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Hotels in Windward, Placida

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Check prices for these dates

This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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Our top choices for Windward hotels

A hotel room with a large bed, two bedside lamps, a nightstand, a mirror, and a curtain.

1. Sun Coast Inn

Sun Coast Inn
2.5 star property
9 km from Windward
8.0 out of 10, Very good, (1,004 reviews)
"VERY NICE PLACE."
United States
John
The price is CA $97
CA $114 total
includes taxes & fees
Oct 21 - Oct 22
Sun Coast Inn
A modern kitchen with grey cabinets, a black refrigerator, and a white countertop.

2. Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
8.5 km from Windward
7.8 out of 10, Good, (116 reviews)
"The property is exceptionally clean and well maintained for the price. The staff that I made contact with were very friendly. I'll stay their again without a doubt."
United States
DANIEL
The price is CA $90
CA $101 total
includes taxes & fees
Oct 21 - Oct 22
Englewood Inn & Suites
A spacious indoor area with a central table and chairs, surrounded by potted plants and a tiled floor.

3. Boca Grande Hotel

Boca Grande Hotel
2.5 star property
6.9 km from Windward
8.8 out of 10, Excellent, (671 reviews)
"Loved our stay!"
United States
Ayse
The price is CA $176
CA $198 total
includes taxes & fees
Oct 21 - Oct 22
Boca Grande Hotel
A reception area with a counter, seating, and a view of the outside.

4. Lemon Bay Motel

Lemon Bay Motel
2.0 star property
9.8 km from Windward
8.4 out of 10, Very good, (150 reviews)
"Staff was nice, Rooms were clean Great stay"
United States
Alexander
The price is CA $79
CA $88 total
includes taxes & fees
Oct 24 - Oct 25
Lemon Bay Motel
A compact kitchen with white cabinets, a microwave, stove, and a glass dining table with chairs.

5. Grove City Motel

Grove City Motel
3.5 star property
7.2 km from Windward
7.2 out of 10, Good, (315 reviews)
"Great trip by the way"
United States
Christian
The price is CA $109
CA $122 total
includes taxes & fees
Nov 20 - Nov 21
Grove City Motel
A compact utility room with a white refrigerator, a blue inflatable ring, and a broom leaning against the wall.

6. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
3.1 km from Windward
The price is CA $132
CA $513 total
includes taxes & fees
Oct 21 - Oct 22
Dreams Away - Sleeps 10 Pool Golf Fun
An outdoor patio with grey sofas, a glass-top table, and a fire feature.

7. Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
20.9 km from Windward
9.4 out of 10, Exceptional, (778 reviews)
"Great experience very nice hotel"
United States
Diana
The price is CA $185
CA $209 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites North Port
A hotel lobby with a reception desk, two patterned armchairs, a sofa, a coffee table, and a TV screen.

8. Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
28.9 km from Windward
9.0 out of 10, Wonderful, (1,000 reviews)
"nice place to stay. clean and good breakfast"
United States
Abraham
The price is CA $110
CA $125 total
includes taxes & fees
Oct 26 - Oct 27
Best Western Plus Ambassador Suites Venice
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

9. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
9.4 km from Windward
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is CA $204
CA $863 total
includes taxes & fees
Oct 26 - Oct 27
Chadwick Cove Resort & Marina
A bedroom with a bed, bedside tables, a ceiling fan, and artwork on the wall.

10. The Palmetto Inn

The Palmetto Inn
3.0 star property
12.9 km from Windward
8.2 out of 10, Very good, (128 reviews)
"Great service and great place. Live the hot plate to cook on!!"
United States
Lindsay
The price is CA $171
CA $191 total
includes taxes & fees
Oct 21 - Oct 22
The Palmetto Inn
A spacious living area with a curved sofa, a glass coffee table, and a flat-screen TV.

11. Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 star property
28.5 km from Windward
8.6 out of 10, Excellent, (1,243 reviews)
"Great place to stay."
United States
Troy
The price is CA $97
CA $108 total
includes taxes & fees
Oct 23 - Oct 24
Baymont by Wyndham Punta Gorda/Port Charlotte
A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.

12. Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG
2.5 star property
28.5 km from Windward
9.4 out of 10, Exceptional, (1,004 reviews)
"Check-in was great along with a clean room and the best breakfast"
United States
Jim
The price is CA $148
CA $166 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express & Suites Punta Gorda by IHG
A hotel room with two beds, a desk, a chair, and a large beach-themed painting on the wall.

13. Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda
3.0 star property
22.5 km from Windward
7.8 out of 10, Good, (1,000 reviews)
"Pleasant 5 day stay, close to beaches and commerce."
United States
Christina
The price is CA $103
CA $115 total
includes taxes & fees
Oct 27 - Oct 28
Days Inn by Wyndham Port Charlotte/Punta Gorda
A bar area with seating and a counter.

14. Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel
4.0 star property
25.3 km from Windward
9.0 out of 10, Wonderful, (1,007 reviews)
"Nice room, great location and the rooftop bar and restaurant were very nice!"
United States
Jeffrey
The price is CA $173
CA $194 total
includes taxes & fees
Nov 18 - Nov 19
Wyvern Hotel, an Ascend Collection Hotel
Room

15. Extended Stay America Premier Suites Port Charlotte I75

Extended Stay America Premier Suites Port Charlotte I75
2.5 star property
29.2 km from Windward
8.4 out of 10, Very good, (513 reviews)
"Clean. Close to walking distance to store food. Awesome staff."
United States
Kelly
The price is CA $89
CA $100 total
includes taxes & fees
Oct 21 - Oct 22
Extended Stay America Premier Suites Port Charlotte I75
A beachfront walkway with palm trees wrapped in lights, a thatched-roof structure, and a wooden fence.

16. Four Points by Sheraton Punta Gorda Harborside

Four Points by Sheraton Punta Gorda Harborside
3.5 star property
25.2 km from Windward
8.8 out of 10, Excellent, (1,000 reviews)
"We loved our short stay! Friendly staff, the pool was great, and we loved TTs tiki bar. Great location in Punta Gorda"
United States
Tricia
The price is CA $183
CA $223 total
includes taxes & fees
Oct 28 - Oct 29
Four Points by Sheraton Punta Gorda Harborside
A rocky beach with large boulders in the foreground and a clear blue sky.

17. Fairfield Inn & Suites by Marriott Venice

Fairfield Inn & Suites by Marriott Venice
3.0 star property
28.8 km from Windward
9.2 out of 10, Wonderful, (1,001 reviews)
"Pleasant Stay"
United States
Jeffrey
The price is CA $132
CA $149 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Venice
A modern hotel lobby with wooden furniture, a central bar area, and large windows offering a view of palm trees.

18. SpringHill Suites by Marriott Punta Gorda Harborside

SpringHill Suites by Marriott Punta Gorda Harborside
3.0 star property
25.2 km from Windward
9.6 out of 10, Exceptional, (913 reviews)
"Springhill suites was a great place I stayed a week and enjoyed it very much clean rooms great staff incredible breakfast parking can be a small challenge if area is busy all in all great place."
United States
John
The price is CA $196
CA $220 total
includes taxes & fees
Oct 25 - Oct 26
SpringHill Suites by Marriott Punta Gorda Harborside
A hotel room with a bed, a sofa, a coffee table, and wall art.

19. Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda
2.5 star property
29.6 km from Windward
8.4 out of 10, Very good, (1,005 reviews)
"We only stayed for one night, but the property was clean, the room was comfortable and clean, and breakfast in the morning is always good!"
United States
Brenda
The price is CA $104
CA $117 total
includes taxes & fees
Nov 15 - Nov 16
Sleep Inn & Suites Port Charlotte - Punta Gorda
A beach with a thatched-roof structure, palm trees, and a view of the sea.

20. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
23.7 km from Windward
9.8 out of 10, Exceptional, (1,349 reviews)
"Stay here every time I visit Florida. Highly recommend"
United States
Dawn
The price is CA $262
CA $293 total
includes taxes & fees
Oct 30 - Oct 31
The Suites at Fishermen’s Village
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 Windward

Find the best Windward areas and neighborhoods for the activities you enjoy most.
A beach with waves, a sandy shore, and a dense green forest.

Palm Island

While visiting Palm Island, you might make a stop by sights like Lemon Bay and Don Pedro Island Beach.
A coastal scene with a lighthouse, sandy beach, calm water, and a cloudy sky.

Cape Haze

Travelers like the parks in Cape Haze, and Don Pedro Island State Park is a top attraction you might want to visit.
A wooden bridge over a calm river, surrounded by lush greenery and trees.

Rotonda Sands

If you're looking for some top things to see and do in Rotonda Sands and surrounding area, you can visit Don Pedro Island State Park and Little Gasparilla Island Beach.

Placida Bay

Though Placida Bay might not have many top sights, you can venture to the surrounding area to see attractions like Little Gasparilla Island Beach and Don Pedro Island State Park.

Coral Creek

Though Coral Creek might not have many top sights, you can venture to the surrounding area to see attractions like Gasparilla Marina and Little Gasparilla Island Beach.

Top Windward Hotel Reviews

Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

10/10 Excellent
"Hotel was very clean ! Breakfast was served ! Staff was very helpful!"
Anthony Lee 3-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Port Charlotte, FL

Frequently asked questions

When is the best time to go to Windward?
The best time to go to Windward is during the dry season, which runs from November to April.

This period offers consistently pleasant weather with lower humidity and very little rain, making it ideal for enjoying all the outdoor activities Windward has to offer. Temperatures are comfortably warm, typically ranging from 20°C to 28°C, great for beach days or exploring the nature trails.

Families often find the Christmas and Easter school holidays within this period particularly convenient. While these times can be a bit busier, the excellent weather ensures a smooth and enjoyable holiday for everyone, with plenty of sunshine for water sports and theme park visits.

Couples looking for a romantic getaway will appreciate the slightly quieter periods just outside the peak holidays, such as early December or late April.
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 24-48 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 Windward hotel for you.
How much is the nightly rate at a Windward hotel?
Hotel prices in Windward 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.

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