Hotels Near
Oakland

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Featured Oakland Hotels

DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton Hotel Orlando at SeaWorld
4 out of 5
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the restaurant in ...
7/10 Good! (8,863 reviews)
"Nice pool"

Reviewed on Jun 8, 2024

DoubleTree by Hilton Hotel Orlando at SeaWorld
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
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (6,399 reviews)
"This hotel was very convenient for our Universal park days. We took the free shuttle to the park the first day. Second day we walked from the hotel to the park and the third day we did an Uber. Room was good and service was good. Even gave us warm cookies when checking in!"

Reviewed on Jun 7, 2024

DoubleTree by Hilton at the Entrance to Universal Orlando
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (5,538 reviews)
"The fact that the water park and pools were nice and family friendly makes me want yo vacation there yearly. You can stay on the property and have an amazing time. The only thing i would update are the washer and dryers. Had to call maintenance to fix washerbecause it wouldnt rinse the cloths and ..."

Reviewed on Jun 7, 2024

The Grove Resort & Water Park Orlando
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
Fully refundable
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 2 spa tubs, and water park access (surcharge). Our guests praise the clean rooms ...
6.4/10 (5,543 reviews)
"very kid friendly , the front desk staff treated us with the up most respect"

Reviewed on Jun 7, 2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Endless Summer Resort - Dockside Inn and Suites
3 out of 5
7125 Universal Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (5,216 reviews)
"We absolutely loved this property for my family of 3. We stayed in a suite and my son has his own room and we had a kitchenette. The staff was so helpful and friendly. We never waited more than a few minutes for shuttles coming and going to the parks. I read these reviews before booking and they ..."

Reviewed on Jun 8, 2024

Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
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 ...
8.6/10 Excellent! (5,065 reviews)
"We loved it and will be going back!"

Reviewed on Jun 6, 2024

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
Fully refundableReserve now, pay when you stay
Book a stay at this golf hotel in Orlando. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
8/10 Very Good! (3,221 reviews)
Five Stars for sure!
"Great location, everything is within walking distance. Staff were very friendly. I will definitely be staying here again."

Reviewed on Jun 9, 2024

Rosen Inn at Pointe Orlando
Caribe Royale Orlando
Caribe Royale Orlando
4.5 out of 5
8101 World Center Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
Book a stay at this luxury hotel in Orlando. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (3,390 reviews)
"This is my 3rd stay at this hotel since November. I LOVE this hotel. Everyone is kind and welcoming. Always a smile with every staff member I encountered. This hotel is truly my happy place."

Reviewed on Jun 8, 2024

Caribe Royale Orlando
Avanti International Resort
Avanti International Resort
3 out of 5
8738 International Dr, Orlando, FL
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the pool ...
7.6/10 Good! (2,171 reviews)
"amazing clean great staff"

Reviewed on Jun 6, 2024

Avanti International Resort
Lake Buena Vista Resort Village & Spa
Lake Buena Vista Resort Village & Spa
4 out of 5
8113 Resort Village Drive, Orlando, FL
Stay at this 4-star spa condo in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (7,317 reviews)
"Great resort, great pool and hot tub with bar area, great rooms."

Reviewed on Jun 8, 2024

Lake Buena Vista Resort Village & Spa
Walt Disney World Dolphin
Walt Disney World Dolphin
4 out of 5
1500 Epcot Resort Blvd, Lake Buena Vista, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Lake Buena Vista. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (3,648 reviews)
"Epcot room view was incredible. Our only issue was A/C had issues but staff tried hard to correct it."

Reviewed on Jun 6, 2024

Walt Disney World Dolphin
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Lakes Resort & Spa Universal Studios Area
4 out of 5
9500 Turkey Lake Rd, Orlando, FL
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (3,745 reviews)
"The property itself was amazing it was my first time staying there and i unfortunately didn't have time to enjoy all of ita amenities but it's something for next time. I attended the timeshare breakfast and went on the tour but wasn't sold especially after looking into further reviews. When i declined ..."

Reviewed on Jun 8, 2024

Westgate Lakes Resort & Spa Universal Studios Area
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.

Hotels in Oakland

Winter Garden is a city that has a lot going on, but you have your sights set on Oakland. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Oakland has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Oakland hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Winter Garden so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Oakland underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Oakland city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Oakland cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Oakland at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $84
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Oakland hotel you want, book it, and never look back. Because your great escape is ahead of you.