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Hotels in Windward

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Our top choices for Windward hotels

1. 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

2. Oyster Bay Beach Resort

Oyster Bay Beach Resort
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (1,003 reviews)
"Loved everything about this resort seriously!!"
United States
Elgetta
The price is HK$1,383
HK$1,660 total
includes taxes & fees
19 Aug - 20 Aug
Oyster Bay Beach Resort

3. 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, (370 reviews)
"Our second time here and the hotel and staff are still the best!"
Canada
Mark
The price is HK$2,394
HK$3,146 total
includes taxes & fees
17 Aug - 18 Aug
JW Marriott St. Maarten Beach Resort & Spa

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, (1,010 reviews)
"Everything was Great."
United States
Cyntronia
The price is HK$1,165
HK$1,398 total
includes taxes & fees
1 Sept - 2 Sept
Princess Heights Luxury Boutique Condo Hotel

5. Christopher Hotel

Christopher Hotel
5.0 star property
Pointe Milou
9.6 out of 10, Exceptional, (258 reviews)
"The hotel is amazing along with the staff they cover everything you need for the trip from room and hotel service to reservations A Must stay"
United States
vincent
The price is HK$5,572
HK$7,298 total
includes taxes & fees
14 Aug - 15 Aug
Christopher Hotel

6. Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond
Oyster Pond
9.6 out of 10, Exceptional, (152 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. 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 HK$4,936
HK$5,924 total
includes taxes & fees
14 Aug - 15 Aug
Dawn Beach Club Resort Sint Maarten

8. Rosewood Le Guanahani St Barth

Rosewood Le Guanahani St Barth
Grand Cul-de-Sac
9.8 out of 10, Exceptional, (74 reviews)
"Relaxing, beautiful, chic, helpful, good food."
United States
Nina
The price is HK$17,512
HK$18,388 total
includes taxes & fees
14 Aug - 15 Aug
Rosewood Le Guanahani St Barth

9. GYP SEA Saint Barth

GYP SEA Saint Barth
5.0 star property
Colombier
9.8 out of 10, Exceptional, (102 reviews)
"Very nice property. Wonderful staff."
United States
Christina
The price is HK$6,368
HK$6,686 total
includes taxes & fees
14 Aug - 15 Aug
GYP SEA Saint Barth

10. Pearl Beach Hotel

Pearl Beach Hotel
Saint-Jean
9.4 out of 10, Exceptional, (206 reviews)
"This boutique hotel is amazing!!! The hotel is on the beach and in walking distance to resturants ."
United States
Michael
The price is HK$4,885
HK$5,129 total
includes taxes & fees
24 Aug - 25 Aug
Pearl Beach Hotel

11. Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club
5.0 star property
Toiny
9.8 out of 10, Exceptional, (54 reviews)
"Nice place to stay and the staff are very friendly"
United States
Keshia
Le Toiny Hôtel & Beach Club

12. Fouquet's Saint-Barth

Fouquet's Saint-Barth
5.0 star property
Lurin
9.8 out of 10, Exceptional, (37 reviews)
"The staff was the best. Seriously best service ever."
United States
Michael Kelly
The price is HK$17,639
HK$18,520 total
includes taxes & fees
14 Aug - 15 Aug
Fouquet's Saint-Barth

13. Tropical Hotel St Barth

Tropical Hotel St Barth
5.0 star property
Saint-Jean
9.8 out of 10, Exceptional, (134 reviews)
"As usually, Simply Perfect stay in every aspect."
United States
Elena
The price is HK$6,133
HK$6,440 total
includes taxes & fees
14 Aug - 15 Aug
Tropical Hotel St Barth

14. 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

15. Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa
5.0 star property
Grand Cul-de-Sac
9.8 out of 10, Exceptional, (90 reviews)
"Everything there was amazing and the staff"
United States
Salvatore
The price is HK$12,935
HK$15,843 total
includes taxes & fees
16 Aug - 17 Aug
Le Barthélemy Hotel & Spa

16. Lil' Home

Lil' Home
Devet
9.0 out of 10, Wonderful, (12 reviews)
"Clean, beautiful view, great communication but the pool was cold. "
United States
Edwin
Lil' Home

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
Hotel Manapany

18. Reve de Saint Barth

Reve de Saint Barth
Merlette
9.8 out of 10, Exceptional, (69 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

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, (89 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
Hotel Les Ondines Sur La Plage
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Top Windward Hotel Reviews

Guide to exploring Windward

Top reasons to visit Windward

  • Stunning Beaches: Windward boasts beautiful, crystal-clear waters and pristine sandy shores perfect for relaxation and water sports.
  • Charming Coastal Towns: Explore quaint towns that offer a unique blend of luxury and seclusion, ideal for romantic escapes.
  • Vibrant Local Culture: Enjoy lively markets and eateries that showcase the rich culture and culinary delights of the region.
  • Scenic Hiking Trails: Experience breathtaking landscapes while hiking through the lush natural beauty surrounding Windward.
  • Exceptional Accommodation: Choose from delightful hotels and bed & breakfasts that provide top-notch services for a memorable stay.

Find great hotels in Windward

Explore the enchanting Windward area of St. Barthelemy, where a variety of accommodation options await, including charming hotels and delightful bed & breakfasts. Whether you're seeking a family-friendly retreat, an adventurous getaway, or a serene beachside escape, Windward offers top-notch hotels with exceptional services. Discover the best reviews and recommendations to ensure a memorable stay in this idyllic Caribbean paradise.

  • Christopher Hotel: This luxurious 5-star hotel, boasting an impressive guest rating of 9.6, is a haven for families and adventure seekers alike. Nestled in Windward, Christopher Hotel provides a stunning backdrop for a family vacation experience. Guests can engage in various adventure sports, with options such as sailing, snorkelling, and motorboating available nearby. The hotel is also well-equipped for children, offering amenities like pool access tailored for younger visitors, alongside babysitting services. With a focus on providing recreational activities both onsite and in the surrounding area, Christopher Hotel is an excellent choice for those seeking both relaxation and excitement.
  • Rosewood Le Guanahani St Barth: Rated 9.8 out of 10, this budget-friendly gem is ideal for couples seeking a romantic getaway. Located in Windward, Rosewood Le Guanahani features direct beach access, allowing guests to bask in the sun and enjoy serene ocean views. The hotel offers enticing romance packages, ensuring a memorable experience for couples. Guests can indulge in a variety of culinary delights, with options such as pool and ocean view dining, complemented by a Champagne service for that extra touch of romance. The full-service spa provides couples’ treatments and hydrotherapy, creating a perfect blend of relaxation and intimacy.
  • Tropical Hotel St Barth: Another 9.8 rated budget-friendly option, Tropical Hotel St Barth is designed for those who crave adventure and luxury by the beach. Situated in Windward, this hotel features direct access to sandy shores and offers a plethora of water sports, including windsurfing and waterskiing, for thrill-seekers. The property elegantly combines a relaxed beach atmosphere with adventure, making it a splendid choice for travellers looking for both leisure and excitement. With its luxurious amenities and proximity to various recreational activities, Tropical Hotel St Barth caters to those wishing to immerse themselves in the vibrant local environment.

Where to stay in Windward

Windward, St. Barthelemy, offers a delightful escape for those seeking a blend of relaxation and adventure. Discover the charming coastal towns, where luxury meets seclusion, perfect for romantic getaways. Explore the stunning beaches and lush landscapes that define this picturesque region. Don't miss the local markets and eateries that showcase the vibrant culture. Whether lounging by the crystal-clear waters or hiking scenic trails, Windward promises an unforgettable holiday experience.

  • Saint-Jean: Nestled close to Windward, Saint-Jean is a vibrant neighbourhood renowned for its stunning beaches and scenic views. The area sees a moderate influx of visitors, especially during the peak season from January to March. Travellers flock to Saint-Jean for its picturesque shoreline, where you can unwind on the golden sands or engage in various water sports. The local marina and dock port add to the charm, offering opportunities for boating and fishing. Don't miss the chance to explore the local eateries serving delicious Caribbean cuisine, making your visit a memorable culinary adventure.
  • Morne Criquet: Located in proximity to Windward, Morne Criquet is a neighbourhood that combines natural beauty with outdoor activities. Popular among tourists, especially between January and March, it offers a plethora of experiences, from relaxing at the beach to hiking along scenic trails. The area boasts beautiful golf courses for enthusiasts and stunning views from its elevated points. Visitors can also explore the nearby marina and bay, perfect for a leisurely afternoon. Morne Criquet's charming resorts provide an ideal retreat, making it a perfect getaway for those seeking both relaxation and adventure.
  • Quartier Lorient: Just a stone’s throw from Windward, Quartier Lorient is a picturesque neighbourhood that attracts visitors year-round, peaking from January to March. Known for its beautiful beaches and outdoor pursuits, Quartier Lorient offers a variety of hiking trails that cater to nature lovers. The area is also home to numerous spas, providing a tranquil escape for those looking to pamper themselves. With its inviting marina and dock port nearby, Quartier Lorient is an ideal base for exploring the coastal beauty of St. Barthelemy while enjoying a relaxed island atmosphere.

Things to do in Windward

Windward, St. Barthelemy, offers a delightful blend of beach and outdoor activities perfect for a scenic getaway. You can enhance your experience with surfing lessons at Blue Wings Surf School, embark on exhilarating boat excursions, or challenge yourself at the Adrenalin Quarry. For avid hikers, the area provides stunning trails that showcase the island's natural beauty, making it an ideal destination for adventure seekers and nature lovers alike.

*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 on your trip to Windward, visit during the off-peak months of July to September, when accommodation prices are lower. Booking your hotel at least three months in advance can yield significant savings, or consider last-minute deals on Expedia. Mondays are the cheapest days to stay, while Saturdays are the most expensive. Use Expedia's search tools to filter by budget and eco-friendly options, and consider bundling your hotel, flights, and activities for additional discounts. Walking is an excellent way to explore Windward and enjoy free activities.

  • 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 and March to April, 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can make 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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