Hotels in Windward
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Where to stay in Windward?
8.8 out of 10, Excellent, (584)
8.8/10
Excellent
(584)
The price is $125
$125
$140 total
includes taxes & fees
Dec 21 - Dec 22
7.2 out of 10, Good, (260)
7.2/10
Good
(260)
The price is $98
$98
$110 total
includes taxes & fees
Dec 20 - Dec 21
7.8 out of 10, Good, (863)
7.8/10
Good
(863)
The price is $114
$114
$133 total
includes taxes & fees
Dec 20 - Dec 21
6.2 out of 10, (442)
6.2/10
(442)
The price is $98
$98
$110 total
includes taxes & fees
Dec 24 - Dec 25
8.2 out of 10, Very Good, (44)
8.2/10
Very Good
(44)
The price is $79
$79
$88 total
includes taxes & fees
Dec 20 - Dec 21
10.0 out of 10, Exceptional, (14)
10/10
Exceptional
(14)
The price is $101
$101
$563 total
includes taxes & fees
Dec 21 - Dec 22
6.8 out of 10, (35)
6.8/10
(35)
The price is $135
$135
$151 total
includes taxes & fees
Dec 20 - Dec 21
Hampton Inn & Suites North Port
Hampton Inn & Suites North Port2.5 star property
20.9 km from Windward
9.4 out of 10, Exceptional, (605)
9.4/10
Exceptional
(605)
The price is $130
$130
$147 total
includes taxes & fees
Dec 22 - Dec 23
Relax in Hot Tub, Walk to Springs: North Port Home
Relax in Hot Tub, Walk to Springs: North Port Home3.0 star property
21.1 km from Windward
The price is $73
$73
$224 total
includes taxes & fees
Dec 21 - Dec 22
Americas Best Value Inn & Suites North Port
Americas Best Value Inn & Suites North Port2.5 star property
20.8 km from Windward
4.6 out of 10, (432)
4.6/10
(432)
The price is $68
$68
$77 total
includes taxes & fees
Dec 20 - Dec 21
6.6 out of 10, (395)
6.6/10
(395)
The price is $90
$90
$102 total
includes taxes & fees
Dec 22 - Dec 23
Days Inn by Wyndham Port Charlotte/Punta Gorda
Days Inn by Wyndham Port Charlotte/Punta Gorda3.0 star property
22.5 km from Windward
7.8 out of 10, Good, (1003)
7.8/10
Good
(1003)
The price is $81
$81
$91 total
includes taxes & fees
Dec 28 - Dec 29
Spacious Family Retreat Port Charlotte
Spacious Family Retreat Port Charlotte2.0 star property
22 km from Windward
The price is $148
$148
$306 total
includes taxes & fees
Dec 20 - Dec 21
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda2.5 star property
24 km from Windward
7.2 out of 10, Good, (1000)
7.2/10
Good
(1000)
The price is $72
$72
$81 total
includes taxes & fees
Dec 21 - Dec 22
The Suites at Fishermen’s Village- 2 Bedroom Suites
The Suites at Fishermen’s Village- 2 Bedroom Suites3.0 star property
23.7 km from Windward
9.8 out of 10, Exceptional, (1048)
9.8/10
Exceptional
(1048)
The price is $210
$210
$235 total
includes taxes & fees
Dec 22 - Dec 23
Four Points by Sheraton Punta Gorda Harborside
Four Points by Sheraton Punta Gorda Harborside3.5 star property
25.2 km from Windward
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
The price is $116
$116
$143 total
includes taxes & fees
Dec 28 - Dec 29
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton4.0 star property
24.8 km from Windward
9.2 out of 10, Wonderful, (1667)
9.2/10
Wonderful
(1667)
The price is $143
$143
$204 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Wyvern Hotel, an Ascend Collection Hotel
Wyvern Hotel, an Ascend Collection Hotel4.0 star property
25.3 km from Windward
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
The price is $139
$139
$155 total
includes taxes & fees
Dec 29 - Dec 30
The price is $405
$405
$1,004 total
includes taxes & fees
Jan 9 - Jan 10, 2026
5.8 out of 10, (426)
5.8/10
(426)
The price is $100
$100
$112 total
includes taxes & fees
Dec 20 - Dec 21
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.
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.
Check out reviews of Windward hotels guests love
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
10/10 Excellent
"Clean and comfortable accommodations. Great staff! "
SpringHill Suites by Marriott Punta Gorda Harborside
10/10 Excellent
"Everything was clean and easy stay. Front desk staff were friendly and accommodating."
Motel 6 Venice, FL
10/10 Excellent
"The person running the check-in counter was very kind and helpful to us. "
The Suites at Fishermen’s Village- 2 Bedroom Suites
10/10 Excellent
"Great room. Very clean and spacious. "
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda
10/10 Excellent
"clean room, staff"
Hampton Inn & Suites North Port
10/10 Excellent
"Everyone I encountered was very friendly, from the front desk to the breakfast lady!!!!"
Country Inn & Suites by Radisson, Port Charlotte, FL
10/10 Excellent
"Nothing to complain or brag about "
Baymont by Wyndham Punta Gorda/Port Charlotte
10/10 Excellent
"Comfortable beds and pillows. Quiet"
Best Western Plus Ambassador Suites Venice
10/10 Excellent
"Staff was incredibly helpful! Huge room!"
Find out more about Windward