Windy Hill Vacations from $735

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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!

The Latest Windy Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
Stay a While Guest Apartment

Stay a While Guest Apartment

2 out of 5
Price was $2,699, price is now $735 per person
$735
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bridgetown (BGI)
9.2/10 Wonderful! (21 reviews)
Landlord lady was very nice and hospitable. Quiet place and area.

Reviewed on Mar 2, 2025

JO J'S Hostel

JO J'S Hostel

2 out of 5
Price was $2,861, price is now $762 per person
$762
per person
Jan 27 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bridgetown (BGI)
8.2/10 Very Good! (41 reviews)
Jo was a wonderful host. Very friendly, helpful and accommodating to this first time visitor. I would definitely stay at Jo J's Hostel again. I had a great overall experience.

Reviewed on Jan 2, 2025

Jem Gems

Jem Gems

2.5 out of 5
Price was $2,778, price is now $749 per person
$749
per person
Jan 9 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bridgetown (BGI)
9.4/10 Exceptional! (21 reviews)
One of the best and clean place to stay for a short period time. The owner was very friendly and very helpful. 10/10 highly recommend and would definitely comes there again.

Reviewed on May 16, 2025

Believe Caribbean Apartments

Believe Caribbean Apartments

2.5 out of 5
Price was $2,827, price is now $776 per person
$776
per person
Jan 9 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bridgetown (BGI)
9/10 Wonderful! (49 reviews)
I had a very pleasant stay. Clean, comfortable and convenient.

Reviewed on Dec 7, 2025

Meridian Inn

Meridian Inn

2.5 out of 5
Price was $2,840, price is now $789 per person
$789
per person
Jan 9 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bridgetown (BGI)
8.6/10 Excellent! (821 reviews)
As mentioned by others, the staff was excellent, easy to speak with, unpretentious. Looking for a quiet getaway with a beach sans crowd steps away to public beach access, eateries and small grocery store within walking distance, then Meridian is the place.

Reviewed on Nov 30, 2025

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Windy Hill Hotel Deals

The Crane Resort

The Crane Resort

4.5 out of 5
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
$489 nightly
The price is $546 total per night from Dec 10 to Dec 11
$546 total
Dec 10 - Dec 11
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
No beach access and too far from great restaurants

Reviewed on Dec 7, 2025

The Crane 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
$670 nightly
The price is $747 total per night from Dec 10 to Dec 11
$747 total
Dec 10 - Dec 11
Total with taxes and fees
7.6/10 Good! (544 reviews)
Amazing resort and staff!!!!

Reviewed on Nov 21, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
$341 nightly
The price is $382 total per night from Dec 17 to Dec 18
$382 total
Dec 17 - Dec 18
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
Room was good and staff was respectful and nice.

Reviewed on Dec 8, 2025

Hilton Barbados Resort
See all 3,690 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.

Find the Best Windy Hill Vacation Packages

Windy Hill Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Barbados Wildlife Reserve, Farley Hill National Park and St. Andrews Anglican Church

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Frequently asked questions

How much does a Windy Hill vacation package cost?
Offering great value package deals from $735 on Expedia, you'll be thrilled with how little a vacation 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?
You can usually find lower prices and greater availability in September, November and December. Explore our cheap Windy Hill vacation packages and you could land some excellent off-season deals.
How many days is enough for Windy Hill?
With a well-organized travel plan, you can easily tick off the top Windy Hill attractions in a few days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Windy Hill vacation 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 vacation as a package?
An Expedia vacation 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 vacation 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. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Windy Hill.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will probably be the biggest expense during your trip to Windy Hill.
  3. Explore Windy Hill using Expedia's trip planning tool: Gain insights into the top attractions and best hotels for your trip to Windy Hill. You can also save your favorite locations, collaborate with friends and family and manage all your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Windy Hill, you can figure out the ideal length of your break. Create a rough plan and give yourself enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Windy Hill vacation package.
  6. Add on excursions and experiences: Read our dedicated travel guide to find some incredible things to do in Windy Hill. Book tickets or make reservations as soon as you can to save time and avoid the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Windy Hill vacation packages?
If you're like us, you love going away but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Windy Hill trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.