Oakland Hills Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Oakland Hills

Find the best Oakland Hills areas and neighborhoods for the activities you enjoy most. Learn more about Oakland Hills
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White Marsh

Though White Marsh may not have many top sights, you can venture to the surrounding area to see attractions like Gasparilla Marina and Don Pedro Island Beach.

Find hotels in White Marsh

Top hotels in Oakland Hills

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is 3.578.026 ₫ per night from 20 Oct to 21 Oct
3.578.026 ₫
5.157.921 ₫ total
20 Oct - 21 Oct
includes taxes & fees
9.2/10 Wonderful! (1,559 reviews)
"This is an amazing resort. The view is exceptional but what makes it even better are the employees. They were kind and willing to go above and beyond to help my wife's surprise birthday really special. I would recommend to anyone."

Reviewed on 12 Oct 2025

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

2.5 out of 5
24244 Corporate Ct, Port Charlotte, FL
Fully refundable
The price is 1.768.731 ₫ per night from 21 Oct to 22 Oct
1.768.731 ₫
1.980.979 ₫ total
21 Oct - 22 Oct
includes taxes & fees
7.6/10 Good! (1,076 reviews)
"Ac was great in my room, my room was clean, the evening front desk clerk was very unhappy and zero friendly. Daytime staff was great."

Reviewed on 9 Oct 2025

Country Inn & Suites by Radisson, Port Charlotte, FL
Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

3 out of 5
1941 Tamiami Trl, Port Charlotte, FL
Fully refundableReserve now, pay when you stay
The price is 1.706.569 ₫ per night from 22 Oct to 23 Oct
1.706.569 ₫
1.911.358 ₫ total
22 Oct - 23 Oct
includes taxes & fees
7.6/10 Good! (1,005 reviews)
"stayed many times. quiet and safe. safe in room not working."

Reviewed on 3 Oct 2025

Days Inn by Wyndham Port Charlotte/Punta Gorda
See all 5,674 properties in Oakland Hills
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.

Frequently asked questions

How much does an Oakland Hills holiday package cost?
Perhaps much less than you think — from only , as a matter of fact! By bundling flights, hotels and car rentals into your own tailor-made travel package, your getaway to Oakland Hills is just clicks away.
How do I get a cheap travel package to Oakland Hills?
Bundle your bookings with Expedia to save on your next adventure. With over 550 air carriers and 1null000null000 properties across the globe, your Oakland Hills holiday package can be customized exactly to suit your travel style. With all those extra dollars, why not include some interesting tours and experiences? It's an easy way to unlock even more discounts. Your dream holiday in Oakland Hills is much closer than you thought!
What are the top hotels in Oakland Hills?
Get your holiday off to a great start by reserving a room at Designer Home On Fresh Water Canal20x32 Heated Poolclose To Manasota Key Beach. It's one of most popular properties in Oakland Hills. Another comfortable option is Water Front Boundary Holiday Home Villa Close To Beaches.
How far in advance should I book my Oakland Hills holiday?
It can be tricky to know exactly when the best time is to book your Oakland Hills holiday. But generally the earlier you book, the lower the prices. In some cases, you can reserve your flights and hotels nearly 12 months before departure. If you're eager to escape on a last-minute getaway, no need to stress! There are terrific bargains advertised on Expedia all the time.
What does an Expedia Oakland Hills travel package include?
Expedia has everything you need to lock in Oakland Hills escape, but what goes into your package is your call. Pick from a combination of hotels, rental cars and flights. In search of some experiences or tours to fill in your time? Once you've made your booking, you can add them too. Whatever your budget, there's a package to meet your needs.
What should I know before booking an Oakland Hills travel package?
A package can be more affordable than separately booking all you need for your trip. For example, bundle your hotels, flights and rental cars and save a tidy sum. Whatever type of holiday you have in mind, you're sure to find a package within your budget.
If I'm not able to travel, can I cancel my Oakland Hills holiday package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can change or cancel your Oakland Hills holiday package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.