Windsor Park Holidays

Book a Hotel + Flight or Car together to unlock savings

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
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Downtown St. Petersburg

1 out of top 10 points of interest in this area

Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and St. Pete's Historic Coliseum.

Find hotels in Downtown St. Petersburg

Top hotels in Windsor Park

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is 2.166.126 ₫ per night from 8 Feb to 9 Feb
2.166.126 ₫
2.458.554 ₫ total
8 Feb - 9 Feb
includes taxes & fees
6.2/10 (3,818 reviews)
Clean. Dragged down but clean

Reviewed on 18 Jan 2026

Ramada by Wyndham Tampa Westshore Airport South
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is 5.023.732 ₫ per night from 1 Feb to 2 Feb
5.023.732 ₫
6.715.875 ₫ total
1 Feb - 2 Feb
includes taxes & fees
8/10 Very Good! (2,407 reviews)
was fantastic

Reviewed on 18 Jan 2026

Hilton Clearwater Beach Resort & Spa
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive Tampa FL
Fully refundableReserve now, pay when you stay
The price is 4.512.216 ₫ per night from 25 Jan to 26 Jan
4.512.216 ₫
6.165.153 ₫ total
25 Jan - 26 Jan
includes taxes & fees
9/10 Wonderful! (1,156 reviews)
Clean room, amenities

Reviewed on 12 Jan 2026

Grand Hyatt Tampa Bay
See all 14,977 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 1null000null000 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.
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.

Popular places to visit

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4/5(33 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.

John's Pass Village & Boardwalk
Vinoy Park

Vinoy Park

After visiting Vinoy Park, make a plan to see the other sights and activities in St. Petersburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Vinoy Park
Fort De Soto Park featuring a beach

Fort De Soto Park

4.5/5(25 reviews)

Enjoy the beautiful sunsets and explore Fort De Soto Park, a lovely green space in Tierra Verde. Discover the top-notch restaurants and great live music in this family-friendly area.

Fort De Soto Park