Hotels Near
Oakland

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Check Last Minute Oakland Hotel Deals

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Featured Oakland Hotels

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Holiday Inn Resort Orlando Suites - Waterpark by IHG
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 hot tubs. Our guests praise the clean rooms and the family ...
7/10 Good! (2,607 reviews)
"we had so much fun here! we will be back! loved the water slides and arcade! different food options on site!"

Reviewed on Apr 9, 2025

Holiday Inn Resort Orlando Suites - Waterpark by IHG
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
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (4,127 reviews)
"Very near to the parks."

Reviewed on Apr 9, 2025

Rosen Inn at Pointe Orlando
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! (5,169 reviews)
"Loved this resort! Will go again."

Reviewed on Apr 9, 2025

Universal's Cabana Bay Beach Resort
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 Winter Garden. Enjoy free WiFi, 5 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
8/10 Very Good! (7,401 reviews)
Property is too big
"It's too big. The room was nice and clean. It's like a home away from, meaning there's not really any services. Not enough seating at the pool. It was nice but I'm not sure we'll go back."

Reviewed on Apr 11, 2025

The Grove Resort & Water Park Orlando
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 resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.2/10 Good! (5,823 reviews)
"Kind of run down in the rooms but the property is nice and convenient shortcut to walk to Sea World."

Reviewed on Apr 11, 2025

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
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! (6,266 reviews)
"Stayed here for a couple of nights to go to universal studios. Free shuttle was easy to access. Had to book it when we arrived at the ticket desk. Easy checkin. Pool and hot tub were great! Breakfast was delicious with lots of options. Best of all the staff were super friendly and helpful! I would ..."

Reviewed on Apr 8, 2025

DoubleTree by Hilton at the Entrance to Universal 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 4 restaurants. Our guests praise the pool and the restaurant in our ...
9/10 Wonderful! (3,958 reviews)
"Steve Brown is an amazing employee!"

Reviewed on Apr 9, 2025

Caribe Royale Orlando
Hyatt Regency Orlando
Hyatt Regency Orlando
4.5 out of 5
9801 International Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,632 reviews)
"The property is located directly across from the convention center and there are plenty of dining options in the surrounding area."

Reviewed on Apr 10, 2025

Hyatt Regency Orlando
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Lakes Resort & Spa Universal Studios Area
4 out of 5
9500 Turkey Lake Rd, Orlando, FL
Fully refundableReserve now, pay when you stay
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 ...
8/10 Very Good! (4,699 reviews)
"All the staff were super friendly pla e is clean very helpful definitely would go back again!"

Reviewed on Apr 12, 2025

Westgate Lakes Resort & Spa Universal Studios Area
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 out of 5
631 FLAGLER AVE, Winter Garden, FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...
9.4/10 Exceptional! (2,818 reviews)
"The hotel is clean and the staff are kind and accommodating. The location is perfect in proximity to Disney World."

Reviewed on Apr 11, 2025

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo Crossings
3 out of 5
341 Flagler Ave, Winter Garden, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...
9.2/10 Wonderful! (3,972 reviews)
"The location is really close to Disney. The whole process to check in and check out was quick and easy."

Reviewed on Apr 10, 2025

Home2 Suites by Hilton Orlando at Flamingo Crossings
Hilton Vacation Club Grande Villas Orlando
Hilton Vacation Club Grande Villas Orlando
3.5 out of 5
12118 Turtle Cay Circle, Orlando, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
9.2/10 Wonderful! (2,915 reviews)
"Thank you for a great time"

Reviewed on Apr 9, 2025

Hilton Vacation Club Grande Villas Orlando
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 $95
  • 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.