el traslado d los parques con entrada antes de su apertura

Reviewed on 1 Feb 2026

Universal's Cabana Bay Beach Resort
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
The price is ₹7,711 per night from 24 Feb to 25 Feb
₹7,711
₹11,019 total
24 Feb - 25 Feb
includes taxes & fees
Stay at this family-friendly condo in Kissimmee. Enjoy free Wi-Fi, 7 outdoor pools and 7 hot tubs. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (3,278 reviews)
First time staying there. Loved everything about the property

Reviewed on 2 Feb 2026

Vacation Village Orlando, Celebration
See all 39,846 properties in Oakland
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.

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