Windy Hill Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Windy Hill Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lantana Resort
$804
per person
Sep 14 - Sep 19
found 9 hours ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
Book a stay at this business-friendly condo in Weston. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Mullins Beach and Sandy Lane Beach are located nearby.
Savannah Beach Club Hotel
$1,376
per person
Sep 14 - Sep 19
found 9 hours ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
Book a stay at this family-friendly resort in Hastings. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Miami Beach and Carlisle Bay are located nearby.
Very clean male staff where very friendly, female bar staff extremely rude and very aggressive towards customers and waiting staff at breakfast got cross if you asked for extra drinks etc as if you inconvenienced them don't think I eould stay here again due to not being welcomed by certain members of staff
Reviewed on Aug 9, 2026
Kaiso & Kai Beachfront Villa
$6,861
per person
Sep 14 - Sep 19
found 9 hours ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
Stay at this villa in Prospect. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Sandy Lane Beach and Kensington Oval are located nearby.
Dover Woods Apartments
$872
per person
Sep 14 - Sep 19
found 9 hours ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
Book a stay at this business-friendly apartment in St. Lawrence Gap. Enjoy free WiFi, free parking, and a garden. Popular attractions Miami Beach and Dover Beach are located nearby.
Home away from home, best describe our stay we taught upon arrival we’ll have some sort of disappointment , that never happened
Reviewed on Aug 4, 2026
Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
$1,597
per person
Sep 14 - Sep 19
found 9 hours ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
Book a stay at this beach property in Prospect. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sandy Lane Beach and Kensington Oval are located nearby.
Everyone from check in to check out was extremely accommodating
Reviewed on Aug 11, 2026
Top Hotel Deals
Hilton Grand Vacations Club The Crane Barbados
The Crane Resort Diamond Valley
Book a stay at this luxury resort in Diamond Valley. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
End of Belair Road Long Bay St. Philip
Book a stay at this luxury property in Long Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
The Crane Resort
Crane Diamond Valley St. Philip
Book a stay at this luxury resort in Diamond Valley. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Divi Southwinds Beach Resort
St Lawrence Main Road St. Lawrence Gap Christ Church
Book a stay at this beach resort in St. Lawrence Gap. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Hilton Barbados Resort
Needhams Point Bridgetown
Book a stay at this luxury resort in Bridgetown. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Hotel Le Roy
St. Lawrence Gap St. Lawrence Gap Christ Church
Book a stay at this beach hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Dover Beach and Rockley Beach are ...
Sugar Bay Barbados - All Inclusive
Garrison Historic Area Hastings
Book a stay at this spa property in Hastings. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
The Club, Barbados Resort & Spa Adults Only - All Inclusive
Vauxhall Holetown St. James
Book a stay at this beach property in Holetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Hotel Indigo Bridgetown Barbados by IHG
Highway 7, Bridgetown Hastings Christ Church
Book a stay at this luxury hotel in Hastings. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Miami Beach and Rockley Beach are located ...
The Abidah by Accra - Adults Only
Enterprise Beach Road Oistins Parish of Christ Church
Book a stay at this spa hotel in Oistins. Enjoy free WiFi, a full-service spa, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. ...
Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
Prospect Bay Beach Prospect St. James
Book a stay at this beach property in Prospect. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Bougainvillea Barbados
Maxwell Coast Road Maxwell Christ Church
Book a stay at this beach hotel in Maxwell. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Accra Beach Hotel & Spa
Rockley Rockley Christ Church
Book a stay at this spa resort in Rockley. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Rostrevor Hotel
Saint Lawrence Gap St. Lawrence Gap Christ Church
Book a stay at this beach hotel in St. Lawrence Gap. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Dover Beach Hotel
St. Lawrence St. Lawrence Gap Christ Church
Book a stay at this beach hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Nov 17 - Thu, Nov 26
BOS
Logan Intl.
BGI
Grantley Adams Intl.
$452
Roundtrip
found 4 days ago
Thu, Nov 5 - Thu, Nov 12
JFK
John F. Kennedy Intl.
BGI
Grantley Adams Intl.
$455
Roundtrip
found 3 days ago
Thu, Nov 5 - Thu, Nov 12
JFK
John F. Kennedy Intl.
BGI
Grantley Adams Intl.
$461
Roundtrip
found 3 days ago
Sat, Nov 14 - Sat, Nov 21
BOS
Logan Intl.
BGI
Grantley Adams Intl.
$475
Roundtrip
found 4 hours ago
Fri, Nov 13 - Sat, Nov 21
BOS
Logan Intl.
BGI
Grantley Adams Intl.
$480
Roundtrip
found 4 hours ago
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All accommodation types in Windy Hill
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