Windsor Park Vacation Packages

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Top Holiday Package Deals in Windsor Park

Price found within the past 48 hours. Click for updated prices.
GALAXY HOTEL

GALAXY HOTEL

3.5 out of 5
Downtown St. Petersburg
Price was CA $769, price is now CA $457 per person
CA $457
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (384 reviews)
Great staff. Very helpful.

Reviewed on Sep. 5, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was CA $1,891, price is now CA $1,115 per person
CA $1,115
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.6/10 Exceptional! (618 reviews)
Rooms were very clean. Everything in the unit is new. Leo, Kathy, and Shelby were all great. The views are magnificent. Its a pretty long walk to the beach.

Reviewed on Sep. 5, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $1,546, price is now CA $918 per person
CA $918
per person
Oct 11 - Oct 15
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.2/10 Wonderful! (1,056 reviews)
The property was nice but there is no bar/restaurant on site like there used to be. Once I got to the property I had to pay well over $100 in "resort fees" and taxes. I am not sure what qualifies as a resort but I guess this was just to use the pool? I mean there really isnt anything else on site, except a couple fire pits i never saw lit and a sad few hole putt putt course I never saw anyone use so dont even know if there was equipment. But the parking was easy. I tried to call to the front desk using their phone one morning but no one answered. So I called the main number using my cell phone, but no one answered. Not sure what that was all about.

Reviewed on Sep. 5, 2025

Holiday Inn Express St. Petersburg North (I-275) by IHG

Holiday Inn Express St. Petersburg North (I-275) by IHG

2.5 out of 5
Lealman
Price was CA $1,043, price is now CA $621 per person
CA $621
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (1,000 reviews)
Very friendly staff

Reviewed on Aug. 30, 2025

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $1,998, price is now CA $1,225 per person
CA $1,225
per person
Oct 11 - Oct 15
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.4/10 Exceptional! (446 reviews)
Place was very clean loved how large it was and was in a great location, could walk to everything The only negative thing was the pool seemed to be pictured different on the website and was very small and the rooftop bar really cannot be called a bar. They were out of most of the beers didn’t sell liquor and really was not a bar at all.

Reviewed on Sep. 1, 2025

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

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

Find hotels in Downtown St. Petersburg

Windsor Park Hotel Deals

Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S, St. Petersburg, FL
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Sep 14 to Sep 15
CA $148
CA $167 total
Sep 14 - Sep 15
includes taxes & fees
Hilton St. Petersburg Bayfront
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 CA $234 per night from Sep 23 to Sep 24
CA $234
CA $319 total
Sep 23 - Sep 24
includes taxes & fees
Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Sep 14 to Sep 15
CA $210
CA $239 total
Sep 14 - Sep 15
includes taxes & fees
Hotel Alba, Tapestry Collection by Hilton
See all 14,516 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Windsor Park vacation package cost?
Custom build your Windsor Park package from as little as CA $457. 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 vacation?
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 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

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(136 reviews)

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

John's Pass Village & Boardwalk
Clearwater Beach

Clearwater Beach

4.5/5(5 reviews)

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Fort De Soto Park which includes a sandy beach

Fort De Soto Park

4.5/5(28 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

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $44
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

CA $48
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

CA $51
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
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.