
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 Symphony Villa
Save 100% on your flight
Price was $1,852, price is now $937 per person
$937
per person
Mar 18 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
An outdoor pool is featured at this villa, along with free WiFi in public areas and a terrace. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and an arcade/game room, and barbecue grills are available on site.

The Club, Barbados Resort & Spa Adults Only - All Inclusive
Price was $4,344, price is now $2,102 per person
$2,102
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this all-inclusive property. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like buffet breakfast and free self parking.

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
Price was $6,185, price is now $3,218 per person
$3,218
per person
Mar 9 - Mar 14
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.

O2 Beach Club & Spa by Ocean Hotels - All Inclusive
Price was $4,867, price is now $2,593 per person
$2,593
per person
Mar 21 - Mar 25
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.

The Crane Resort
Save 100% on your flight
Price was $1,881, price is now $1,049 per person
$1,049
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
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.
Top Windy Hill hotels deals

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
End of Belair Road Long Bay St. Philip
$749 nightly
The price is $834 total per night
$834 total
Feb 7 - Feb 8
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.

Hilton Barbados Resort
Needhams Point Bridgetown
Free Cancellation
Reserve now, pay when you stay
$505 nightly
The price is $560 total per night
$560 total
Feb 8 - Feb 9
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.

The Crane Resort
Crane Diamond Valley St. Philip
$623 nightly
The price is $693 total per night
$693 total
Feb 12 - Feb 13
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.

South Point Hotel
100 Ocean Way, Silver Sands Oistins Christ Church
Free Cancellation
Reserve now, pay when you stay
$329 nightly
The price is $366 total per night
$366 total
Feb 12 - Feb 13
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
$839 nightly
The price is $933 total per night
$933 total
Feb 12 - Feb 13
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

Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
Prospect Bay Beach Prospect St. James
Free Cancellation
Reserve now, pay when you stay
$818 nightly
The price is $910 total per night
$910 total
Feb 25 - Feb 26
Total with taxes and fees
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this all-inclusive property. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and valet parking.
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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