Windy Hill Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Windy Hill

Santosha Barbados

Santosha Barbados

3.5 out of 5
Windy Hill, Windy Hill, St. Andrew
9.2/10 Wonderful! (143 reviews)
"Nice clean quietrelaxing accommodations"

Reviewed on 24 Apr 2025

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Santosha Barbados
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 €462 per night from 21 Jul to 22 Jul
€462
21 Jul - 22 Jul
includes taxes & fees
7.6/10 Good! (443 reviews)
"Everything about the property was fantastic: The beach was the only negative, I still give it a 100% for everything else."

Reviewed on 15 Jul 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Grand Vacations Club The Crane Barbados

Hilton Grand Vacations Club The Crane Barbados

4.5 out of 5
The Crane Resort, Diamond Valley
The price is €173 per night from 18 Aug to 19 Aug
€173
18 Aug - 19 Aug
includes taxes & fees
8.2/10 Very Good! (330 reviews)
"All staff were outstanding and service and cleanliness was on point. A great stay!!! Coming back next year!!"

Reviewed on 18 Jul 2025

Hilton Grand Vacations Club The Crane Barbados
See all 3,465 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.

Frequently asked questions

How much does a Windy Hill holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Windy Hill costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Windy Hill?
The off-season is the best time to travel to Windy Hill if you're trying to save. Another tip for finding cheap Windy Hill holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Windy Hill?
With a well-organised travel plan, you can easily hit the most popular Windy Hill attractions in a few days. But if you'd like to explore off the beaten track or go on day trips, consider booking your Windy Hill holiday for longer.
How to find the best Windy Hill package deals?
Begin your search for a Windy Hill package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Windy Hill package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Windy Hill escape underway.
Is it cheaper to book a Windy Hill holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can tailor your Windy Hill escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Windy Hill?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Windy Hill getaway.
How to plan a trip to Windy Hill?

  1. Pick your dates: The things you'd like to do in Windy Hill and your preferred season can help you decide when to get away.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your hotel will likely be the biggest expense during your trip to Windy Hill.
  3. Decide how long to go away for: Now that you're more familiar with Windy Hill, you can work out the right length of your holiday. Put together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Windy Hill holiday package that brings all your bookings together.

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