When is the best time to go to Windsor Park?

The best time to visit Windsor Park, Florida, is typically from late autumn to late spring, specifically November through April, to enjoy pleasant weather conditions. During these months, the weather is generally mild and comfortable, with lower humidity and less chance of rain compared to the summer. This makes it ideal for outdoor activities like exploring the area's natural beauty or enjoying the local attractions without the intense heat. For those planning an active holiday, perhaps with a focus on golf or watersports, March and April are particularly good.

Can I cancel my hotel reservation on Expedia?

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel’s cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our ‘Fully refundable property’ filter during your search to find the right Windsor Park hotel for you.

How can I save on a hotel booking in Windsor Park with Expedia?

One Key™ —Expedia’s free travel rewards program—gives you instant access to discounts with Member Prices on Windsor Park hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Windsor Park?

Hotel prices in Windsor Park often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by ‘Price: low to high’ for our cheapest rates.

Windsor Park Hotels: Cheap Accommodation in Windsor Park

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Our top choices for Windsor Park hotels

A hotel with a central courtyard, palm trees, and a well-lit entrance.

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

3.2 km from Windsor Park

Mike

includes taxes & fees

30 Nov - 1 Dec

A waterfront hotel with a covered walkway and a view of the sunset over the water.

2. Best Western Plus Yacht Harbor Inn

3.3 km from Windsor Park

Mary

includes taxes & fees

4 Nov - 5 Nov

A hotel courtyard with palm trees, a pathway, and outdoor seating areas.

3. La Quinta Inn by Wyndham Clearwater Central

4.7 km from Windsor Park

Adriana

includes taxes & fees

24 Nov - 25 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.

4. Comfort Suites Clearwater - Dunedin

Edgewater, 2.9 km from Windsor Park

jeff

includes taxes & fees

29 Nov - 30 Nov

An outdoor patio area with a fire pit, wicker furniture, and umbrellas.

5. Residence Inn by Marriott Clearwater Downtown

Downtown Clearwater, 4.7 km from Windsor Park

William Wayne

includes taxes & fees

15 Nov - 16 Nov

A multi-story hotel with a covered entrance, outdoor seating area, and a staircase leading to the upper levels.

6. The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel

2.9 km from Windsor Park

Leonard

includes taxes & fees

18 Nov - 19 Nov

A spacious lobby with a staircase, seating area, and large windows.

7. Clarion Inn & Suites Central Clearwater Beach

5 km from Windsor Park

David

includes taxes & fees

15 Nov - 16 Nov

A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.

8. Hampton Inn & Suites Tampa Northwest/Oldsmar

11.6 km from Windsor Park

Laura

includes taxes & fees

29 Nov - 30 Nov

A landscaped garden with a pond, palm trees, and a stone bridge.

9. Courtyard by Marriott Tampa Oldsmar

11.5 km from Windsor Park

Darrell

includes taxes & fees

29 Nov - 30 Nov

A reception area with a Days Inn sign, a reception desk, a computer, a seating area with chairs and a table, and framed pictures on the wall.

10. Days Inn by Wyndham Clearwater/Gulf to Bay

6.2 km from Windsor Park

Pamela

includes taxes & fees

16 Nov - 17 Nov

11. Holiday Inn Express Hotel & Suites Clearwater/Us 19 N by IHG

5.1 km from Windsor Park

Luis

includes taxes & fees

22 Nov - 23 Nov

A modern bathroom with a toilet, sink, and mirror. There is a framed artwork on the wall and a shelf with toiletries.

12. Hilton Garden Inn Tampa Northwest/Oldsmar

11.7 km from Windsor Park

Scott

includes taxes & fees

8 Nov - 9 Nov

An outdoor seating area with a fire feature, green chairs, and a covered patio.

13. Home2 Suites by Hilton Largo

11.2 km from Windsor Park

Dan

includes taxes & fees

29 Nov - 30 Nov

14. Fairfield Inn & Suites by Marriott Clearwater Beach

6 km from Windsor Park

Michael

includes taxes & fees

1 Dec - 2 Dec

A hotel room with two beds, a nightstand, a lamp, and artwork on the walls.

15. Sleep Inn Clearwater - St Petersburg

Feather Sound, 13.6 km from Windsor Park

thomas

includes taxes & fees

29 Nov - 30 Nov

A modern hotel with a pool, located near a coastal road with palm trees.

16. The J Hotel Dunedin near Honeymoon Island State Park, an Ascend Collection Hotel

6.3 km from Windsor Park

Richard

includes taxes & fees

29 Nov - 30 Nov

A hotel entrance with a covered parking area, a sign indicating handicap accessibility, and a vehicle parked in the lot.

17. Comfort Inn & Suites St. Pete - Clearwater International Airport

13.7 km from Windsor Park

Tre'Vareiez

includes taxes & fees

3 Nov - 4 Nov

An outdoor seating area with fire pits and lounge chairs, a stone wall, and a view of the interior through large windows.

18. Home2 Suites By Hilton Clearwater St. Petersburg Ulmerton Rd

13.1 km from Windsor Park

Juana Beatriz Martinez

includes taxes & fees

22 Nov - 23 Nov

A patio with tables and chairs, palm trees, and a view of the ocean.

19. Safety Harbor Resort & Spa Trademark Collection by Wyndham

7.7 km from Windsor Park

Maria-Elena

includes taxes & fees

16 Nov - 17 Nov

A modern hotel lobby with wooden and upholstered seating, a large table, and contemporary lighting fixtures.

20. Hampton Inn & Suites Clearwater/St. Petersburg-Ulmerton Road, FL

13.6 km from Windsor Park

Martin

includes taxes & fees

24 Nov - 25 Nov

View all properties

Compare popular hotels in Windsor Park

Property	Property class	Guest rating
Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG	2.5 star property	9.4 Exceptional 1,002 reviews	View
Residence Inn by Marriott Clearwater Downtown	3.0 star property	9.4 Exceptional 1,009 reviews	View
The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel	2.5 star property	9.4 Exceptional 348 reviews	View
La Quinta Inn by Wyndham Clearwater Central	3.0 star property	9.0 Wonderful 1,905 reviews	View
Best Western Plus Yacht Harbor Inn	2.5 star property	8.8 Excellent 1,004 reviews	View

Our guide on where to stay in Windsor Park

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

A museum with columns, a banner, and a staircase.

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.

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A sandy beach with dunes and a clear sky.

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.

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A wooden boardwalk leading to the ocean, surrounded by greenery.

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.

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A red lifeguard tower on a sandy beach with a clear blue sky.

Sand Key

If you're spending some time in Sand Key, Belleair Beach and Sand Key Park are top sights worth seeing.

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A sunset over the ocean with a person paddleboarding and a floating structure.

Sunshine Beach

While visiting Sunshine Beach, you might make a stop by sights like St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island.

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Top Windsor Park Hotel Reviews

Recent Reviews in Windsor Park

Shephard's Beach Resort

10/10 Excellent

"Stayed 3 nights for a wedding. Very clean rooms and bed was very comfortable. Depending on room location it may be noisy from the DJ/ band. Beach was very clean and soft beautiful sand and shells. Staff were very friendly and attentive, seemed to enjoy their work. Breakfast at the Cove restaurant was really good. Would come here again."

Gulfview Hotel on the Beach

8/10 Good

"The hotel is in an excellent location. You can walk to all the bars and restaurants. You need to bring your own beach chairs and towels or you can purchase them at a store on the street.Small beach at the Gulf View Hotel. You can also rent chairs and umbrellas immediately next door at Sheppards Resort."

Windsor Park Hotels, St. Petersburg - Clearwater

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Windsor Park hotels

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

2. Best Western Plus Yacht Harbor Inn

3. La Quinta Inn by Wyndham Clearwater Central

4. Comfort Suites Clearwater - Dunedin

5. Residence Inn by Marriott Clearwater Downtown

6. The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel

7. Clarion Inn & Suites Central Clearwater Beach

8. Hampton Inn & Suites Tampa Northwest/Oldsmar

9. Courtyard by Marriott Tampa Oldsmar

10. Days Inn by Wyndham Clearwater/Gulf to Bay

11. Holiday Inn Express Hotel & Suites Clearwater/Us 19 N by IHG

12. Hilton Garden Inn Tampa Northwest/Oldsmar

13. Home2 Suites by Hilton Largo

14. Fairfield Inn & Suites by Marriott Clearwater Beach

15. Sleep Inn Clearwater - St Petersburg

16. The J Hotel Dunedin near Honeymoon Island State Park, an Ascend Collection Hotel

17. Comfort Inn & Suites St. Pete - Clearwater International Airport

18. Home2 Suites By Hilton Clearwater St. Petersburg Ulmerton Rd

19. Safety Harbor Resort & Spa Trademark Collection by Wyndham

20. Hampton Inn & Suites Clearwater/St. Petersburg-Ulmerton Road, FL

Compare popular hotels in Windsor Park

Our guide on where to stay in Windsor Park

Downtown St. Petersburg

Pass-a-Grille

Sunset Beach

Sand Key

Sunshine Beach

Top Windsor Park Hotel Reviews

Recent Reviews in Windsor Park

Shephard's Beach Resort

Frequently asked questions

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