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Hotels in Windward, Placida

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Check prices for these dates

This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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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, (1,000 reviews)
The price is CA $98
CA $115 total
includes taxes & fees
Oct 29 - Oct 30
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, (114 reviews)
The price is CA $96
CA $108 total
includes taxes & fees
Oct 14 - Oct 15
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 $179
CA $200 total
includes taxes & fees
Oct 14 - Oct 15
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 $85
CA $95 total
includes taxes & fees
Oct 30 - Oct 31
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 $100
CA $112 total
includes taxes & fees
Oct 14 - Oct 15
Grove City Motel
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a view of a pool through a glass door.

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 $195
CA $594 total
includes taxes & fees
Oct 27 - Oct 28
Dreams Away - Sleeps 10 Pool Golf Fun
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

7. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
9.4 km from Windward
8.8 out of 10, Excellent, (30 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 $207
CA $874 total
includes taxes & fees
Oct 20 - Oct 21
Chadwick Cove Resort & Marina
A bedroom with a bed, bedside tables, a ceiling fan, and artwork on the wall.

8. 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 $178
CA $199 total
includes taxes & fees
Oct 19 - Oct 20
The Palmetto Inn
A hotel lobby with a reception desk, two patterned armchairs, a sofa, a coffee table, and a TV screen.

9. 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)
"Great breakfast and very nice staff"
United States
Nicholas
The price is CA $112
CA $126 total
includes taxes & fees
Oct 29 - Oct 30
Best Western Plus Ambassador Suites Venice
An outdoor patio with grey sofas, a glass-top table, and a fire feature.

10. 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, (776 reviews)
"Great experience very nice hotel"
United States
Diana
The price is CA $187
CA $211 total
includes taxes & fees
Oct 29 - Oct 30
Hampton Inn & Suites North Port
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, (1,242 reviews)
"Great place to stay."
United States
Troy
The price is CA $98
CA $110 total
includes taxes & fees
Oct 23 - Oct 24
Baymont by Wyndham Punta Gorda/Port Charlotte
A hotel room with two beds, a desk, a chair, and a large beach-themed painting on the wall.

12. 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, (1,002 reviews)
"Pleasant 5 day stay, close to beaches and commerce."
United States
Christina
The price is CA $104
CA $117 total
includes taxes & fees
Nov 4 - Nov 5
Days Inn by Wyndham Port Charlotte/Punta Gorda
A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.

13. 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, (1,005 reviews)
"Nice place to stay and easy to find when traveling."
United States
Virginia
The price is CA $144
CA $162 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Punta Gorda by IHG
A rocky beach with large boulders in the foreground and a clear blue sky.

14. 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, (1,003 reviews)
"Super clean rooms and soft towels great breakfast plenty food and selection Very happy to stop here coming back again next week"
United States
Maritza
The price is CA $139
CA $157 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Venice
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, (511 reviews)
"An excellent place to stay and relax."
United States
Juan A
The price is CA $90
CA $101 total
includes taxes & fees
Oct 14 - Oct 15
Extended Stay America Premier Suites Port Charlotte I75
A beach with a thatched-roof structure, palm trees, and a view of the sea.

16. 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, (1,344 reviews)
"Stay here every time I visit Florida. Highly recommend"
United States
Dawn
The price is CA $245
CA $274 total
includes taxes & fees
Oct 25 - Oct 26
The Suites at Fishermen’s Village
A bar area with seating and a counter.

17. 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)
"Very clean, centrally located, great staff! A must stay."
United States
April
The price is CA $175
CA $196 total
includes taxes & fees
Nov 11 - Nov 12
Wyvern Hotel, an Ascend Collection Hotel
A beachfront walkway with palm trees wrapped in lights, a thatched-roof structure, and a wooden fence.

18. 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, (1,001 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 $185
CA $225 total
includes taxes & fees
Nov 10 - Nov 11
Four Points by Sheraton Punta Gorda Harborside
A hotel room with two beds, each with white bedding and a leaf-patterned throw.

19. Red Roof Inn Port Charlotte - Punta Gorda

Red Roof Inn Port Charlotte - Punta Gorda
2.5 star property
24 km from Windward
7.2 out of 10, Good, (1,003 reviews)
"We stay here because it is really close to where my son lives. It is clean, the staff is friendly and bed is comfortable."
United States
Robert
The price is CA $91
CA $102 total
includes taxes & fees
Oct 31 - Nov 1
Red Roof Inn Port Charlotte - Punta Gorda
A spacious lobby with a seating area, a staircase, and a fireplace.

20. Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL
2.5 star property
29.5 km from Windward
8.4 out of 10, Very good, (1,274 reviews)
The price is CA $102
CA $114 total
includes taxes & fees
Nov 2 - Nov 3
Country Inn & Suites by Radisson, Port Charlotte, FL
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

Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte

8/10 Good
"Room itself was clean. Shower needed some attention"
Henry 1-night trip
Posted 1 hour ago
Baymont by Wyndham Punta Gorda/Port Charlotte

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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