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Our top choices for Windward hotels

Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
8.5 km from Windward
7.0 out of 10, Good, (31 reviews)
"Pet friendly. It was very clean and the owner was vey nice."
United States
Deborah
The price is NT$3,511
NT$3,932 total
includes taxes & fees
Apr 2 - Apr 3
Englewood Inn & Suites

Spacious Family Retreat Port Charlotte

Spacious Family Retreat Port Charlotte
2.0 star property
22 km from Windward
10.0 out of 10, Exceptional, (2 reviews)
"A must stay if you are in the Port Charlotte/Punta Gorda area. The house was spotless and had everything you needed for a homelike feeling. Spacious and well equipped with the necessities for everyday comfort in a quiet neighborhood. Close to main road with access to shopping and restaurants. Better than an "extended stay" hotel."
United States
Abigail
The price is NT$4,610
NT$10,020 total
includes taxes & fees
Apr 8 - Apr 9
Spacious Family Retreat Port Charlotte

Lemon Bay Motel

Lemon Bay Motel
2.0 star property
9.8 km from Windward
8.2 out of 10, Very Good, (84 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 NT$3,160
NT$3,539 total
includes taxes & fees
Apr 2 - Apr 3
Lemon Bay Motel

Port Charlotte Waterfront Home

Port Charlotte Waterfront Home
2.5 star property
23.3 km from Windward
The price is NT$7,022
NT$16,051 total
includes taxes & fees
Mar 31 - Apr 1
Port Charlotte Waterfront Home

4 Mi to Port Charlotte Beach Park: Gem w/ Pool

4 Mi to Port Charlotte Beach Park: Gem w/ Pool
3.0 star property
25.2 km from Windward
10.0 out of 10, Exceptional, (3 reviews)
"Property was clean and comfortable with all the amenities required. "
United States
Damion
The price is NT$3,758
NT$16,093 total
includes taxes & fees
Mar 31 - Apr 1
4 Mi to Port Charlotte Beach Park: Gem w/ Pool

Boca Grande Hotel

Boca Grande Hotel
2.5 star property
6.9 km from Windward
8.8 out of 10, Excellent, (613 reviews)
"Always love staying here. Great staff"
United States
Dave
The price is NT$5,315
NT$5,953 total
includes taxes & fees
Apr 1 - Apr 2
Boca Grande Hotel

Grove City Motel

Grove City Motel
3.5 star property
7.2 km from Windward
7.2 out of 10, Good, (269 reviews)
"Great prices for small unit with well stocked kitchen. Building is dated but clean. Owners friendly and quick to respond to requests. "
United States
Melanie
Grove City Motel

MALU LANI Inn & Marina

MALU LANI Inn & Marina
2.5 star property
22.3 km from Windward
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is NT$5,781
NT$9,981 total
includes taxes & fees
Apr 12 - Apr 13
MALU LANI Inn & Marina

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
4.0 star property
24.8 km from Windward
9.2 out of 10, Wonderful, (2,231 reviews)
"We had a great stay!"
United States
Heather L
The price is NT$5,474
NT$7,749 total
includes taxes & fees
Apr 6 - Apr 7
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

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, (1,008 reviews)
"Nice place close to restaurants and shopping centers."
United States
Gilfredo
The price is NT$3,002
NT$3,362 total
includes taxes & fees
Apr 12 - Apr 13
Days Inn by Wyndham Port Charlotte/Punta Gorda

American Inn Punta Gorda

American Inn Punta Gorda
2.5 star property
27.3 km from Windward
7.6 out of 10, Good, (454 reviews)
"Clean room ; well lit: good experience for this type motel"
Canada
David
The price is NT$2,841
NT$3,182 total
includes taxes & fees
Apr 3 - Apr 4
American Inn Punta Gorda

The Palmetto Inn

The Palmetto Inn
3.0 star property
12.9 km from Windward
8.2 out of 10, Very Good, (117 reviews)
"Wonderful location in the center of Boca Grande. Easy walk to beachside. "
United States
Maria
The price is NT$6,905
NT$7,699 total
includes taxes & fees
Mar 25 - Mar 26
The Palmetto Inn

Sun Coast Inn

Sun Coast Inn
2.5 star property
9 km from Windward
8.0 out of 10, Very Good, (920 reviews)
"Nice place to stay for one night. Mama’s Italian restaurant next door is excellent."
United States
Randy
The price is NT$3,479
NT$4,071 total
includes taxes & fees
Apr 2 - Apr 3
Sun Coast Inn

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
27.8 km from Windward
10.0 out of 10, Exceptional, (262 reviews)
"Very nice rooms and close to everything. Owner is very welcoming."
United States
Jennifer
The price is NT$5,259
NT$5,942 total
includes taxes & fees
Apr 2 - Apr 3
Kon Tiki Inn

5 Mi to Golf & Trails: North Port Retreat w/ Pool

5 Mi to Golf & Trails: North Port Retreat w/ Pool
3.0 star property
24.7 km from Windward
10.0 out of 10, Exceptional, (1 review)
"The house had everything we needed, great location & neighborhood also."
United States
Gina
The price is NT$4,086
NT$14,584 total
includes taxes & fees
Mar 28 - Mar 29
5 Mi to Golf & Trails: North Port Retreat w/ Pool

Knights Inn Punta Gorda

Knights Inn Punta Gorda
1.5 star property
28.4 km from Windward
7.2 out of 10, Good, (993 reviews)
"Comfortable and clean & in a great area to stay..."
United States
john
The price is NT$3,440
NT$3,853 total
includes taxes & fees
Apr 17 - Apr 18
Knights Inn Punta Gorda

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, (806 reviews)
"Very clean and a very friendly staff"
United States
Joseph
The price is NT$2,841
NT$3,352 total
includes taxes & fees
Mar 25 - Mar 26
Sunshine Inn & Suites Venice, FL

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, (1,006 reviews)
"Great stay."
United States
Paul
The price is NT$3,531
NT$3,955 total
includes taxes & fees
Apr 9 - Apr 10
Sleep Inn & Suites Port Charlotte - Punta Gorda

Hampton Inn Port Charlotte

Hampton Inn Port Charlotte
2.5 star property
30.1 km from Windward
9.2 out of 10, Wonderful, (438 reviews)
"Staff very friendly, great breakfast, convenient location"
United States
Andrea
The price is NT$4,345
NT$4,867 total
includes taxes & fees
Apr 9 - Apr 10
Hampton Inn Port Charlotte

Island Sun Inn & Suites - Historic Venice & Beach Getaway

Island Sun Inn & Suites - Historic Venice & Beach Getaway
2.0 star property
29.3 km from Windward
7.6 out of 10, Good, (1,007 reviews)
"Clean rooms - good price - good location "
United States
Thomas
The price is NT$2,841
NT$3,371 total
includes taxes & fees
Mar 29 - Mar 30
Island Sun Inn & Suites - Historic Venice & Beach Getaway
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 Beach 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 Little Gasparilla Island Beach and Don Pedro 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 Gasparilla Marina.

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.

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.

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