Windy Hill Vacation Packages

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Your Windy Hill Vacation

Reserve a Windy Hill vacation package that has only the things you need and nothing you don't. Great for coastal beaches, watersports and nature, think about staying in the neighborhood of Foul Bay. Barbados Wildlife Reserve, St. Andrews Anglican Church and Morgan Lewis Sugar Mill are just some of the many sights worth exploring during your trip to Windy Hill. Stop dreaming and start traveling. Check out the wide range of options on Expedia today and finally put your Windy Hill vacation plans into action!

Top Windy Hill Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Club, Barbados Resort & Spa Adults Only - All Inclusive

The Club, Barbados Resort & Spa Adults Only - All Inclusive

4 out of 5
Price was CA $4,969, price is now CA $2,267 per person
CA $2,267
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
8/10 Very Good! (415 reviews)
Spent my honeymoon at this resort. The views are beautiful. Staff are so nice and friendly. Food was delicious.

Reviewed on Aug. 28, 2025

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Price was CA $12,214, price is now CA $4,432 per person
CA $4,432
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
8.8/10 Excellent! (178 reviews)
The room was really old and smelt of mold. It took more than 24 hours to sort it out. I was downgraded to a smaller and newer room, but had to pay extra. The rest of the staff by pool and resteraunts were really helpful and kind.

Reviewed on Aug. 14, 2025

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
Price was CA $9,020, price is now CA $3,483 per person
CA $3,483
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
8.8/10 Excellent! (35 reviews)
Oceanfront room decor was great! Wristband double as room key. Turndown service inconsistent & liquor in room could be tailored to guess preference. Beach should be clean more frequently. Needs entertainment. Snacks are readily available. Ice cream shop would've been nice.

Reviewed on Jul. 30, 2025

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

4.5 out of 5
Price was CA $6,179, price is now CA $2,804 per person
CA $2,804
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
8.4/10 Very Good! (90 reviews)
Enjoyed our time. Staff was professional and courteous. Rated property a 3 as I felt it is a 3 Star resort. Beautiful beach with plenty of beach activities.

Reviewed on Aug. 24, 2025

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Price was CA $5,409, price is now CA $2,643 per person
CA $2,643
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
8.4/10 Very Good! (349 reviews)
This hotel is one if not the best in Barbados. The staff are there to help at a moments notice and our ambassador Fabian was outstanding. If we needed anything he was right there to help even on his day off. This was auch a great experience, i would definitely recommend Sea Breeze to everyone. We will definitely be going back

Reviewed on Aug. 26, 2025

Ready to book your vacation to Windy Hill?

 

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Windy Hill Hotel Deals

Santosha Barbados

Santosha Barbados

3.5 out of 5
Windy Hill, Windy Hill, St. Andrew
9.2/10 Wonderful! (144 reviews)
"Nice clean quietrelaxing accommodations"

Reviewed on Apr. 24, 2025

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Santosha Barbados
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is CA $330 per night from Sep 16 to Sep 17
CA $330
CA $409 total
Sep 16 - Sep 17
includes taxes & fees
Hilton Barbados Resort
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

5 out of 5
End of Belair Road, Long Bay, St. Philip
Fully refundableReserve now, pay when you stay
The price is CA $623 per night from Aug 30 to Aug 31
CA $623
CA $698 total
Aug 30 - Aug 31
includes taxes & fees
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
See all 3,468 properties in Windy Hill
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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Frequently asked questions

How much does a Windy Hill vacation package cost?
Offering excellent value package deals from CA $2,267 on Expedia, you'll be surprised at how little a vacation to Windy Hill costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Windy Hill?
Travel in the shoulder or low season and you're likely to score cheap Windy Hill vacation packages. Keep in mind that school vacation periods and major events and festivals can impact prices, so do a little research before booking.
How many days is enough for Windy Hill?
Usually, a handful of days is enough to check out the major attractions during your Windy Hill vacation. However, if you'd like to have time to relax or go on day trips, think about extending your itinerary.
How to find the best Windy Hill package deals?
Start your search for a Windy Hill package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Windy Hill package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Windy Hill escape off to a flying start.
Is it cheaper to book a Windy Hill vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Windy Hill getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Windy Hill?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Windy Hill adventure.
How to plan a trip to Windy Hill?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to escape to Windy Hill.
  2. Set your budget: Factor in expenses like transportation, flights and meals when working out how much to set aside for your trip to Windy Hill. Then, pick a property that works with your budget, whether that's a low-cost option or a lavish getaway.
  3. Decide how long to go for: Now that you're more familiar with Windy Hill, you can figure out the right length of your break. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodations: After you've nailed down your dates and duration, book the right Windy Hill vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.