Windsor Park Holidays

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  • Better together

    Save up to S$1,300 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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Where to stay in Windsor Park

Find the best Windsor Park areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Park
A modern plaza with a large sculpture, palm trees, and a high-rise building in the background.

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

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A beach with people, a city skyline, and a distinctive pink building.

Pass-a-Grille

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

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A beach with a rainbow over the ocean.

Sand Key

1 out of top 10 points of interest in this area

If you're spending some time in Sand Key, Belleair Beach and Sand Key Park are top sights worth seeing.

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A beach with people walking along the shore, waves crashing onto the sand, and a city skyline in the background.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.

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A sunset over the ocean with a person paddleboarding and a floating structure.

Sunshine Beach

While visiting Sunshine Beach, you might make a stop by sights like St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island.

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Top hotels in Windsor Park

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
S$365
27 Sept - 28 Sept
includes taxes & fees
Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
S$404
30 Sept - 1 Oct
includes taxes & fees
9.4/10 Exceptional! (2,399 reviews)
"Great hotel and the location is amazing. Hotel staff very helpful and friendly"

Reviewed on 24 Sept, 2026

Hyatt Regency Clearwater Beach Resort and Suites
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
S$164
2 Oct - 3 Oct
includes taxes & fees
Hilton Tampa Airport Westshore
See all 15,605 properties in Windsor Park
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 Windsor Park holiday package cost?
Custom build your Windsor Park package from as little as . Choose from any combination of flights, hotels and rental cars to create the getaway you've long been dreaming about. Don't forget to add on a few experiences or tours!
How do I get a cheap travel package to Windsor Park?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, rental cars and activities — we've got it all. Choose the combination that suits you and see your savings pile up. We know a package deal is never a one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 hotel options globally, which lets you customize your Windsor Park adventure.
Where should I stay in Windsor Park?
With fascinating attractions like Church of Scientology and Westfield Countryside Mall in this area, look for a hotel positioned near either one. Bright House Field is another sight that lures the crowds.
How far in advance should I book my Windsor Park holiday?
While prices change frequently, we generally recommend reserving your seat as soon as possible. Many international fares are found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still be in luck. Cheaper tickets to Windsor Park sometimes appear in the weeks prior to departure.
What does an Expedia Windsor Park travel package include?
That depends on what sort of escape you want to have. Windsor Park holiday deals can include hotels, flights and car rentals. You can mix and match to find the travel package that works for you! You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Windsor Park travel package?
An Expedia travel package can be customized for your circumstances and is a terrific way to make your budget go further. How little or much you include is your call. Rental cars, hotels and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a Windsor Park Expedia holiday package?
Yes, and with over 550 airlines to pick from worldwide, you're not short on choice. Search the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Windsor Park holiday package?
We totally get that life sometimes gets in the way of your plans. If you've locked in a Windsor Park holiday package and have to change or cancel it, we're here to help. We recommend looking up our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel and rebook for free. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.

Things to do

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

S$47
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Guaranteed Dolphin Sighting Tour on Tropics Boat Tours

Guaranteed Dolphin Sighting Tour on Tropics Boat Tours

S$47
per adult
90% of travellers recommend
Guaranteed Dolphin Sighting Tour on Tropics Boat Tours
Suncoast Sailing's Sunset Sailing Experience!

Suncoast Sailing's Sunset Sailing Experience!

S$90
per adult
98% of travellers recommend
Suncoast Sailing's Sunset Sailing Experience!
See all activities in St. Petersburg - Clearwater

* 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.