Oakland Travel Guide

Tourist Guide

Photo by Gregg Yutko
Photo by Gregg Yutko

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 family-friendly area.

Flamingo Crossings Town Center

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

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

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

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

Activities

Aquatica Orlando

Aquatica Orlando

NZ$88
per traveller
82% of travellers recommend
Aquatica Orlando
Universal Orlando Resort

Universal Orlando Resort Theme Park Tickets

NZ$334
per adult
92% of travellers recommend
Universal Orlando Resort Theme Park Tickets
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
I-RIDE Trolley Pass

I-RIDE Trolley Pass

NZ$18
per traveller
82% of travellers recommend
I-RIDE Trolley Pass
Orlando: Chocolate Kingdom Factory Adventure Tour

Orlando: Chocolate Kingdom Factory Adventure Tour

NZ$41
per adult
98% of travellers recommend
Orlando: Chocolate Kingdom Factory Adventure Tour
Titanic : The Artifact Exhibition Ticket in Orlando

Titanic : The Artifact Exhibition Ticket in Orlando

NZ$58
per adult
90% of travellers recommend
Titanic : The Artifact Exhibition Ticket in Orlando
See all activities in Winter Garden

Our pick of the best Oakland Hotel Deals

Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
The price is NZ$169 per night from 27 Oct to 28 Oct
NZ$169
27 Oct - 28 Oct
includes taxes & fees
Stay at this 4-star spa hotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (3,254 reviews)
"Huge room. Lots of pools. I thought the staff was friendly."

Reviewed on 1 Oct 2025

Marriott's Grande Vista
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
The price is NZ$172 per night from 2 Nov to 3 Nov
NZ$172
2 Nov - 3 Nov
includes taxes & fees
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (6,727 reviews)
"The stay was over all pleasant but the staff at the lobby took forever to take care of the guests. Also, we have a child and needed to warm up milk constantly. The microwave is all the way in the game room making it a hassle to get there. There was renovation going on at the hotel therefore they ..."

Reviewed on 30 Sept 2025

DoubleTree by Hilton at the Entrance to Universal 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$288 per night from 6 Oct to 7 Oct
NZ$288
6 Oct - 7 Oct
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (5,356 reviews)
"Great for families"

Reviewed on 1 Oct 2025

Universal's Cabana Bay Beach Resort
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$192 per night from 27 Oct to 28 Oct
NZ$192
27 Oct - 28 Oct
includes taxes & fees
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (3,595 reviews)
"Cannot say enough, good things about this spot!"

Reviewed on 1 Oct 2025

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 NZ$195 per night from 9 Oct to 10 Oct
NZ$195
9 Oct - 10 Oct
includes taxes & fees
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.4/10 Good! (6,163 reviews)
"Everything very nice and clean"

Reviewed on 28 Sept 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr, Orlando, FL
The price is NZ$186 per night from 27 Oct to 28 Oct
NZ$186
27 Oct - 28 Oct
includes taxes & fees
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (2,357 reviews)
"Clean, beautiful, spacious"

Reviewed on 30 Sept 2025

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
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

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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
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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
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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.

Vista del Lago

Oakland Travel Guide

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