
Deals on vacations and trips to Windy Hill
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Windy Hill flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

South Point Hotel
Green Garden
Save 100% on your flight
Price was $2,902, price is now $1,605 per person
$1,605
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the convenience store and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

O2 Beach Club & Spa by Ocean Hotels - All Inclusive
Price was $7,170, price is now $3,229 per person
$3,229
per person
Mar 9 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this all-inclusive hotel. Relax with sun loungers and beach umbrellas, and enjoy a drink at one of the 2 beachside bars. Families will appreciate in-room childcare, along with kayaking.

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
Price was $8,635, price is now $4,423 per person
$4,423
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this all-inclusive hotel. Relax with a drink at one of the 6 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. A coffee shop, dry cleaning, and concierge services are also on offer.

Zenbreak Allure #502, Beachfront Penthouse
Brighton
Price was $4,681, price is now $2,779 per person
$2,779
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Bridgetown (BGI)
This condo features an outdoor pool and a gym. WiFi in public areas is free. A terrace and a garden are also provided.

Luxury Collection at Sea Breeze Beach House by Ocean Hotels
Save 100% on your flight
Price was $6,525, price is now $3,935 per person
$3,935
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
A full-service spa, 5 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Top Windy Hill hotels deals

The Crane Resort
Crane Diamond Valley St. Philip
Free Cancellation
Reserve now, pay when you stay
$587 nightly
The price is $657 total per night
$657 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A full-service spa, 5 restaurants, and 5 outdoor pools are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Pool
Spa

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
End of Belair Road Long Bay St. Philip
$733 nightly
The price is $816 total per night
$816 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This property features 3 restaurants, 6 outdoor pools, and a gym. Take the free beach shuttle and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and a beach shuttle.
Pool
All inclusive

Hilton Barbados Resort
Needhams Point Bridgetown
$505 nightly
The price is $560 total per night
$560 total
Dec 24 - Dec 25
Total with taxes and fees
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Families will appreciate the children's pool, kid-friendly dining, and in-room childcare.
Pool
Hot Tub

South Point Hotel
100 Ocean Way, Silver Sands Oistins Christ Church
Free Cancellation
Reserve now, pay when you stay
$274 nightly
The price is $306 total per night
$306 total
Jan 21 - Jan 22, 2026
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the convenience store and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
Pool
Spa

Sugar Bay Barbados - All Inclusive
Garrison Historic Area Hastings
$780 nightly
The price is $874 total per night
$874 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
A full-service spa, 4 restaurants, and 2 outdoor pools are all featured at this all-inclusive property. There's fun for all ages with a free kid's club and a playground, and babysitting is an added bonus. Relax with a drink at one of the 5 bars/lounges and enjoy free perks like buffet breakfast and free self parking.
Pool
Breakfast included

Accra Beach Hotel & Spa
Rockley Rockley Christ Church
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Pool
Hot Tub
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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