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Our top choices for Windward hotels

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, (1001)
"Very clean, staff was friendly! Just a great stay all together"
United States
Nicole
The price is NT$3,470
NT$3,887 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Punta Gorda by IHG

Comfort Inn & Suites

Comfort Inn & Suites
2.5 star property
29.5 km from Windward
8.4 out of 10, Very Good, (1002)
"Great stuff at check in, very clean room, nice amenities! "
United States
Anca
The price is NT$2,784
NT$3,118 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Inn & Suites

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
2.0 star property
29.3 km from Windward
7.6 out of 10, Good, (1001)
"Price, clean and friendly!"
United States
Karen
The price is NT$1,716
NT$2,025 total
includes taxes & fees
Dec 14 - Dec 15
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Boca Grande Hotel

Boca Grande Hotel
2.5 star property
6.9 km from Windward
8.8 out of 10, Excellent, (583)
"This place was awesome!"
United States
Dharyl
The price is NT$4,211
NT$4,717 total
includes taxes & fees
Dec 15 - Dec 16
Boca Grande Hotel

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
23.7 km from Windward
9.8 out of 10, Exceptional, (1044)
"Clean room, beautiful area, excellent staff"
United States
Crystal
The price is NT$5,382
NT$6,028 total
includes taxes & fees
Dec 14 - Dec 15
The Suites at Fishermen’s Village- 2 Bedroom Suites

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, (1002)
"Excellent breakfast, free parking."
United States
SHPENDI
The price is NT$3,252
NT$3,675 total
includes taxes & fees
Dec 22 - Dec 23
Best Western Plus Ambassador Suites Venice

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel
4.0 star property
25.3 km from Windward
8.8 out of 10, Excellent, (1002)
"Beautiful room! Had a lovely stay I highly recommend the Wyvern. "
United States
Kathy
The price is NT$3,823
NT$4,282 total
includes taxes & fees
Dec 17 - Dec 18
Wyvern Hotel, an Ascend Collection Hotel

Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda
2.5 star property
29.6 km from Windward
8.2 out of 10, Very Good, (1002)
"Clean rooms, great breakfast, nice staff!"
United States
Mary
The price is NT$2,581
NT$2,890 total
includes taxes & fees
Dec 17 - Dec 18
Sleep Inn & Suites Port Charlotte - Punta Gorda

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
7.8 out of 10, Good, (1148)
"Excellent"
United States
Mayte
The price is NT$2,325
NT$2,604 total
includes taxes & fees
Dec 21 - Dec 22
Country Inn & Suites by Radisson, Port Charlotte, FL

Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 star property
28.5 km from Windward
8.4 out of 10, Very Good, (1128)
"Great stay "
United States
Mary
The price is NT$2,499
NT$2,799 total
includes taxes & fees
Dec 13 - Dec 14
Baymont by Wyndham Punta Gorda/Port Charlotte

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, (1001)
"A+ ... clean, comfortable, great location. "
United States
Gilbert
The price is NT$3,619
NT$4,458 total
includes taxes & fees
Dec 22 - Dec 23
Four Points by Sheraton Punta Gorda Harborside

SpringHill Suites by Marriott Punta Gorda Harborside

SpringHill Suites by Marriott Punta Gorda Harborside
3.0 star property
25.1 km from Windward
9.6 out of 10, Exceptional, (763)
"Great place "
United States
Hugo
The price is NT$4,815
NT$5,392 total
includes taxes & fees
Dec 14 - Dec 15
SpringHill Suites by Marriott Punta Gorda Harborside

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, (599)
"Awesome and friendly staff especially the bartender on duty Nov 12th "
United States
Antoinette
The price is NT$3,968
NT$4,484 total
includes taxes & fees
Dec 18 - Dec 19
Hampton Inn & Suites North Port

Motel 6 Venice, FL

Motel 6 Venice, FL
2.0 star property
30.2 km from Windward
8.4 out of 10, Very Good, (367)
"We enjoyed the service and the room and the staff it was excellent Thank you ☺️ "
United States
Fred
The price is NT$1,825
NT$2,116 total
includes taxes & fees
Dec 15 - Dec 16
Motel 6 Venice, FL

Sunshine Inn & Suites Venice, FL

Sunshine Inn & Suites Venice, FL
2.0 star property
27.1 km from Windward
8.2 out of 10, Very Good, (762)
"Excellent rooms! Great and polite customer service"
United States
Serhii
The price is NT$1,716
NT$2,025 total
includes taxes & fees
Dec 14 - Dec 15
Sunshine Inn & Suites Venice, FL

Sun Coast Inn

Sun Coast Inn
2.5 star property
9 km from Windward
8.0 out of 10, Very Good, (861)
"The room was spotless, and the staff was wonderful."
United States
Maikel
The price is NT$3,193
NT$3,736 total
includes taxes & fees
Dec 13 - Dec 14
Sun Coast Inn

Knights Inn Punta Gorda

Knights Inn Punta Gorda
1.5 star property
28.4 km from Windward
7.2 out of 10, Good, (955)
"Clean, proximity to the airport and price"
United States
Brian
The price is NT$2,340
NT$2,620 total
includes taxes & fees
Dec 13 - Dec 14
Knights Inn Punta Gorda

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda
2.5 star property
24 km from Windward
7.2 out of 10, Good, (1000)
"Everything was great first time staying here & very happy"
United States
Scott
The price is NT$2,340
NT$2,620 total
includes taxes & fees
Dec 20 - Dec 21
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

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
7.6 out of 10, Good, (1000)
"Nice place"
United States
ADAM
The price is NT$2,532
NT$2,836 total
includes taxes & fees
Dec 21 - Dec 22
Days Inn by Wyndham Port Charlotte/Punta Gorda

Island Breeze Inn

Island Breeze Inn
2.0 star property
29.9 km from Windward
6.8 out of 10, (871)
"Great! "
United States
Amy
The price is NT$1,716
NT$2,025 total
includes taxes & fees
Dec 14 - Dec 15
Island Breeze 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.

Where to stay in Windward

Find the best Windward areas and neighborhoods for the activities you enjoy most.

Palm Island

While visiting Palm Island, you might make a stop by sights like Don Pedro Island Beach and Lemon Bay.

Cape Haze

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

Rotonda Sands

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

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

Find out more about Windward

Top reasons to visit Windward

  • Stunning Beaches: Windward boasts beautiful beaches with pristine waters, perfect for sunbathing and relaxation.
  • Outdoor Adventures: Enjoy various outdoor activities in nearby parks and the scenic Windward Islands.
  • Vibrant Arts Scene: Explore local art galleries showcasing unique creations amidst a serene coastal atmosphere.
  • Family-Friendly Atmosphere: Windward offers a welcoming environment, ideal for family outings and adventures.
  • Charming Local Eateries: Discover delightful shops and eateries that enhance the area's relaxed vibe.

Find great hotels near Windward

Windward, Placida offers a variety of hotel accommodations perfect for every traveler. Whether you're seeking a pet-friendly stay, a business-friendly environment, or an adventurous vacation experience, you'll find the right option to suit your needs. Explore top-rated hotels, cozy motels, and comfortable hotel rooms near Windward Vineyard for a memorable getaway in sunny Florida.

  • Days Inn by Wyndham Port Charlotte/Punta Gorda: Emphasizing adventure and comfort, the Days Inn by Wyndham Port Charlotte/Punta Gorda caters to active travelers and those on business trips. Located 22.5km from Windward, this 3-star hotel features a variety of onsite and nearby recreational activities, including personal motor watercraft rentals and snorkeling. The pet-friendly policy allows dogs to join you, making it a great choice for pet owners. Guests can enjoy amenities such as free Wi-Fi, a complimentary breakfast, and a fitness center, ensuring a pleasant and convenient stay.
  • Country Inn & Suites by Radisson, Port Charlotte, FL: Situated 29.0km from Windward, Country Inn & Suites by Radisson offers a blend of business convenience and adventure. This hotel is perfect for travelers seeking thrilling activities like kayaking, surfing, and personal motor watercraft options. Guests can unwind in comfortable rooms featuring modern amenities, and enjoy a complimentary breakfast each morning. With a welcoming atmosphere and attentive staff, this hotel serves as an ideal base for exploring the local area or conducting business.
  • Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda: Located 24.1km from Windward, Microtel Inn & Suites is tailored for business travelers seeking comfort and efficiency. Its modern, well-equipped rooms provide a relaxing environment to unwind after a day of meetings or exploring the nearby attractions. Guests can take advantage of amenities such as free Wi-Fi, a fitness center, and a business center, ensuring all their needs are met during their stay. This hotel is a great choice for those prioritizing convenience and value.

Where to stay near Windward

Windward, Placida, Florida, is a hidden gem for vacationers seeking a family-friendly atmosphere and outdoor adventures. With its stunning waterfront location, visitors can enjoy beach outings and island explorations. Nearby, you'll find charming shops and local eateries that enhance the relaxing vibe of the area. Whether you’re looking for excursions or simply want to bask in the sun, Windward offers a perfect blend of leisure and excitement for an unforgettable getaway.

  • Englewood: Located 12.9km from Windward, Englewood is a charming city known for its beautiful beaches and outdoor activities. Visitors flock here for a taste of the local scenery, with opportunities to explore parks, golf courses, and the stunning coastline. The peak travel times are in February to March and September, making it an ideal spot for those seeking a relaxing beach getaway or an active vacation filled with recreational activities. Local attractions include family-friendly beaches and picturesque bays, ensuring a memorable experience for all visitors.
  • Rotonda West: Just 1.6km away from Windward, Rotonda West is a peaceful city that offers a perfect blend of outdoor recreation and scenic beauty. This area sees an increase in travelers from March to April and September, as visitors come to enjoy the numerous golf courses and resorts. The community is characterized by its serene environment and beautiful beaches, making it a great location for a tranquil escape. Explore the local landmarks, including family beaches and scenic bays, to fully appreciate the natural charm of Rotonda West.
  • Placida: Nestled in the heart of the region, Placida is where Windward is situated and serves as a gateway to a variety of outdoor adventures. With visitor numbers peaking from February to April, this city is popular for its stunning beaches and recreational areas. Whether you're looking to relax at a resort or enjoy a round of golf, Placida has something for everyone. The nearby islands and family-friendly beaches add to its allure, making it an ideal destination for those wanting to experience Florida's natural beauty and outdoor lifestyle.

Things to do near Windward

Windward, Placida, Florida, is a perfect destination for beach and outdoor vacations, offering stunning ocean views and a vibrant arts scene. Visitors can explore local art galleries that showcase unique creations while enjoying the serene coastal atmosphere. Whether you're relaxing on the beach or immersing yourself in the local culture, Windward provides a delightful escape for tourists seeking both relaxation and inspiration.

Shopping

For shopping in Windward, visit Fishermen's Village, a lively mall with entertainment and family vibes, located 24.1km away. The Sun Flea Market, 22.5km away, offers a vibrant public market experience. Don't miss Wigert's Mango Grove & Bonsai Nursery, a unique store 40.2km from Windward.

Recreation

Experience luxury at Oyster Creek Golf Club with pristine greens and a serene atmosphere. For relaxation, Cedar Point Environmental Park offers nature trails perfect for unwinding in a tranquil setting. Meanwhile, Charlotte Sports Park provides an energetic vibe for sports enthusiasts, making it a great spot for fun activities.

Adventure

The North Port Aquatic Center, located 24.1km from Windward, promises thrilling water slides and a fun atmosphere for the whole family. Sun Splash Water Park, 40.2km away, offers endless water adventures and entertainment, making it perfect for a day of excitement and relaxation.

Nightlife

Experience the vibrant nightlife in Windward by catching a show at Lemon Bay Playhouse, just 12.9km away, where romance and culture collide. For family fun, head to Treasure Lanes or Kidstar Park, both 22.5km away, offering thrilling arcade adventures for all ages.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windward

To save money during your visit to Windward, plan your trip between August and October, when prices are lower, and consider staying on a Tuesday for the best hotel rates. Use Expedia’s search tool to compare hotel prices and find deals, including eco-friendly options. Combining your hotel with flights and activities can also yield savings. Utilize public transport to keep travel costs down, and look for free activities in the area to stretch your budget further.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Windward are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Windward is Tuesday. The most expensive day to stay around Windward is Friday.
  • Find cheap hotels on Expedia: Expedia’s search tool makes it easy for you to set your budget, choose your desired location, and more. You can arrange your search results to display prices from lowest to highest, helping you find the most affordable hotels right away. Additionally, you have the option to narrow down your choices by hotel type—selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save some money by combining your Windward hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Windward

Windward, Placida, Florida, is an ideal destination for beach and outdoor vacations. Visitors can explore a variety of attractions, including beautiful beaches, urban parks, and national/state parks, offering experiences for those who enjoy outdoor activities, cultural immersion, and relaxation. Don't miss the chance to visit the Windward Islands, which add to the region's charm. Whether you seek adventure or tranquility, Windward has something for every traveler.

  • Englewood Beach: Enjoy the relaxing beach vibes at Englewood Beach, located just 9.7km from Windward. With its soft sands and gentle waves, it’s a perfect spot for sunbathing, swimming, or beachcombing.
  • Don Pedro Island Beach: Experience the stunning scenery and adventurous outdoor activities at Don Pedro Island Beach, a national State Park located 3.2km away. Explore pristine nature trails and enjoy kayaking or paddleboarding in the crystal-clear waters.
  • Gasparilla Marina: Embrace adventure at Gasparilla Marina, situated 4.8km from Windward. This marina offers a variety of water activities, including fishing charters and boat rentals, all while enjoying the beautiful beach surroundings.

Best time to go to Windward

The best time to visit Windward can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Windward falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Windward falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January63.7°F (17.6°C)No RainMostly SunnyAverageAverage
February66.0°F (18.9°C)No RainSunnySlightly HighSlightly High
March68.7°F (20.4°C)No RainSunnySlightly HighSlightly High
April73.9°F (23.3°C)Light RainMostly SunnyAverageSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Light RainMostly SunnySlightly HighAverage
August83.7°F (28.7°C)Light RainMostly SunnyAverageSlightly Low
September81.9°F (27.7°C)Light RainMostly SunnySlightly LowSlightly Low
October77.5°F (25.3°C)Light RainMostly SunnySlightly LowSlightly Low
November71.2°F (21.8°C)No RainMostly SunnySlightly LowAverage
December67.3°F (19.6°C)No RainMostly SunnyAverageAverage

The nearest major airports for your trip to Windward

Traveling to Windward, Placida, Florida is convenient with several nearby airports. Fort Myers International Airport (RSW) is 64.4km away, with nearby hotels such as the 4.5-star Hyatt Regency Coconut Point Resort & Spa and the 3.5-star Doubletree by Hilton Fort Myers, both about 10 and 11.3km from the airport, respectively. Sarasota-Bradenton International Airport (SRQ) is also 64.4km away, featuring the luxurious 5-star Ritz-Carlton, just 4.8km from the airport. For a closer option, Punta Gorda Airport (PGD) is only 29.0km away, with excellent accommodations like the 4-star Wyvern Hotel, a mere 6.4km from the airport.

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Frequently asked questions

What is Windward like?
Travelers will be sure to find plenty to entertain them in Placida's Windward neighborhood.
If I need to cancel my hotel reservation in Windward, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get the best deals available in Windward.
Where can I learn more about changing or cancelling my trip to Windward?
To access more information about changing or cancelling your trip to Windward, go to https://www.expedia.com/service/.
What are the top things to see and do in Windward?
Don Pedro Island State Park, Don Pedro Island Beach, and Little Gasparilla Island Beach are just a few of the places to visit in and around Windward. While you're out sightseeing, Tails and Scales Charters and Gasparilla Marina are a couple of additional sights to visit in Placida.