Clearwater Beach Holidays

Book a Hotel + Flight or Car together to unlock savings

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 7.172.465 ₫ per night from 10 Feb to 11 Feb
7.172.465 ₫
9.833.455 ₫ total
10 Feb - 11 Feb
includes taxes & fees
8.2/10 Very Good! (719 reviews)
Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible !

Reviewed on 12 Jan 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
9.2/10 Wonderful! (188 reviews)
Great view of sunrise and sunset

Reviewed on 19 Jan 2026

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Montauk Blue Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is 3.317.378 ₫ per night from 9 Feb to 10 Feb
3.317.378 ₫
4.539.514 ₫ total
9 Feb - 10 Feb
includes taxes & fees
8.4/10 Very Good! (607 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
See all 3,642 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 . 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 1null000null000 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

Pollack-Krasner House and Studio featuring a house

Pollock-Krasner House and Study Center

Find out about the history of Springs when you take a trip to Pollock-Krasner House and Study Center. Wander the beautiful beaches and seaside in the area.

Pollock-Krasner House and Study Center
East Hampton Windmill

Old Hook Mill

Old Hook Mill is just one of the places to see in Village of East Hampton, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beautiful beaches.

Old Hook Mill
Home Sweet Home Museum which includes heritage elements and a windmill

Home Sweet Home Museum

You can spend time exploring the galleries in Home Sweet Home Museum during your trip to Village of East Hampton. Wander the beautiful beaches in this family-friendly area.

Home Sweet Home Museum