
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
Price was CA $4,891, price is now CA $2,159 per person
CA $2,159
per person
Nov 10 - Nov 17
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Bridgetown (BGI)
8/10 Very Good! (415 reviews)
The staff: Carl, Travon, Marcia, Sophia, Darius…I can keep going! This is the best team in the Caribbean
Reviewed on Sep. 1, 2025

O2 Beach Club & Spa by Ocean Hotels - All Inclusive
Price was CA $7,818, price is now CA $3,638 per person
CA $3,638
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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
Price was CA $8,001, price is now CA $3,805 per person
CA $3,805
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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
Price was CA $6,504, price is now CA $3,455 per person
CA $3,455
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
8.4/10 Very Good! (90 reviews)
The Sea Breeze team were amazing, they went over and beyond to ensure we had the best experience.
The room was spacious and cleaned well however we found the floor to be sticky at times. We were a family of 4. I took my mum my 22 month old daughter and brother with me. The only downside to the hotel
Reviewed on Sep. 2, 2025

The Sands Barbados All Inclusive
Price was CA $5,422, price is now CA $2,971 per person
CA $2,971
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Bridgetown (BGI)
8/10 Very Good! (102 reviews)
Check-in was awful!
Chec-in at the hotel starts at 4, so why was our room not ready until 6PM?
We waited at the reception for 2 hours, very ridiculous!
When we did get given the room it was awful so they swapped us to a lovely room.
However, check-in was particularly appaling, a lot of waiting and faffing
Reviewed on Aug. 9, 2025
Windy Hill Hotel Deals


Hilton Barbados Resort
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is CA $318 per night from Sep 24 to Sep 25
CA $318
CA $394 total
Sep 24 - Sep 25
includes taxes & fees

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
End of Belair Road, Long Bay, St. Philip
Fully refundableReserve now, pay when you stay
The price is CA $612 per night from Sep 3 to Sep 4
CA $612
CA $687 total
Sep 3 - Sep 4
includes taxes & fees
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.