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Our top choices for Windward hotels

1. Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
9.0 out of 10, Wonderful, (1,003 reviews)
"Great place to stay"
United States
Marv
The price is £124
includes taxes & fees
30 Nov - 1 Dec
Oyster Bay Beach Resort

2. JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa
5.0 star property
Oyster Pond
8.8 out of 10, Excellent, (417 reviews)
"Great hotel! Staff is amazing in hospitality and customer service!"
United States
Fatima
The price is £284
includes taxes & fees
31 Oct - 1 Nov
JW Marriott St. Maarten Beach Resort & Spa

3. Le Sereno

Le Sereno
5.0 star property
Grand Cul-de-Sac
9.6 out of 10, Exceptional, (62 reviews)
"Loved our time at this property! The staff was really warm and the location is so unique! "
United States
babi
Le Sereno

4. Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel
3.5 star property
Oyster Pond
9.2 out of 10, Wonderful, (1,000 reviews)
"The service was amazing and they didn’t miss a beat. The views are also incredible from the rooms."
United States
Jason
The price is £83
includes taxes & fees
31 Oct - 1 Nov
Princess Heights Luxury Boutique Condo Hotel

5. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
The price is £567
includes taxes & fees
31 Oct - 1 Nov
Dawn Beach Club Resort Sint Maarten

6. Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond
Oyster Pond
9.6 out of 10, Exceptional, (155 reviews)
"Beautiful setting, clean room, beautiful view, nice kitchen, nice balcony, easy to drive to Grand Case, Anse Marcel."
Canada
Adrian
Les Balcons d'Oyster Pond

7. Christopher Hotel

Christopher Hotel
5.0 star property
Pointe Milou
9.6 out of 10, Exceptional, (265 reviews)
"Great hotel"
United States
andres felipe
The price is £766
includes taxes & fees
31 Oct - 1 Nov
Christopher Hotel

8. Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club
5.0 star property
Toiny
9.8 out of 10, Exceptional, (59 reviews)
"Nice place to stay and the staff are very friendly"
United States
Keshia
The price is £1,108
includes taxes & fees
1 Nov - 2 Nov
Le Toiny Hôtel & Beach Club

9. GYP SEA Saint Barth

GYP SEA Saint Barth
5.0 star property
Colombier
9.8 out of 10, Exceptional, (105 reviews)
"Wonderful hotel. I would definitely stay there again. If you prefer quiet and relaxing, this is the place. "
United States
Richard
The price is £812
includes taxes & fees
8 Nov - 9 Nov
GYP SEA Saint Barth

10. Amnios St Barth

Amnios St Barth
Grand Cul-de-Sac
9.6 out of 10, Exceptional, (129 reviews)
"We had a great experience in Saint "
United States
LILIBETH
Amnios St Barth

11. Tropical Hotel St Barth

Tropical Hotel St Barth
5.0 star property
Saint-Jean
9.8 out of 10, Exceptional, (135 reviews)
"Perfect place and good location"
United States
Steven
The price is £708
includes taxes & fees
24 Nov - 25 Nov
Tropical Hotel St Barth

12. Pearl Beach Hotel

Pearl Beach Hotel
Saint-Jean
9.4 out of 10, Exceptional, (212 reviews)
"Amazing location, staff … beautiful hotel"
United States
Juan
Pearl Beach Hotel

13. Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa
5.0 star property
Grand Cul-de-Sac
9.8 out of 10, Exceptional, (92 reviews)
"One of the best hotels that I stayed with my wife in the Caribbean."
United States
Luis
The price is £2,021
includes taxes & fees
31 Oct - 1 Nov
Le Barthélemy Hotel & Spa

14. La Maison Fleur de Lune

La Maison Fleur de Lune
Grande Saline
9.8 out of 10, Exceptional, (37 reviews)
"The property and staff were amazing!! We can’t wait to return next year!"
United States
Jillian
La Maison Fleur de Lune

15. Fouquet's Saint-Barth

Fouquet's Saint-Barth
5.0 star property
Lurin
9.6 out of 10, Exceptional, (38 reviews)
"Amazing hotel with wonderful staff."
United States
Vicente Jose
The price is £1,538
includes taxes & fees
1 Nov - 2 Nov
Fouquet's Saint-Barth

16. Reve de Saint Barth

Reve de Saint Barth
Merlette
9.8 out of 10, Exceptional, (71 reviews)
"This place is a hidden gem, our host Ninon was always available to help and answer any questions. I would recommend this place to anyone visiting St Barths."
United States
Albert
Reve de Saint Barth

17. Hotel Manapany

Hotel Manapany
5.0 star property
Anse des Cayes
9.4 out of 10, Exceptional, (71 reviews)
"Lovely, “barefoot chic” hotel that is top class in all respects"
United Kingdom
Quintin
The price is £858
includes taxes & fees
23 Nov - 24 Nov
Hotel Manapany

18. Residence Adam & Eve

Residence Adam & Eve
Orient Bay
9.6 out of 10, Exceptional, (59 reviews)
"I had such a beautiful and relaxing stay! The bedroom was absolutely amazing, and the entire property was thoughtfully laid out and so inviting. The pool and hot tub were wonderfully warm, making it so easy to unwind and enjoy the space. The view was incredible and truly added to the experience. The location was also perfect—close to everything I needed while still feeling peaceful and comfortable. The hosts were wonderful as well. They were extremely responsive, helpful, and went above and...
Canada
Niagara Apex
The price is £215
includes taxes & fees
13 Nov - 14 Nov
Residence Adam & Eve

19. Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina
4.0 star property
Oyster Pond
9.2 out of 10, Wonderful, (119 reviews)
"The condo and property was clean and well decorated and maintained. We had an awesome stay and will return."
United States
Donna
Coral Beach Club Villas & Marina

20. Hotel Les Ondines Sur La Plage

Hotel Les Ondines Sur La Plage
Grand Cul-de-Sac
10.0 out of 10, Exceptional, (91 reviews)
"This was a wonderful stay, the attentive staff, cleanliness, breakfast and overall experience was just perfect! I would highly recommend this hotel & would gladly return!"
United States
claudia
The price is £602
includes taxes & fees
23 Nov - 24 Nov
Hotel Les Ondines Sur La Plage
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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Top Windward Hotel Reviews

Guide to exploring Windward

Top reasons to visit Windward

  • Stunning Beaches: Windward boasts pristine beaches perfect for sunbathing and relaxation, offering breathtaking views and crystal-clear waters.
  • Charming Coastal Towns: Explore picturesque towns with vibrant local culture, where you can enjoy delightful dining and shopping experiences.
  • Outdoor Adventures: Engage in various activities such as hiking, snorkelling, and water sports amidst the stunning natural scenery.
  • Luxurious Accommodations: Choose from an array of charming hotels and cosy bed & breakfasts for a comfortable stay.
  • Rich Cultural Experience: Immerse yourself in the local culture, traditions, and festivities that characterise this enchanting parish.

Find great hotels in Windward

Explore an array of delightful accommodation options in Windward, St. Barthelemy, where you can choose from charming hotels and cosy bed & breakfasts. Whether you seek a family-friendly retreat, a beachfront escape, or an adventure-filled getaway, Windward has something for every traveller. Compare the best hotels in the area and uncover top-rated options that promise a memorable stay amidst stunning surroundings.

  • Christopher Hotel: The Christopher Hotel is a luxurious 5-star haven boasting a remarkable guest rating of 9.6. Nestled in Windward, this hotel is perfect for families and adventure seekers alike. With a focus on outdoor activities, guests can indulge in various adventure sports such as snorkelling, kayaking, and windsurfing, all available nearby. The hotel is family-friendly, offering amenities tailored for children, including bathrobes, pool access, and babysitting services. A tranquil atmosphere combined with exciting activities makes this hotel an ideal choice for those seeking a balanced vacation experience.
  • Tropical Hotel St Barth: Tropical Hotel St Barth is a budget-friendly gem with an impressive guest rating of 9.8. Located in Windward, this hotel welcomes beach lovers and pet owners, offering direct access to the sandy shores. Guests can engage in thrilling activities such as motorboating, windsurfing, and waterskiing, making the most of their beachside stay. The hotel is pet-friendly, ensuring a hassle-free experience for those travelling with furry companions, with amenities such as food and water bowls. This hotel is perfect for those seeking adventure and relaxation without breaking the bank.
  • Rosewood Le Guanahani St Barth: Rosewood Le Guanahani St Barth is another budget-friendly option boasting a guest rating of 9.8. Situated in Windward, it is an enchanting retreat for couples seeking a romantic getaway. With direct beach access and stunning views from its ocean-view restaurant, guests can enjoy intimate dining experiences complemented by champagne service. The hotel also offers spa treatments and pool services, perfect for unwinding together. Its romantic packages elevate the overall experience, making it an idyllic choice for lovebirds looking to escape into paradise.

Where to stay in Windward

Windward, St. Barthelemy, offers a perfect blend of luxury and relaxation amidst stunning scenery. Explore the charming coastal towns, where secluded beaches invite you to unwind under the sun. With a romantic atmosphere and picturesque views, the Windward side is ideal for outdoor adventures or simply soaking in the tranquil surroundings. Don't miss the opportunity to experience the rich culture and vibrant local life that this enchanting parish has to offer.

  • Morne Criquet: Nestled in the picturesque area of Windward, Morne Criquet is a charming village that attracts visitors with its moderate seasonal appeal. Peak travel occurs from January to March, making it ideal for those seeking sun and sea. Known for its stunning beaches and scenic landscapes, Morne Criquet offers a plethora of outdoor activities such as hiking trails and golfing. The nearby bay and marina provide excellent opportunities for water sports and relaxation, ensuring a memorable experience for all visitors.
  • Quartier Lorient: Another delightful village in Windward, Quartier Lorient boasts a vibrant atmosphere that beckons with its beautiful beaches and outdoor experiences. Like Morne Criquet, it sees a rise in tourist activity from January to March. The area is perfect for those looking to unwind, with local attractions including a lovely marina and dock port. Visitors can indulge in spa treatments and educational excursions, while the scenic hiking trails offer breathtaking views of the surrounding landscape, making Quartier Lorient a must-visit destination.
  • Grand Cul-de-Sac: Located in the Windward area, Grand Cul-de-Sac is renowned for its idyllic beaches and stunning scenery. This village, similar to its counterparts, experiences seasonal visitor peaks from January to March. With its proximity to a beautiful dock port and marina, Grand Cul-de-Sac is perfect for those keen on aquatic adventures and sunbathing on golden sands. The area's tranquil atmosphere allows for relaxation and exploration, making it an essential stop for any traveller seeking the natural beauty of St. Barthelemy.

Things to do in Windward

Windward, St. Barthelemy, is an idyllic destination perfect for beach lovers and outdoor enthusiasts alike. Visitors can indulge in various activities, from relaxing at luxurious resorts to exploring the stunning scenery that the area has to offer. Whether you're soaking up the sun or enjoying the vibrant local culture, Windward promises a memorable getaway with plenty of opportunities for relaxation and adventure.

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

Booking tips and Expedia advantages for Windward

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windward are July to September, where the prices are slightly lower. This is in comparison to January to March, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Windward is usually 3+ months out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windward is Monday. The most expensive day to stay in Windward is Saturday.
  • Find cheap hotels on Expedia: Make use of Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and offers, simply arrange the price filter from low to high.
  • Consider bundling your trip: You can enjoy significant savings by combining your Windward hotel reservation with your flights and activities through an Expedia package.

Best time to go to Windward

The best time to visit Windward is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. March is its coolest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.3°F (25.7°C)No RainMostly SunnyModerately HighSlightly High
February77.7°F (25.4°C)No RainMostly SunnyModerately HighSlightly High
March77.5°F (25.3°C)No RainMostly SunnyModerately HighSlightly High
April78.6°F (25.9°C)No RainMostly SunnyAverageAverage
May80.1°F (26.7°C)Light RainMostly SunnyAverageAverage
June81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
July82.0°F (27.8°C)Light RainMostly SunnyAverageSlightly Low
August82.6°F (28.1°C)Light RainMostly SunnyModerately LowSlightly Low
September82.9°F (28.3°C)Light RainMostly SunnyModerately LowSlightly Low
October82.4°F (28.0°C)Light RainMostly CloudyModerately LowAverage
November81.1°F (27.3°C)Light RainMostly CloudyAverageAverage
December79.5°F (26.4°C)No RainMostly SunnyAverageAverage