Clearwater Beach Vacations from ₩1,290,402

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The Latest Clearwater Beach Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,003,516, price is now ₩1,290,402 per person
₩1,290,402
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
8.6/10 Excellent! (1,115 reviews)
This is a very central/convenient location. The lobby was nice and staff were friendly. The rooms seem like they have been updated, however were not maintained well at all. The walls and doors in our room were VERY beat up. Beds were not made well, cleaning seemed like it was rushed, and there was a broken light in our room. Also lacked basic amenities in the rooms like luggage racks, there was nowhere to put suitcases other than the floor, and not enough outlets, there weren't outlets close to two of the nightstands. None of this is what I expected for spending almost $1k a night for our room.

Reviewed on Sep 25, 2025

Hyatt Centric Times Square New York

Hyatt Centric Times Square New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,342,002, price is now ₩1,566,062 per person
₩1,566,062
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
9.2/10 Wonderful! (1,866 reviews)
The hotel is a short 2 minute walk to Times Square and Broadway. Excellent staff who goes above and beyond. Will definitely stay here again.

Reviewed on Sep 26, 2025

Grayson Hotel in the Unbound Collection by Hyatt

Grayson Hotel in the Unbound Collection by Hyatt

4 out of 5
Manhattan
Price was ₩2,265,440, price is now ₩1,577,573 per person
₩1,577,573
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
9.2/10 Wonderful! (787 reviews)
Such a cute nice hotel. Loved it.

Reviewed on Sep 22, 2025

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,545,072, price is now ₩1,782,362 per person
₩1,782,362
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
9/10 Wonderful! (3,517 reviews)
The staff were over the top! Clean rooms, friendly employees(yes in NYC), very attentive and quick to action. 5 stars all day!

Reviewed on Sep 24, 2025

Club Quarters Hotel, Grand Central

Club Quarters Hotel, Grand Central

4 out of 5
Manhattan
Price was ₩1,822,184, price is now ₩1,310,552 per person
₩1,310,552
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
9/10 Wonderful! (2,643 reviews)
Convenient hotel at a great location. Very helpful and friendly staff. Ideal for a short stay in the city for a business trip or a family entertainment.

Reviewed on Sep 25, 2025

Where to stay in Clearwater Beach

Find the best Clearwater Beach areas and neighborhoods for the activities you enjoy most. Learn more about Clearwater Beach
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East Hampton North

4.5/5(15 area reviews)

Located on a picturesque peninsula, East Hampton boasts eight state parks and 70 miles of shoreline, perfect for nature lovers and beach enthusiasts. Explore charming hamlets like Montauk and Amagansett for a true Long Island experience.

Find hotels in East Hampton North

Clearwater Beach Hotel Deals

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

4 out of 5
9 Bon Pinck Way, East Hampton, NY
The price is ₩535,165 per night from Oct 27 to Oct 28
₩535,165
₩611,424 total
Oct 27 - Oct 28
includes taxes & fees
9.6/10 Exceptional! (64 reviews)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing."

Reviewed on Sep 5, 2025

East Hampton Art House Bed & Breakfast
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is ₩660,502 per night from Sep 28 to Sep 29
₩660,502
₩901,477 total
Sep 28 - Sep 29
includes taxes & fees
8.2/10 Very Good! (668 reviews)
"Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay."

Reviewed on Sep 15, 2025

Gurney's Montauk Resort & Seawater Spa
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is ₩209,951 per night from Oct 26 to Oct 27
₩209,951
₩239,868 total
Oct 26 - Oct 27
includes taxes & fees
9/10 Wonderful! (141 reviews)
"Great hotel, nice staff, clean and i loved the beach access. Only downfall was the 1 bathroom when not checked intoba room. Long line and humid"

Reviewed on Sep 24, 2025

Montauk Blue Hotel
See all 3,694 properties in Clearwater Beach
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 Beach vacation package cost?
Get ready to book, because a getaway to Clearwater Beach starts from an enticing ₩1,290,402. When you combine your flights, hotels and more into a package, you'll walk away with the best prices.
How do I get a cheap travel package to Clearwater Beach?
You'll save big if you combine your car rentals, hotels and flights into a Clearwater Beach vacation package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer more than 550 airlines and 1,000,000 properties all over the world, so you'll always have plenty of options to choose from. Like to save even more? Add some fun activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Clearwater Beach?
With lots to discover in Clearwater Beach, it'd be convenient for you to secure a room in a hotel near its attractions. Pollock-Krasner House and Study Center, Kaplan Meadows Sanctuary and Leiber Collection are some popular ones to add to your must-see list.
What are the top hotels in Clearwater Beach?
Secure a room at East Hampton Art House Bed And Breakfast. It's one of this area's most in-demand properties. Another top option in Clearwater Beach is Villa Hampton Hides.
How far in advance should I book my Clearwater Beach vacation?
Reward yourself with the biggest variety at the lowest prices by booking your adventure to Clearwater Beach nice and early. Air carriers tend to release tickets around 12 months prior to departure, so start locking things in as soon as you can. That being said, Expedia is constantly working to give you the best bargains around, so it's never a bad time to book your dream vacation!
What does an Expedia Clearwater Beach travel package include?
Travel packages include hotels, flights and rental cars, but you can combine any of them to create your dream Clearwater Beach getaway. You can also add on fun stuff like tours and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a Clearwater Beach travel package?
A package can be easier on the wallet than separately booking everything you need for your adventure. For example, combine your hotels, flights and rental cars and save a tidy sum. Whatever sort of vacation you're planning, there's sure to be a package that fits your budget.
Can I choose my airline with a Clearwater Beach Expedia vacation package?
Yes, you sure can. We offer more than 550 airline partners worldwide, so choose the carrier that's a good fit for your budget needs.
If I'm not able to travel, can I cancel my Clearwater Beach vacation package?
Don't worry if you're rethinking your Clearwater Beach vacation package — it's possible to change or amend your booking. And if you've booked it within the last 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 hotel, airline or car rental company. We know life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

Discover the most popular places to visit in Clearwater Beach

East Hampton Main Beach

East Hampton Main Beach

On the eastern edge of Long Island, enjoy a day on this exclusive beach complete with lifeguards, restrooms, a snack bar and other amenities.

East Hampton Main Beach
LongHouse Reserve featuring outdoor art, wildflowers and a garden

LongHouse Reserve

Walk among many acres of lush gardens in East Hampton and discover a stunning array of sculptures and art installations.

LongHouse Reserve
Pollack-Krasner House and Studio showing a house

Pollock-Krasner House and Study Center

In this unassuming studio in East Hampton, see where two of America’s foremost abstract painters created some of their most famous works.

Pollock-Krasner House and Study Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.