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Check prices for these dates

Tonight
13 Apr - 14 Apr
Tomorrow
14 Apr - 15 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 Apr

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Our top choices for Windward hotels

Lobby

Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 star property
17.7 mi from Windward
8.4 out of 10, Very good, (1,213 reviews)
"Closeness to the airport made for a restful stay. "
United States
Laura
The price is £82
includes taxes & fees
14 Apr - 15 Apr
Baymont by Wyndham Punta Gorda/Port Charlotte
Deluxe Studio Suite, 1 King Bed, Non Smoking, Kitchenette | Private kitchen | Fridge, microwave, coffee/tea maker

Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
5.3 mi from Windward
7.2 out of 10, Good, (43 reviews)
"Nice place to stay"
United States
Joy
The price is £92
includes taxes & fees
14 Apr - 15 Apr
Englewood Inn & Suites
Exterior

American Inn Punta Gorda

American Inn Punta Gorda
2.5 star property
16.9 mi from Windward
7.6 out of 10, Good, (456 reviews)
"Located close to airport. Adequate for one night stay."
United States
Karen
The price is £66
includes taxes & fees
14 Apr - 15 Apr
American Inn Punta Gorda
Property entrance

Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG
2.5 star property
17.7 mi from Windward
9.4 out of 10, Exceptional, (1,002 reviews)
"Clean room, friendly staff and convenient location."
United States
Charles
The price is £92
includes taxes & fees
3 May - 4 May
Holiday Inn Express & Suites Punta Gorda by IHG
2 outdoor pools, open 8:00 AM to 8:30 PM, pool cabanas (surcharge)

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
4.0 star property
15.4 mi from Windward
9.2 out of 10, Wonderful, (2,404 reviews)
"Great resort. "
United States
edward
The price is £175
includes taxes & fees
10 May - 11 May
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Property grounds

Boca Grande Hotel

Boca Grande Hotel
2.5 star property
4.3 mi from Windward
8.8 out of 10, Excellent, (621 reviews)
"Always love staying here. Great staff"
United States
Dave
The price is £121
includes taxes & fees
19 Apr - 20 Apr
Boca Grande Hotel
Reception

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
18 mi from Windward
9.0 out of 10, Wonderful, (1,005 reviews)
"Convenient location, helpful staff, nearby dining options."
United States
Ann
The price is £77
includes taxes & fees
26 Apr - 27 Apr
Best Western Plus Ambassador Suites Venice
Family House, 4 Bedrooms, Lanai, Canal View | Iron/ironing board, free WiFi

Port Charlotte Waterfront Home

Port Charlotte Waterfront Home
2.5 star property
14.5 mi from Windward
The price is £306
includes taxes & fees
18 Apr - 19 Apr
Port Charlotte Waterfront Home
Reception

Lemon Bay Motel

Lemon Bay Motel
2.0 star property
6.1 mi from Windward
8.2 out of 10, Very good, (98 reviews)
"Had a nice stayover at Lemon Bay motel. The room was very clean and comfortable and check in was fast and friendly. ."
United States
Lorraine
The price is £67
includes taxes & fees
1 May - 2 May
Lemon Bay Motel
Terrace/patio

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
13 mi from Windward
9.4 out of 10, Exceptional, (659 reviews)
"Good hotel"
Canada
Vasyl
The price is £106
includes taxes & fees
3 May - 4 May
Hampton Inn & Suites North Port
Courtyard

Island Sun Inn & Suites - Historic Venice & Beach Getaway

Island Sun Inn & Suites - Historic Venice & Beach Getaway
2.0 star property
18.2 mi from Windward
7.6 out of 10, Good, (1,006 reviews)
"Clean rooms - good price - good location "
United States
Thomas
The price is £70
includes taxes & fees
15 Apr - 16 Apr
Island Sun Inn & Suites - Historic Venice & Beach Getaway
Village Beach & Harbor Suite | Balcony view

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
14.7 mi from Windward
9.8 out of 10, Exceptional, (1,162 reviews)
"Clean place Staff was friendly Place was fun "
United States
LaRae
The price is £190
includes taxes & fees
26 Apr - 27 Apr
The Suites at Fishermen’s Village- 2 Bedroom Suites
Front of property – evening/night

Budget Inn - Punta Gorda

Budget Inn - Punta Gorda
2.0 star property
15.7 mi from Windward
6.0 out of 10, (145 reviews)
"The location is good. The price is good. You get what you pay for. I would stay there again ."
United States
Stephen
The price is £53
includes taxes & fees
19 Apr - 20 Apr
Budget Inn - Punta Gorda
Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board

Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda
2.5 star property
18.4 mi from Windward
8.2 out of 10, Very good, (1,007 reviews)
"Great stay."
United States
Paul
The price is £63
includes taxes & fees
3 May - 4 May
Sleep Inn & Suites Port Charlotte - Punta Gorda
Exterior

Holiday Inn Express Venice by IHG

Holiday Inn Express Venice by IHG
2.5 star property
17.9 mi from Windward
8.0 out of 10, Very good, (1,002 reviews)
"Tanya the manager was very nice and did her job well! Hotel dated but was clean and we only stayed a night. "
United States
Theresa
The price is £86
includes taxes & fees
3 May - 4 May
Holiday Inn Express Venice by IHG
Executive Room, 2 Queen Beds, Non Smoking | 1 bedroom, in-room safe, individually decorated, individually furnished

Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda
3.0 star property
14 mi from Windward
7.8 out of 10, Good, (1,015 reviews)
"Nice place close to restaurants and shopping centers."
United States
Gilfredo
The price is £61
includes taxes & fees
3 May - 4 May
Days Inn by Wyndham Port Charlotte/Punta Gorda
Reception

Fairfield Inn & Suites by Marriott Venice

Fairfield Inn & Suites by Marriott Venice
3.0 star property
17.9 mi from Windward
9.2 out of 10, Wonderful, (1,003 reviews)
"Very nice staff at both the check in and the breakfast. "
United States
Kevin
The price is £94
includes taxes & fees
14 May - 15 May
Fairfield Inn & Suites by Marriott Venice
Free daily buffet breakfast

SpringHill Suites by Marriott Punta Gorda Harborside

SpringHill Suites by Marriott Punta Gorda Harborside
3.0 star property
15.6 mi from Windward
9.6 out of 10, Exceptional, (824 reviews)
"Awesome hotel . Staff is nice . Hotel was very clean "
United States
Arthur
The price is £102
includes taxes & fees
3 May - 4 May
SpringHill Suites by Marriott Punta Gorda Harborside
Free WiFi, bed sheets

Motel 6 Venice, FL

Motel 6 Venice, FL
2.0 star property
18.8 mi from Windward
8.2 out of 10, Very good, (505 reviews)
"Great location "
United States
Joe
The price is £74
includes taxes & fees
19 Apr - 20 Apr
Motel 6 Venice, FL
Deluxe Suite, 1 King Bed with Sofa bed | Premium bedding, desk, free WiFi, bed sheets

Sun Coast Inn

Sun Coast Inn
2.5 star property
5.6 mi from Windward
8.0 out of 10, Very good, (935 reviews)
"It's a good deal for the area. I appreciated the covered parking and the location. "
United States
kristine
The price is £77
includes taxes & fees
1 May - 2 May
Sun Coast Inn
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 for the activities you enjoy most.
Famous lighthouse on ocean shore and expensive residential houses in island small town Boca Grande on Gasparilla Island in southwest Florida

Palm Island

If you're spending some time in Palm Island, Don Pedro Island Beach and Lemon Bay are top sights worth seeing.

Cape Haze

Travellers like the parks in Cape Haze, and Don Pedro Island State Park is a top attraction you might want to visit.

Pier on Cape haze pioneer bike trail

Rotonda Sands

While there might not be top attractions in Rotonda Sands, you can explore the larger area and discover places like Don Pedro Island State Park and Little Gasparilla Island Beach.

Placida Bay

While there might not be top attractions in Placida Bay, you can explore the larger area and discover places like Little Gasparilla Island Beach and Don Pedro Island State Park.

Coral Creek

When in Coral Creek, you can plan a visit to Gasparilla Marina and Little Gasparilla Island Beach, some noteworthy sights in the nearby area.

Top Windward Hotel Reviews

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

8/10 Good
"Nice hotel, lots of amenities! Loved that they offered yoga classes. Not very impressed with the customer service. "
Jessica 5-night trip
Posted 1 hour ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

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?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windward.
How can I save on a Windward hotel booking with Expedia?
Members always get our best prices. Find our best Windward hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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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