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

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
3050 N Rocky Point Dr W Tampa FL
Fully refundableReserve now, pay when you stay
The price is 3.222.131 ₫ per night from 18 Dec to 19 Dec
3.222.131 ₫
3.657.119 ₫ total
18 Dec - 19 Dec
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
Room was clean and very quiet, with very comfortable beds and very fast internet connection. Convenient location for our agenda in Tampa.

Reviewed on 17 Nov 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is 4.509.889 ₫ per night from 1 Dec to 2 Dec
4.509.889 ₫
6.139.148 ₫ total
1 Dec - 2 Dec
includes taxes & fees
9.4/10 Exceptional! (2,815 reviews)
Spotless

Reviewed on 22 Nov 2025

Wyndham Grand Clearwater Beach
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
The price is 2.441.203 ₫ per night from 22 Dec to 23 Dec
2.441.203 ₫
2.770.766 ₫ total
22 Dec - 23 Dec
includes taxes & fees
8.4/10 Very Good! (1,028 reviews)
I got there and the walk was to far for two handicap people (forgot to book it) I called the front desk and they moved my room immediately to the room across the hall from it! Then I sliced my leg, got blood every where ..they came right away with new bedding and towels Put it all together for me. ...

Reviewed on 24 Nov 2025

Hilton Tampa Airport Westshore
See all 14,882 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)

You can enjoy retail therapy at John's Pass Village & Boardwalk during your trip to Madeira Beach. Stroll along the beautiful beaches 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
Salvador Dali Museum featuring night scenes and modern architecture

Salvador Dali Museum

5/5(20 reviews)

You can spend time browsing the exhibits at Salvador Dali Museum during your trip to St. Petersburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Salvador Dali Museum