Clearwater Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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 ₩129,340 per night from May 11 to May 12
₩129,340
₩144,860 total
May 11 - May 12
includes taxes & fees
9/10 Wonderful! (3,544 reviews)
My mom and I enjoyed our stay and we loved our oceanfront room and that we were right on the boardwalk. We kept having issues with our room key which was annoying.

Reviewed on May 7, 2026

Grand Hotel Ocean City Oceanfront
Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

2 out of 5
511 North Boardwalk Rehoboth Beach DE
The price is ₩216,884 per night from May 13 to May 14
₩216,884
₩240,741 total
May 13 - May 14
includes taxes & fees
8.6/10 Excellent! (1,766 reviews)
Great stay. I'd definitely stay again. Great location for walking the boardwalk. AC unit was hard to keep the temperature even in the room, but no big deal to me, I let them know. I did not use any amenities (no breakfast), they do have coffee, hot chocolate, etc in the lobby. It's the oldest hotel ...

Reviewed on May 7, 2026

Henlopen Oceanfront Hotel
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Fully refundableReserve now, pay when you stay
The price is ₩144,104 per night from May 10 to May 11
₩144,104
₩161,396 total
May 10 - May 11
includes taxes & fees
9/10 Wonderful! (1,616 reviews)
Yes - the breakfast was fresh and was very good We had an ocean front room and it was great

Reviewed on May 7, 2026

Hyatt Place Ocean City / Oceanfront
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 a Clearwater vacation 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 vacation 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 neighborhood, 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 vacation?
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 vacation 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 vacation package?
Don't worry if you're rethinking your Clearwater vacation 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.