Oakland Travel Guide

Tourist Guide

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

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

Activities

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

NZ$66
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

NZ$47
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Aquatica Orlando

Aquatica Orlando

NZ$90
per traveller
84% of travellers recommend
Aquatica Orlando
Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

NZ$434
per adult
92% of travellers recommend
Universal Orlando Resort Theme Park Tickets
I-RIDE Trolley Pass

I-RIDE Trolley Pass

NZ$18
per traveller
84% of travellers recommend
I-RIDE Trolley Pass
Orlando: 7-D Dark Ride Entry Ticket

Orlando: 7-D Dark Ride Entry Ticket

NZ$20
per adult
90% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
See all activities in Winter Garden

Our pick of the best Oakland Hotel Deals

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 NZ$439 per night from 19 Apr to 20 Apr
NZ$439
19 Apr - 20 Apr
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! (9,526 reviews)
Comfortable home away from home.

Reviewed on 13 Apr 2026

The Grove Resort & Water Park Orlando
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 NZ$297 per night from 5 May to 6 May
NZ$297
5 May - 6 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! (5,163 reviews)
Clean room. Had washer and dryer!

Reviewed on 13 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 NZ$256 per night from 10 May to 11 May
NZ$256
10 May - 11 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! (6,659 reviews)
Check in was a night nightmare and charged us extra for bowlimg

Reviewed on 13 Apr 2026

Universal's Cabana Bay Beach Resort
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
The price is NZ$181 per night from 27 Apr to 28 Apr
NZ$181
27 Apr - 28 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! (6,303 reviews)
Did not use breakfast

Reviewed on 13 Apr 2026

Rosen Inn at Pointe Orlando
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is NZ$234 per night from 21 Apr to 22 Apr
NZ$234
21 Apr - 22 Apr
includes taxes & fees
Stay at this resort in Kissimmee. Enjoy free breakfast, free Wi-Fi and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (3,530 reviews)
Clean kid friendly good breakfast great location active parking lot security

Reviewed on 13 Apr 2026

Kompose Boutique Resort at Theme Parks
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 NZ$246 per night from 26 Apr to 27 Apr
NZ$246
26 Apr - 27 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! (6,241 reviews)
Room was bigger than expected

Reviewed on 13 Apr 2026

Westgate Lakes Resort & Spa Universal Studios Area
See all 39,317 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

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