Winston Park Holidays from AU$1,565

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Your Winston Park Holiday

Our Winston Park holiday packages are a speedy and practical way to arrange and book your next retreat. Get to know the essence of this unique neighbourhood without the fuss of planning everything yourself. Not sure what to do during your trip to Winston Park? Nearby attractions such as Weedon Island Preserve, The Skyway Shopping Centre and Sawgrass Lake Park are great places to start. Whatever your travel plans or the size of your budget, booking your dream Winston Park holiday is simple with Expedia.

Top Holiday Package Deals in Winston Park

Price found within the past 48 hours. Click for updated prices.
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
per person
29 Dec - 4 Jan
found 13 hours ago
Return direct flight included
San Francisco (SFO) to Tampa (TPA)
7/10 Good! (1,000 reviews)
Property is a little dated and the room did not smell clean, but it was not dirty. Could be rug odor. In the middle of the night there was noisy people in the hall.

Reviewed on 18 Nov. 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Our guide on 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
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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 Jannus Live.

Find hotel + flight trips in Downtown St. Petersburg

Our pick of the best Winston Park Hotel Deals

RumFish Beach at TradeWinds
RumFish Beach at TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$351 per night from 1 Dec to 2 Dec
AU$351
includes taxes & fees
1 Dec - 2 Dec
8.2/10 Very Good! (1,139 reviews)
"It was wonderful. Thank u"

Reviewed on 25 Nov. 2024

RumFish Beach at TradeWinds
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 AU$349 per night from 1 Dec to 2 Dec
AU$349
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (1,015 reviews)
"The property is outstanding but for one thing. The mattresses are small. I assumed double bed meant I was getting two beds. Not double- sized. So maybe that is on me. The other thing that is a more minor nuisance is it is not very quiet. Otherwise, it’s a beautiful place and the service is excellent. ..."

Reviewed on 24 Nov. 2024

Grand Hyatt Tampa Bay
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 AU$410 per night from 3 Dec to 4 Dec
AU$410
includes taxes & fees
3 Dec - 4 Dec
9.2/10 Wonderful! (1,884 reviews)
"Beautiful oceanfront location. Excellent staff."

Reviewed on 24 Nov. 2024

Wyndham Grand Clearwater Beach
See all 15,737 properties in Winston 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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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 AU$1,565. 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.

Discover the most popular places to visit in Winston Park

Sunken Gardens

Sunken Gardens

Located in the heart of St. Petersburg, this historic botanical oasis behind vine-covered walls offers tropical plants, colorful flower beds, meandering paths, picturesque ponds and cascading waterfalls.

Sunken Gardens

Activities

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

AU$49
Per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Everglades Arena

FloridaRAMA

AU$47
Per adult
FloridaRAMA
BEST Mexico Gulf Dolphin Watch&Clearwater Beach Day Tour from Orlando

Mexico Gulf Dolphin Watch&Clearwater Beach Day Tour from Orlando

AU$166
Per adult
100% of travellers recommend
Mexico Gulf Dolphin Watch&Clearwater Beach Day Tour from Orlando
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.