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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, (1,011 reviews)
"Loved everything about this resort seriously!!"
United States
Elgetta
The price is CA $229
CA $275 total
includes taxes & fees
Aug 11 - Aug 12
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, (368 reviews)
"Our second time here and the hotel and staff are still the best!"
Canada
Mark
The price is CA $500
CA $645 total
includes taxes & fees
Aug 11 - Aug 12
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 CA $207
CA $248 total
includes taxes & fees
Sep 1 - Sep 2
Princess Heights Luxury Boutique Condo Hotel

5. Christopher Hotel

Christopher Hotel
5.0 star property
Pointe Milou
9.6 out of 10, Exceptional, (256 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 CA $973
CA $1,280 total
includes taxes & fees
Aug 11 - Aug 12
Christopher Hotel

6. Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond
Oyster Pond
9.6 out of 10, Exceptional, (151 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 CA $877
CA $1,052 total
includes taxes & fees
Aug 11 - Aug 12
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, (73 reviews)
"Relaxing, beautiful, chic, helpful, good food."
United States
Nina
The price is CA $3,119
CA $3,275 total
includes taxes & fees
Aug 11 - Aug 12
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 CA $1,134
CA $1,191 total
includes taxes & fees
Aug 11 - Aug 12
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 CA $870
CA $914 total
includes taxes & fees
Aug 11 - Aug 12
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
The price is CA $4,063
CA $4,266 total
includes taxes & fees
Aug 23 - Aug 24
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 CA $2,336
CA $2,453 total
includes taxes & fees
Aug 11 - Aug 12
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, (133 reviews)
"Perfect place and good location"
United States
Steven
The price is CA $1,091
CA $1,146 total
includes taxes & fees
Aug 14 - Aug 15
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, (91 reviews)
"Everything there was amazing and the staff"
United States
Salvatore
The price is CA $2,281
CA $2,799 total
includes taxes & fees
Aug 12 - Aug 13
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
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 around Windward

Top reasons to visit Windward

  • Stunning Beaches: Windward boasts beautiful, secluded beaches with crystal-clear waters, perfect for relaxation and sunbathing.
  • Outdoor Adventures: Ideal for outdoor enthusiasts, with opportunities for hiking, water sports, and exploring breathtaking coastal scenery.
  • Local Cuisine: Indulge in exquisite Caribbean cuisine at renowned eateries, showcasing fresh seafood and local flavours.
  • Charming Accommodations: A variety of lodging options, from comfortable hotels to cozy bed and breakfasts, cater to all travellers.
  • Laid-back Atmosphere: Experience the relaxed Caribbean vibe that makes Windward a perfect escape from the everyday hustle.

Find great hotels in Windward

Discover the charm of Windward, St. Barthelemy, where a diverse selection of accommodations awaits you. From comfortable hotels to inviting bed and breakfasts, you'll find the perfect spot to unwind. Whether you're seeking a beach getaway, a family-friendly retreat, or an adventurous escape, Windward's hospitality options cater to every traveller's needs. Explore popular choices like Windward Passage Hotel and other delightful stays along the stunning Windward coast.

  • Christopher Hotel: Nestled in the picturesque Windward, Christopher Hotel is a luxurious 5-star boutique property that offers a unique family vacation experience. With its artfully designed decor and thoughtful touches, this hotel provides a warm and inviting atmosphere for guests of all ages. Families will appreciate the dedicated amenities for children, including bathrobes, slippers, and babysitting services, ensuring that both parents and children can enjoy their stay. The hotel's commitment to luxury and comfort makes it an ideal choice for those seeking an upscale getaway.
  • Le Barthélemy Hotel & Spa: Perfectly positioned along the stunning coastline of Windward, Le Barthélemy Hotel & Spa is a 5-star sanctuary for adventurous families. With direct beach access and a plethora of outdoor activities, this hotel caters to those looking for both relaxation and excitement. Guests can indulge in adventure sports such as canoeing, fishing, and nearby swimming. The property also offers an array of family-friendly amenities, including supervised childcare and games for children, ensuring that everyone has a memorable vacation filled with both fun and relaxation.
  • Rosewood Le Guanahani St Barth: Experience the ultimate in relaxation at Rosewood Le Guanahani St Barth, a charming hotel that combines a beachfront paradise with pet-friendly accommodations. This idyllic retreat features a full-service spa and outdoor pool, providing the perfect setting to unwind. Guests can indulge in rejuvenating treatments such as body wraps, with the added convenience of onsite amenities for furry companions. The serene atmosphere and luxurious offerings make this hotel an excellent choice for those seeking a tranquil beach getaway with their pets.

Where to stay in Windward

Windward, St. Barthelemy, offers a picturesque escape with its stunning ocean views and Caribbean charm. Explore the windward coast, where secluded beaches and breathtaking scenery create a romantic atmosphere perfect for relaxation. Discover the luxury of charming local spots and enjoy the laid-back vibe that makes this region truly special. Whether it's sunbathing or taking in the vistas, Windward promises an unforgettable vacation experience.

  • Morne Criquet: Nestled in the Windward region, Morne Criquet is a charming village that offers a perfect blend of beach, outdoor, and scenic experiences. With a moderately seasonal influx of visitors, the peak travel months from January to March provide a vibrant atmosphere, while the quieter months from August to October allow for a more tranquil exploration. The nearby beaches, picturesque bay, and marina are ideal for relaxation and leisure. Don't miss the chance to indulge in local resorts and golf courses, making Morne Criquet an excellent destination for both adventure and relaxation.
  • Quartier Lorient: Another delightful village in the Windward area, Quartier Lorient attracts travelers seeking beach activities, outdoor adventures, and stunning scenery. Similar to Morne Criquet, visitor arrivals peak from January to March, with a dip from August to October. This vibrant community is known for its water sports, educational opportunities, and rejuvenating spa experiences. The nearby marina and harbor add to the charm, making it a fantastic spot for both relaxation and exploration. Whether you’re looking to unwind or engage in thrilling activities, Quartier Lorient offers something for everyone.
  • Anse du Gouverneur: Known for its breathtaking scenery and serene outdoor settings, Anse du Gouverneur is a picturesque village in Windward that draws visitors throughout the year. The seasonal arrival patterns mirror those of the other neighborhoods, peaking from January to March. Famous for its stunning beaches, including a nudist beach, Anse du Gouverneur provides a unique experience for those seeking both seclusion and natural beauty. The nearby bay enhances the landscape, making it an ideal destination for sunbathers and nature lovers alike. Enjoy the tranquility and beauty that this charming locale has to offer.

Things to do in Windward

Windward, St. Barthelemy is perfect for beach lovers and outdoor enthusiasts, offering stunning scenery and vibrant island adventures. Visitors can enjoy a variety of activities, from relaxing on beautiful beaches to exploring local shops for unique souvenirs. Don't miss the chance to indulge in the island's exquisite cuisine at its renowned eateries while soaking in the laid-back Caribbean atmosphere.

*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 visit to Windward, plan your trip between July and September when prices are lower. Booking your hotel at least three months in advance can also help you secure better rates. For the best deals, consider travelling on a Monday, as Saturdays tend to be the priciest. Take advantage of Expedia’s last-minute deals and package options that combine flights and accommodations. Additionally, explore free activities around the area and use public transport where possible to keep costs down.

  • 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: Book your hotel in Windward about 3+ months out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you’re looking for. To find the most affordable prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money 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 can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windward falls in September and September. September has moderately low visitor numbers and mostly sunny weather. The coolest average temperature in Windward falls in March and March. March has moderately high visitor numbers and mostly sunny weather.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.3°F (25.700000000000003°C)No RainMostly SunnyModerately HighSlightly High
January78.3°F (25.700000000000003°C)No RainMostly SunnyModerately HighSlightly High
February77.7°F (25.4°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
March77.5°F (25.3°C)No RainMostly SunnyModerately HighSlightly High
April78.6°F (25.9°C)No RainMostly SunnyAverageAverage
April78.6°F (25.9°C)No RainMostly SunnyAverageAverage
May80.1°F (26.700000000000003°C)Light RainMostly SunnyAverageAverage
May80.1°F (26.700000000000003°C)Light RainMostly SunnyAverageAverage
June81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
June81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
July82.0°F (27.8°C)Light RainMostly SunnyAverageSlightly Low
July82.0°F (27.8°C)Light RainMostly SunnyAverageSlightly Low
August82.6°F (28.1°C)Light RainMostly SunnyModerately LowSlightly Low
August82.6°F (28.1°C)Light RainMostly SunnyModerately LowSlightly Low
September82.9°F (28.3°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
October82.4°F (28.0°C)Light RainMostly CloudyModerately LowAverage
November81.1°F (27.3°C)Light RainMostly CloudyAverageAverage
November81.1°F (27.3°C)Light RainMostly CloudyAverageAverage
December79.5°F (26.4°C)No RainMostly SunnyAverageAverage
December79.5°F (26.4°C)No RainMostly SunnyAverageAverage