Hotels Near
Oakland

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Featured Oakland Hotels

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
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 ...
8.2/10 Very Good! (6,346 reviews)
"Overall a good hotel. The matress was very firm for me. Rooms were cleaned everyday. Staff i spoke to were plesent."

Reviewed on Nov 24, 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
Fully refundableReserve now, pay when you stay
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 ...
8/10 Very Good! (6,633 reviews)
"Quiero expresar mi más sincero agradecimiento a Jonathan Rivera, el Housekeeping Manager, por su extraordinaria atención y profesionalismo. Tuve una pequeña inconformidad durante mi estancia, y él no solo escuchó mis preocupaciones con empatía, sino que también solucionó el problema de manera rápida ..."

Reviewed on Nov 25, 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, 5 restaurants, and 2 spa tubs. Our guests praise the clean rooms and the family ...
7/10 Good! (1,479 reviews)
"Nice time!"

Reviewed on Nov 24, 2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
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 ...
8.8/10 Excellent! (5,037 reviews)
"Like it"

Reviewed on Nov 24, 2024

Universal's Cabana Bay Beach Resort
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
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 restaurant in ...
9/10 Wonderful! (5,430 reviews)
"Amazing stay here! Felt like a little home away from home and great that it’s so close to lots of shopping and restaurants :)"

Reviewed on Nov 25, 2024

Universal's Endless Summer Resort - Dockside Inn and Suites
Avanti International Resort
Avanti International Resort
4 out of 5
8738 International Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the pool and the ...
7.8/10 Good! (2,872 reviews)
"Todo fue excelente menos el servicio del deck no son nada de amables los demas perfecto es bello limpio y como y la ubicaciòn perfect cerca de todo"

Reviewed on Nov 25, 2024

Avanti International Resort
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 restaurant in our ...
9/10 Wonderful! (3,573 reviews)
"Wonderful Hotel!"

Reviewed on Nov 24, 2024

Caribe Royale Orlando
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! (8,138 reviews)
"Everything about the property was great. Only exception is that you run out of hot water easy with multiple people."

Reviewed on Nov 24, 2024

Lake Buena Vista Resort Village & Spa
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 WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7/10 Good! (6,531 reviews)
"Love this hotel"

Reviewed on Nov 24, 2024

DoubleTree by Hilton Hotel Orlando at SeaWorld
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 out of 5
13351 State Road 535, Orlando, FL
Stay at this 3.5-star family-friendly resort in Orlando. Enjoy free WiFi, 2 spa tubs, and breakfast (surcharge). Our guests praise the pool and the bar in our ...
8.4/10 Very Good! (2,679 reviews)
"The location of this property is great. The staff were very welcoming answered any questions we had. The price of the hotel was great compared to the higher dollar accommodations. There was no need to pay more for a place to sleep. The rooms were plenty for what we needed. The whole facility was ..."

Reviewed on Nov 24, 2024

Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
Rosen Centre Hotel
Rosen Centre Hotel
4 out of 5
9840 International Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa resort in Orlando. Enjoy free WiFi, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (3,359 reviews)
"The elevators were the most efficient I have ever used. The only downfall was a once a year event. This cause a traffic back up. The staff handled this well!!"

Reviewed on Nov 24, 2024

Rosen Centre Hotel
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 pool and the helpful staff in our ...
7.8/10 Good! (3,890 reviews)
"Wonderful"

Reviewed on Nov 25, 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 $89
  • 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.