Search Hotels in Winston Park, St. Petersburg - Clearwater

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13 Dec - 14 Dec
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14 Dec - 15 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Winston Park hotels

2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Barefoot Beach Club

Barefoot Beach Club

Barefoot Beach Club
2.5 star property
14.5 km from Winston Park
9.4 out of 10, Exceptional, (1116)
"Everything was great love the place. "
United States
Greg
Barefoot Beach Club
Exterior
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South
3.0 star property
17.5 km from Winston Park
6.2 out of 10, (3693)
"convenient to airport"
United States
Jack
The price is 1.809.922 ₫
2.054.261 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Ramada by Wyndham Tampa Westshore Airport South
Front of property – evening/night
La Quinta Inn by Wyndham Tampa Near Busch Gardens

La Quinta Inn by Wyndham Tampa Near Busch Gardens

La Quinta Inn by Wyndham Tampa Near Busch Gardens
3.0 star property
30.6 km from Winston Park
7.4 out of 10, Good, (2728)
"Good location "
United States
Tatiana
The price is 1.923.305 ₫
2.182.951 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
La Quinta Inn by Wyndham Tampa Near Busch Gardens
Terrace/patio
Hampton Inn & Suites Tampa Airport Avion Park Westshore

Hampton Inn & Suites Tampa Airport Avion Park Westshore

Hampton Inn & Suites Tampa Airport Avion Park Westshore
2.5 star property
17.2 km from Winston Park
9.2 out of 10, Wonderful, (2604)
"Great staff, clean rooms and quiet."
United States
Michael
The price is 2.925.338 ₫
3.320.260 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Tampa Airport Avion Park Westshore
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, (1347)
"The room was quite humid, but other than that it was a great quick stay."
United States
Michelle
Avalon Hotel Downtown St. Petersburg
Property grounds
Clearwater Beach Hotel

Clearwater Beach Hotel

Clearwater Beach Hotel
2.0 star property
21.8 km from Winston Park
8.0 out of 10, Very good, (1428)
"GREAT LOCATION! "
United States
Denise
Clearwater Beach Hotel
Pool
Hampton Inn Tampa-International Airport/Westshore

Hampton Inn Tampa-International Airport/Westshore

Hampton Inn Tampa-International Airport/Westshore
2.5 star property
17.6 km from Winston Park
8.6 out of 10, Excellent, (1004)
"Close to airport and nice places to eat, bed was really comfortable! "
United States
Jordan
The price is 2.357.107 ₫
2.675.315 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Tampa-International 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, (1003)
"Staff was fantastic. Won’t stay again due to the high parking fees . Hotel was in great location and great views. "
United States
Christina M
The price is 3.214.189 ₫
3.648.104 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Tampa Rocky Point Waterfront
Exterior
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, (2177)
"It's in a great location and the staff is super helpful; we would stay here again."
United States
HENRIETTE
Hollander Boutique Hotel
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, (2885)
"Nice resort, clean, friendly staff and plenty of things to eat! "
United States
Danielle
The price is 5.784.357 ₫
7.576.765 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Wyndham Grand Clearwater Beach
Room, 1 King Bed, Accessible, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi
Quality Inn & Suites Tampa near Fairgrounds and Casino

Quality Inn & Suites Tampa near Fairgrounds and Casino

Quality Inn & Suites Tampa near Fairgrounds and Casino
2.5 star property
28.3 km from Winston Park
7.6 out of 10, Good, (1159)
"Great staff, very clean room."
United States
Alonso
The price is 1.788.876 ₫
2.148.755 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn & Suites Tampa near Fairgrounds and Casino
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, (1420)
"Great place to stay, very good breakfast!"
United States
Monika
The price is 3.175.255 ₫
3.588.038 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Crystal Bay Historic Hotel
Lobby sitting area
Hotel Haya

Hotel Haya

Hotel Haya
4.0 star property
24.3 km from Winston Park
9.2 out of 10, Wonderful, (1779)
"Great location beautiful rooms and the restaurant Flor Fina is incredible good"
United States
Lucia
Hotel Haya
Exterior
Hampton Inn & Suites Tampa Busch Gardens Area

Hampton Inn & Suites Tampa Busch Gardens Area

Hampton Inn & Suites Tampa Busch Gardens Area
2.5 star property
30.7 km from Winston Park
9.2 out of 10, Wonderful, (1006)
"Hotel was clean room was nice and staff were friendly"
United States
Juan
The price is 2.714.882 ₫
3.081.392 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites Tampa Busch Gardens Area
Terrace/patio
Hyatt Place Tampa Downtown

Hyatt Place Tampa Downtown

Hyatt Place Tampa Downtown
3.0 star property
22.5 km from Winston Park
9.4 out of 10, Exceptional, (2040)
"Quiet and the breakfast choices were great. "
United States
Connie
The price is 4.002.610 ₫
4.585.053 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Hyatt Place Tampa Downtown
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, (1004)
"Very nice and accommodating staff."
United States
Yvonne
The price is 3.340.989 ₫
3.775.317 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Fairfield Inn & Suites by Marriott Clearwater Beach
Terrace/patio
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, (1001)
"Staff was friendly and very helpful Great location "
United States
Lisa
The price is 2.925.338 ₫
3.305.632 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Tru By Hilton St. Petersburg Downtown Central Ave, FL
Free daily buffet breakfast
Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG
2.5 star property
22.9 km from Winston Park
9.4 out of 10, Exceptional, (968)
"Very nice staff and clean room …..good location"
United States
Gloria
The price is 3.183.147 ₫
3.596.957 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG
Outdoor pool, pool loungers
Sleep Inn Clearwater - St Petersburg

Sleep Inn Clearwater - St Petersburg

Sleep Inn Clearwater - St Petersburg
2.5 star property
6.2 km from Winston Park
9.2 out of 10, Wonderful, (1006)
"Great amenities for the low price. "
United States
Meghan
The price is 1.883.844 ₫
2.128.745 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Sleep Inn Clearwater - St Petersburg
Outdoor pool
Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park
4.0 star property
5 km from Winston Park
9.2 out of 10, Wonderful, (1001)
"Great stay as always"
United States
Dawn
The price is 3.556.706 ₫
4.019.077 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hilton St. Petersburg Carillon 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.
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Where to stay in Winston Park

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

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 The Coliseum.

Pass-a-Grille

Pass-a-Grille is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Pass-a-Grille Beach or St. Petersburg - Clearwater Beaches.

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 - Clearwater Beaches.

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

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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.