Clearwater Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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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Top Holiday Package Deals in Clearwater

Price found within the past 48 hours. Click for updated prices.
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was CA $2,217, price is now CA $1,784 per person
CA $1,784
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
7.6/10 Good! (521 reviews)
Great location, has a pool. Outdated rooms but clean and friendly staff. For the price we were happy.

Reviewed on Apr 6, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $3,679, price is now CA $2,775 per person
CA $2,775
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
9/10 Wonderful! (3,474 reviews)
Staff was pleasant, room was clean with a comfy bed, and the view was awesome.

Reviewed on Apr 12, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was CA $2,776, price is now CA $2,222 per person
CA $2,222
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8.2/10 Very Good! (704 reviews)
Please don’t believe these reviews I had an excellent experience. The hotel was older but is a mom and pop hotel family feel.

Reviewed on Mar 31, 2026

Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

2.5 out of 5
Midtown Ocean City
Price was CA $2,710, price is now CA $2,237 per person
CA $2,237
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8/10 Very Good! (1,000 reviews)
Thank you, we will be back during the summer time

Reviewed on Apr 6, 2026

Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Downtown Ocean City
Price was CA $2,691, price is now CA $2,280 per person
CA $2,280
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8.4/10 Very Good! (887 reviews)
Rooms were clean, best location and very reasonable price.

Reviewed on Oct 22, 2025

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 CA $89 per night from Apr 16 to Apr 17
CA $89
CA $100 total
Apr 16 - Apr 17
includes taxes & fees
9/10 Wonderful! (3,511 reviews)
We stayed overnight. The room was clean and the staff was friendly. Did not like that guests were smoking right outside the entrance.

Reviewed on Apr 12, 2026

Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Apr 19 to Apr 20
CA $152
CA $191 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (2,392 reviews)
Yes

Reviewed on Apr 12, 2026

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from Apr 16 to Apr 17
CA $90
CA $121 total
Apr 16 - Apr 17
includes taxes & fees
8.8/10 Excellent! (2,038 reviews)
Friendly staff, clean room. This room did not have a beach view but was spacious, didn't feel cramped. Liked the short walk to the beach to watch the sunrise. The grab n go breakfast however was fair. The room was small to accommodate the flow of guests and some items that should have been out were ...

Reviewed on Apr 12, 2026

Fenwick Inn
See all 13,391 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 Vacations
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Frequently asked questions

How much does a Clearwater vacation package cost?
The cheapest Clearwater package is CA $1,784, 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.