Clearwater Beach Holidays

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    Save up to S$134 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was S$679, price is now S$526 per person
S$526
per person
4 May - 5 May
found 1 day ago
Return direct flight included
Seattle (SEA) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,008 reviews)
Everything was great and perfectly reasonable in regards to price!

Reviewed on 11 Feb, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was S$718, price is now S$551 per person
S$551
per person
4 May - 5 May
found 1 day ago
Return direct flight included
Seattle (SEA) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Yes amazing will recommend and do it all over again

Reviewed on 11 Feb, 2026

Roxy Hotel New York

Roxy Hotel New York

4.5 out of 5
Manhattan
Price was S$723, price is now S$586 per person
S$586
per person
4 May - 5 May
found 1 day ago
Return direct flight included
Seattle (SEA) to New York (JFK)
9.4/10 Exceptional! (1,339 reviews)
All of the above11

Reviewed on 25 Jan, 2026

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
Wooden windmill with a wooden fence on a background of grass and blue sky

East Hampton North

The beaches and restaurants are just a few features travellers like about East Hampton North. If you want to do some sightseeing nearby, LongHouse Reserve and Regal UA East Hampton are a few top places to visit.

Find hotels in East Hampton North

Top hotels in Clearwater Beach

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 S$558 per night from 22 Feb to 23 Feb
S$558
22 Feb - 23 Feb
includes taxes & fees
8.2/10 Very Good! (722 reviews)
Room was spotless, staff were great and the resort is top notch!!

Reviewed on 2 Feb, 2026

Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is S$251 per night from 15 Mar to 16 Mar
S$251
15 Mar - 16 Mar
includes taxes & fees
8.4/10 Very Good! (610 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...

Reviewed on 10 Jan, 2026

Sound View Greenport
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is S$225 per night from 16 Feb to 17 Feb
S$225
16 Feb - 17 Feb
includes taxes & fees
9/10 Wonderful! (1,292 reviews)
The room was lovely, the little kitchenette is great. Very quiet and I love the balcony. The staff are great and the restaurant staff at Montis are fantastic

Reviewed on 1 Feb, 2026

Montauk Manor
See all 3,659 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 holiday package cost?
Get ready to book, because a getaway to Clearwater Beach starts from an enticing S$526. 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 holiday 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 Centre, 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 holiday?
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 holiday!
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 holiday you're planning, there's sure to be a package that fits your budget.
Can I choose my airline with a Clearwater Beach Expedia holiday 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 holiday package?
Don't worry if you're rethinking your Clearwater Beach holiday 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.

Popular places to visit

LongHouse Reserve which includes a park, wild flowers and outdoor art

LongHouse Reserve

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

LongHouse Reserve

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.