Windsor Park Vacations

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Your Windsor Park Vacation

Windsor Park is beckoning! Whatever type of getaway you have in mind, you can immerse yourself in the best of this neighborhood with a Windsor Park vacation package. Your trip to Windsor Park wouldn't be complete without a visit to leading attractions nearby such as Westfield Countryside Mall, Coachman Park and Church of Scientology. Don't just think about it — make it happen! Reserve your ideal Windsor Park vacation with Expedia and travel your way.

The Latest Windsor Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Downtown Tampa
Save 100% on your flight
per person
Aug 21 - Aug 25
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
7.6/10 Good! (1,000 reviews)
The building is undergoing maintenance so it's a little loud during the day, but it was a decent building and the staff was really nice. Enjoyed the glass of champagne upon check in. We had an issue with a leaking AC unit and maintenance was supposed to fix, but the leak reoccurred that evening.

Reviewed on Jun 16, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
9.6/10 Exceptional! (302 reviews)
The hotel was clean and maintained and the staff was super helpful. Any question we had was promptly answered and they even communicated over text messages (which is easier for me). The pool is a bit small but the beach is so close that it's not a big deal. And they provide free beach chairs and an umbrella so it's actually better than the pool in almost every way. Highly recommended and we'll probably come back next year!

Reviewed on Jun 14, 2024

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
Jul 24 - Jul 28
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
6.8/10 (1,004 reviews)
Everything in the pics looks the same. Place is very nice and clean.

Reviewed on Jun 14, 2024

Palihouse Hyde Park Village

Palihouse Hyde Park Village

3.5 out of 5
Hyde Park
Save 100% on your flight
per person
Aug 3 - Aug 5
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
9.8/10 Exceptional! (107 reviews)
What a beautiful property. The staff was friendly and accommodating, especially Lexi at the front desk. Bar is beautiful, the rooms are spacious and decorated in a cool retro theme. Walking distance to everywhere in Hyde Park. Love it all!

Reviewed on Jun 15, 2024

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
8.4/10 Very Good! (499 reviews)
Great two bedroom suite. Nice sitting area with the grill by the waterfront and small marina. Across the street is beautiful St Pete beach. Reception crew is one of the best I ever met. Thanks Tyrel, Anna, Tanner and Ray. Super fun, friendly, professional and efficient.

Reviewed on May 3, 2024

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
Pass-a-Grille

Pass-a-Grille

5/5(26 area reviews)

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotel + flight trips in Pass-a-Grille

Windsor Park Hotel Deals

RumFish Beach Resort by TradeWinds
RumFish Beach Resort by TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is $203 per night from Jun 30 to Jul 1
$203
$292 total
includes taxes & fees
Jun 30 - Jul 1
8.2/10 Very Good! (1,027 reviews)
"Rooms need to be updated..air conditioners were loud and never really cooled the room down. The amenities outside were wonderful. Clean, comfortable and the staff was friendly and helpful. We did enjoy our stay. Thank you."

Reviewed on Jun 16, 2024

RumFish Beach Resort by TradeWinds
Sirata Beach Resort
Sirata Beach Resort
3 out of 5
5300 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is $152 per night from Jul 9 to Jul 10
$152
$218 total
includes taxes & fees
Jul 9 - Jul 10
7.2/10 Good! (2,275 reviews)
"The location was everything, I really enjoyed the stay."

Reviewed on Jun 15, 2024

Sirata Beach Resort
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 $247 per night from Jun 23 to Jun 24
$247
$314 total
includes taxes & fees
Jun 23 - Jun 24
9.2/10 Wonderful! (1,862 reviews)
"Great place with great staff"

Reviewed on Jun 16, 2024

Wyndham Grand Clearwater Beach
See all 15,247 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Windsor Park vacation package cost?
Custom build your Windsor Park package from as little as $247. 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.
What does an Expedia Windsor Park travel package include?
That depends on what sort of escape you want to have. Windsor Park vacation 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 vacation package?
We totally get that life sometimes gets in the way of your plans. If you’ve locked in a Windsor Park vacation 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.

Discover the most popular places to visit in Windsor Park

Image for John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
Image for Tropicana Field

Tropicana Field

4.5/5(591 reviews)

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.

Tropicana Field
Image for Fort De Soto Park

Fort De Soto Park

4.5/5(676 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park

Things to do

Image for StarLite Majesty Evening Yacht Cruise Clearwater

StarLite Majesty Evening Yacht Cruise Clearwater

$32
Per adult
86% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Image for Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar

Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar

$60
Per adult
100% of travellers recommend
Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar
Image for Day Trip to Clearwater Beach with Sea Screamer Ride

Day Trip to Clearwater Beach with Sea Screamer Ride

$119
Per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
See all activities in St. Petersburg - Clearwater

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.