
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.

Sea Breeze Beach House by Ocean Hotels - All Inclusive
Save 100% on your flight
Price was $2,730, price is now $1,428 per person
$1,428
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
This all-inclusive property features 6 restaurants, 3 outdoor pools, and 2 hot tubs. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the free kid's club, arcade/game room, and kid-friendly dining.

O2 Beach Club & Spa by Ocean Hotels - All Inclusive
Price was $4,891, price is now $2,264 per person
$2,264
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Luxury Collection at Sea Breeze Beach House by Ocean Hotels
Price was $3,840, price is now $1,932 per person
$1,932
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
Price was $11,308, price is now $5,955 per person
$5,955
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Divi Southwinds Beach Resort
Save 100% on your flight
Price was $2,514, price is now $1,502 per person
$1,502
per person
Mar 19 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.
Top Windy Hill hotels deals

Santosha Barbados
Windy Hill Windy Hill St. Andrew
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the express check-in and airport shuttle. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.
Pool
Kitchen

The Crane Resort
Crane Diamond Valley St. Philip
Free Cancellation
Reserve now, pay when you stay
$581 nightly
The price is $651 total per night
$651 total
Jan 13 - Jan 14
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
Free Cancellation
Reserve now, pay when you stay
$733 nightly
The price is $816 total per night
$816 total
Jan 3 - Jan 4
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

South Point Hotel
100 Ocean Way, Silver Sands Oistins Christ Church
Free Cancellation
Reserve now, pay when you stay
$310 nightly
The price is $347 total per night
$347 total
Jan 22 - Jan 23
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

Hilton Barbados Resort
Needhams Point Bridgetown
Free Cancellation
Reserve now, pay when you stay
$538 nightly
The price is $596 total per night
$596 total
Jan 18 - Jan 19
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

Sugar Bay Barbados - All Inclusive
Garrison Historic Area Hastings
$788 nightly
The price is $882 total per night
$882 total
Jan 4 - Jan 5
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
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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