Winston Park Travel Guide
St. Petersburg - Clearwater
Popular places to visit
John's Pass Village & Boardwalk
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 visit its lively bars.
St. Petersburg - Clearwater Beaches
Nothing says holiday like spending a care-free day in St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater.
Clearwater Beach
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.
Fort De Soto Park
Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.
Salvador Dali Museum
Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.
Vinoy Park
While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.
Things to do
Sunset Celebration Cruise on Tropics Boat Tours
StarLite Majesty Evening Yacht Cruise Clearwater
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
2 Hour Sunset Cruise in Clearwater, Florida
Mega Bite Dolphin Tour Boat in Clearwater Beach
Pirate Adventure Cruise - John's Pass
Top hotels in Winston Park
Wyndham Grand Clearwater Beach
"We had an great experience during our stay. The hotel staff was friendly, professional, and incredibly accommodating, helping us with an early check-in and ensuring everything went smoothly from the moment we arrived. Our room was clean, spacious, and very comfortable, with a bed that made it easy ..."
Reviewed on 2 Jun 2026
Hilton Clearwater Beach Resort & Spa
"Wonderful staff, service and amenities. The property is clean and well maintained."
Reviewed on 2 Jun 2026
The Westin Tampa Bay
"Very clean updated and modern room and decor. Staff was exceptionally friendly and helpful"
Reviewed on 1 Jun 2026
Opal Sands Resort
"Beautiful property"
Reviewed on 1 Jun 2026
Grand Hyatt Tampa Bay
"Everything was good especially a old guy was taking us for a ride to Bayside dont remember his name but he was great!"
Reviewed on 1 Jun 2026
RumFish Beach at TradeWinds
"Great stay overall....any glitches we experienced were quickly remedied. Friendly staff and amazing beach amenities. We will be back 100%"
Reviewed on 2 Jun 2026
Other neighbourhoods around Winston Park
Downtown St. Petersburg
Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and Palladium Theater.
South Pasadena
You'll enjoy the restaurants and seafood restaurants in South Pasadena. You might want to make time for a stop at Pasadena Shopping Center or Corey Ave.
Causeway Isles
Though Causeway Isles may not have many top sights, you can venture to the surrounding area to see attractions like St. Petersburg Municipal Beach at Treasure Island and Sunset Beach.
Isle of Palms
When in Isle of Palms, you can plan a visit to John's Pass Village & Boardwalk and St. Petersburg Municipal Beach at Treasure Island, some noteworthy sights in the nearby area.
Isle of Capri
While there might not be top attractions in Isle of Capri, you can explore the larger area and discover places like John's Pass Village & Boardwalk and Hubbards Marina.
Paradise Island
If you're spending some time in Paradise Island, Treasure Island Golf, Tennis & Recreation Center and Treasure Bay Golf and Tennis are top sights worth seeing.
