Winston Park Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Winston Park
Find the best Winston Park areas and neighborhoods for the activities you enjoy most. Learn more about Winston Park
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.
Pass-a-Grille
1 out of top 10 points of interest in this area
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.
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.
Sunset Beach
Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg Municipal Beach at Treasure Island.
Don Cesar
Don Cesar might not have many top sights, but Splash Island Water Park and Pass-a-Grille Beach are two attractions nearby that you can check out.
Top hotels in Winston Park
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
฿4,871
฿5,529 total
6 Sept - 7 Sept
includes taxes & fees
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
฿6,612
฿8,785 total
6 Sept - 7 Sept
includes taxes & fees
9.4/10 Exceptional! (3,820 reviews)
"Our room face the gulf , it was clean and the ded was comfortable, the hotel was very nice and clean and the staff was helpful and friendly."
Reviewed on 3 Sept 2026
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
฿7,871
฿10,207 total
4 Sept - 5 Sept
includes taxes & fees
9.4/10 Exceptional! (2,305 reviews)
"Me gusto mucho"
Reviewed on 2 Sept 2026
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 Winston Park holiday package cost?
We make it easy to explore the world, with Winston Park packages starting from just . You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate escape, why not add some activities and tours to your travel itinerary?
How do I get a cheap travel package to Winston Park?
Book everything in the one place with our Winston Park holiday packages. You'll find bargains on flights, hotels, tours and more that'll keep your travel budget happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 properties around the globe to select from, you'll have the flexibility to mix and match as you want.
Where should I stay in Winston Park?
Urban explorers come from all corners of the globe to see Salvador Dali Museum and Tropicana Field in Winston Park. Book a room close to these terrific attractions and visit them whenever you want.
How far in advance should I book my Winston Park holiday?
It can be tricky to know when the best time is to book your Winston Park trip. But generally the earlier you book, the better the prices. In some cases, you can lock in your flights and hotels up to a year before your departure date. If you're thinking of a last-minute getaway, no need to panic! There are fabulous bargains popping up on Expedia every single day.
What does an Expedia Winston Park travel package include?
You can choose from any combination of rental cars, flights and hotels. Once you've made your booking, you can add the fun stuff like experiences and activities. Want to pick your fare class? That's also easy to do. The choice is all yours when it comes to planning your ideal Winston Park getaway.
What should I know before booking a Winston Park travel package?
Our prices are already low. However, you'll pick up an even better deal when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and tons of choice.
Can I choose my airline with a Winston Park Expedia holiday package?
You can, and with over 550 airlines to select from globally, you've got lots of choice. Look through the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Winston Park holiday package?
Yes, it's possible to cancel your Winston Park booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.
Things to do
Sunset Celebration Cruise on Tropics Boat Tours
฿1,231
per adult
94% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
฿1,214
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
฿927
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.