Search Hotels in Winston Park, St. Petersburg - Clearwater

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
7 Jan - 8 Jan
Tomorrow
8 Jan - 9 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winston Park hotels

Outdoor pool, pool umbrellas, pool loungers
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
4.0 star property
22.2 km from Winston Park
9.4 out of 10, Exceptional, (2972)
"Amazing place to stay with family"
United States
Shanteshwar
The price is ฿9,072
฿11,490 total
includes taxes & fees
8 Jan - 9 Jan
Wyndham Grand Clearwater Beach
On the beach, white sand, sun-loungers, beach umbrellas
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds
4.0 star property
15.4 km from Winston Park
8.2 out of 10, Very good, (1580)
"Excellent stay!"
United States
Hillary
The price is ฿3,700
฿6,127 total
includes taxes & fees
8 Jan - 9 Jan
RumFish Beach at TradeWinds
Exterior
Hyatt Place Tampa Airport/Westshore

Hyatt Place Tampa Airport/Westshore

Hyatt Place Tampa Airport/Westshore
3.0 star property
17.7 km from Winston Park
8.8 out of 10, Excellent, (1125)
"Clean room, comfortable beds. Great breakfast buffet and wonderful staff in all areas of the hotel. "
United States
Mary
The price is ฿5,042
฿5,722 total
includes taxes & fees
22 Jan - 23 Jan
Hyatt Place Tampa Airport/Westshore
Terrace/patio
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront
4.0 star property
16.2 km from Winston Park
8.2 out of 10, Very good, (1002)
"Room was very clean the staff were polite and friendly had a great visit and stay "
United States
Ivory
The price is ฿5,110
฿5,800 total
includes taxes & fees
18 Jan - 19 Jan
DoubleTree by Hilton Tampa Rocky Point Waterfront
2 outdoor pools
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay
4.0 star property
16.8 km from Winston Park
9.0 out of 10, Wonderful, (1149)
"Clean room and amenities were nice!"
United States
Jennifer
The price is ฿5,214
฿7,162 total
includes taxes & fees
9 Jan - 10 Jan
Grand Hyatt Tampa Bay
Fireplace
Hyatt House Tampa Airport Westshore

Hyatt House Tampa Airport Westshore

Hyatt House Tampa Airport Westshore
3.0 star property
17.2 km from Winston Park
9.6 out of 10, Exceptional, (2014)
"Great breakfast and very friendly staff!"
Canada
Wen
The price is ฿4,760
฿5,402 total
includes taxes & fees
22 Jan - 23 Jan
Hyatt House Tampa Airport Westshore
Rooftop bar
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach
3.0 star property
22.4 km from Winston Park
8.8 out of 10, Excellent, (1011)
"Beautiful stay… if every Hotel would be like this one, I’d be in haven."
Canada
Steve
The price is ฿5,335
฿6,028 total
includes taxes & fees
11 Jan - 12 Jan
Courtyard by Marriott Clearwater Beach
Exterior
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach
3.5 star property
21.8 km from Winston Park
8.8 out of 10, Excellent, (1229)
"Good location, great pool"
United States
Seth
Edge Hotel Clearwater Beach
Rooftop terrace
AC Hotel Clearwater Beach

AC Hotel Clearwater Beach

AC Hotel Clearwater Beach
3.5 star property
22 km from Winston Park
9.0 out of 10, Wonderful, (968)
"Very nice hotel clean and in a great location, the staff was very friendly and helpful. I will definitely stay here again!"
United States
Temiko
The price is ฿7,171
฿8,103 total
includes taxes & fees
8 Jan - 9 Jan
AC Hotel Clearwater Beach
Exterior
Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
2.5 star property
12.6 km from Winston Park
9.4 out of 10, Exceptional, (1599)
"Clean renovated rooms, friendly staff , great breakfast, great location "
Canada
Amr
The price is ฿4,196
฿4,742 total
includes taxes & fees
8 Jan - 9 Jan
Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
Beach nearby, white sand
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach
2.5 star property
22.9 km from Winston Park
9.0 out of 10, Wonderful, (1000)
"The room was very clean and bed was really comfortable "
United States
Fatima
The price is ฿4,492
฿5,076 total
includes taxes & fees
12 Jan - 13 Jan
Fairfield Inn & Suites by Marriott Clearwater Beach
Interior
Hotel Sol

Hotel Sol

Hotel Sol
2.5 star property
17.3 km from Winston Park
9.2 out of 10, Wonderful, (1000)
"Overall extremely happy with our stay"
United States
Jared
The price is ฿3,740
฿4,650 total
includes taxes & fees
11 Jan - 12 Jan
Hotel Sol
View from property
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4.0 star property
16.7 km from Winston Park
8.6 out of 10, Excellent, (1783)
"Clean Rooms, friendly staff."
United States
Charles
The price is ฿5,297
฿6,012 total
includes taxes & fees
17 Jan - 18 Jan
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Lobby sitting area
Avalon Hotel Downtown St. Petersburg

Avalon Hotel Downtown St. Petersburg

Avalon Hotel Downtown St. Petersburg
2.5 star property
Downtown St. Petersburg, 7.9 km from Winston Park
9.2 out of 10, Wonderful, (1363)
"A great place to stay in downtown St. Petersburg. "
United States
Jeffrey
Avalon Hotel Downtown St. Petersburg
Exterior
Tru By Hilton St. Petersburg Downtown Central Ave, FL

Tru By Hilton St. Petersburg Downtown Central Ave, FL

Tru By Hilton St. Petersburg Downtown Central Ave, FL
2.5 star property
8.4 km from Winston Park
9.0 out of 10, Wonderful, (1012)
"Wonderful hotel experience! The staff was so kind and welcoming all throughout the trip! "
United States
Arshiya
The price is ฿3,888
฿4,394 total
includes taxes & fees
25 Jan - 26 Jan
Tru By Hilton St. Petersburg Downtown Central Ave, FL
Outdoor pool, free pool cabanas, pool umbrellas
Hampton Inn & Suites Clearwater Beach

Hampton Inn & Suites Clearwater Beach

Hampton Inn & Suites Clearwater Beach
3.5 star property
21.5 km from Winston Park
9.2 out of 10, Wonderful, (1000)
"Clean, spacious rooms, beautiful beech, decent breakfast, close to pier 60, many restraunts and cafe"
United States
Karpagavalli
The price is ฿5,607
฿6,336 total
includes taxes & fees
15 Jan - 16 Jan
Hampton Inn & Suites Clearwater Beach
Outdoor pool
Crystal Bay Historic Hotel

Crystal Bay Historic Hotel

Crystal Bay Historic Hotel
3.0 star property
11.9 km from Winston Park
9.6 out of 10, Exceptional, (1423)
"Great breakfast and friendly staffs."
United States
Duencheng
The price is ฿3,597
฿4,065 total
includes taxes & fees
27 Jan - 28 Jan
Crystal Bay Historic Hotel
Breakfast, lunch and dinner served
Hollander Boutique Hotel

Hollander Boutique Hotel

Hollander Boutique Hotel
3.0 star property
Downtown St. Petersburg, 8 km from Winston Park
9.4 out of 10, Exceptional, (2224)
"stylish rooms, good location and great amenities."
Canada
Nicholas
Hollander Boutique Hotel
Beach nearby, white sand
Devon Shores

Devon Shores

Devon Shores
2.5 star property
21.9 km from Winston Park
9.6 out of 10, Exceptional, (1251)
"Cute clean room, newly renovated. Very friendly staff and perfect location to walk anywhere. "
United States
Patricia
The price is ฿4,353
฿4,919 total
includes taxes & fees
8 Jan - 9 Jan
Devon Shores
Exterior
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
2.5 star property
21 km from Winston Park
9.4 out of 10, Exceptional, (1028)
"Great breakfast menu "
United States
Charles
The price is ฿3,525
฿3,984 total
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
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.
View all properties

Where to stay in Winston Park

Find the best Winston Park areas for the activities you enjoy most.

Downtown St. Petersburg

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

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

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.

Clearwater featuring café lifestyle

Downtown Clearwater

If you're spending some time in Downtown Clearwater, Coachman Park and Nancy and David Bilheimer Capitol Theatre are top sights worth seeing.

Top Winston Park Hotel Reviews

Island Grand at TradeWinds

Island Grand at TradeWinds

10/10 Excellent
"We had an amazing time at the resort. It was nice that our boys who are 18 and 15 could go do there own thing while my wife and me could enjoy the beach. They played bags and used their skim boards. Staff was really good as well. "
Jay 4-night trip
Posted 5 days ago
Island Grand at TradeWinds

Frequently asked questions

What's it like in Winston Park?
Travellers are sure to enjoy a stay in St. Petersburg's Winston Park neighbourhood.
If I need to cancel my hotel reservation in Winston Park, will I receive a refund?
Yes! Most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of your booking. Add dates, click "Search", then you can use the "fully refundable" filter to get the best options available in Winston Park.
What is there to do in this St. Petersburg neighbourhood?
Sawgrass Lake Park, Willis S. Johns Center and The Skyway Shopping Center are just a few of the places to visit in and around Winston Park. The Shoppes at Park Place and Regal Park Place are also worth a visit when you're out sightseeing in St. Petersburg.