Clearwater Holidays

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Our pick of the best Clearwater Hotel Deals

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
The price is AU$224 per night from 2 June to 3 June
AU$224
2 June - 3 June
includes taxes & fees
9/10 Wonderful! (3,609 reviews)
"I just finished my stay here, and unfortunately I left feeling very disappointed. When I booked my stay for Memorial Day week back in December, one of the main reasons I chose this hotel was because the outdoor pool was advertised as being open during my stay. However, upon arrival, the first thing ..."

Reviewed on 29 May 2026

Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 4 June to 5 June
AU$146
4 June - 5 June
includes taxes & fees
8.8/10 Excellent! (2,063 reviews)
"Housekeeping was terrible. Beds were half made, only 1 roll of toilet paper for 4 days until I had to call the front desk a long with only 1 wash cloth, 1 had towel and 1 regular towel left in the room for 3 people to share and room was not vacuum. Bathroom unclean so I spent most of my vacation ..."

Reviewed on 29 May 2026

Fenwick Inn
Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

2 out of 5
511 North Boardwalk Rehoboth Beach DE
The price is AU$315 per night from 7 June to 8 June
AU$315
7 June - 8 June
includes taxes & fees
8.6/10 Excellent! (1,781 reviews)
"Bathroom was disgusting. Air conditioning was broken. Fridge didn’t work. Front desk attendant acted like she could have cared less. No communication from hotel about room concerns. Very disappointing experience. The only good thing about this place is it’s oceanfront."

Reviewed on 28 May 2026

Henlopen Oceanfront Hotel
See all 13,468 properties in Clearwater
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Clearwater holiday package cost?
The cheapest Clearwater package is , so your dream escape can become a reality — without a hefty price tag. Combine flights, hotels and car rentals to customize a package that fits you.
How do I get a cheap travel package to Clearwater?
Creating your own Clearwater holiday package with Expedia is the easiest way to save. We have over 550 partner airlines and 1 000 000 properties spread across the globe. With such a broad range to choose from, you'll have no difficulty creating your ideal adventure.
Where should I stay in Clearwater?
With interesting attractions like Fenwick Island Beach and Bethany Beach Beaches in this neighbourhood, look for a hotel positioned near either of them. Bear Trap Dunes Golf Club is another sight that visitors flock to.
What are the top hotels in Clearwater?
Comfortable Beach Cottage, Just 1 Mile To Bethany Beach Community Pool is one of Clearwater's leading hotels. Reserve a room here and you'll be able to snooze soundly knowing you're in excellent hands.
How far in advance should I book my Clearwater holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to a year in advance. This is typically the cheapest time to book. If circumstances have left you booking late, discount tickets to Clearwater occasionally appear a few weeks before departure.
What does an Expedia Clearwater travel package include?
Rental cars, flights and hotels — we've got them covered. With Expedia, you can create your Clearwater travel package your way. All you have to do is decide just what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the bigger your savings!
What should I know before booking a Clearwater travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and score great discounts. You're not restricted to hotels, though. Book with us and choose from island resorts, cabins in the mountains and even houseboats and castles!
Can I choose my airline with a Clearwater Expedia holiday package?
Yes, the choice is all yours. Expedia has access to more than 550 partner airlines globally, so you can tailor your Clearwater escape according to your budget and needs.
If I'm not able to travel, can I cancel my Clearwater holiday package?
Don't worry if you're rethinking your Clearwater holiday package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can throw the occasional spanner in the works, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.