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.
The Crane Resort
Save 100% on your flight
Price was $1,255, price is now $749 per person
$749
per person
Oct 15 - Oct 19
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 luxury 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.
The Club, Barbados Resort & Spa Adults Only - All Inclusive
Price was $3,067, price is now $1,283 per person
$1,283
per person
Sep 10 - Sep 16
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
Save 100% on your flight
Price was $4,269, price is now $2,337 per person
$2,337
per person
Oct 15 - Oct 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.
Sugar Cane Club Hotel And Spa - Adults Only
Save 100% on your flight
Price was $1,564, price is now $916 per person
$916
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and a beach shuttle.
Luxury Collection at Sea Breeze Beach House by Ocean Hotels
Save 100% on your flight
Price was $2,835, price is now $1,662 per person
$1,662
per person
Oct 15 - Oct 19
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. 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 perks like free self parking.
Top Windy Hill hotels deals
Hilton Grand Vacations Club The Crane Barbados
The Crane Resort Diamond Valley
Free Cancellation
$177 nightly
The price is $202 total per night
$202 total
Aug 12 - Aug 13
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor tennis courts are all featured at this luxury resort. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the gym, bar/lounge, and snack bar/deli.
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
$461 nightly
The price is $517 total per night
$517 total
Aug 12 - Aug 13
Total with taxes and fees
This property features 3 restaurants, 6 outdoor pools, and a 24-hour 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
The Crane Resort
Crane Diamond Valley St. Philip
Free Cancellation
Reserve now, pay when you stay
$359 nightly
The price is $405 total per night
$405 total
Aug 25 - Aug 26
Total with taxes and fees
A full-service spa, 5 restaurants, and 5 outdoor pools are all featured at this luxury 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
Divi Southwinds Beach Resort
St Lawrence Main Road St. Lawrence Gap Christ Church
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $171 total per night
$171 total
Sep 10 - Sep 11
Total with taxes and fees
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.
Pool
Spa
Hilton Barbados Resort
Needhams Point Bridgetown
Free Cancellation
Reserve now, pay when you stay
$285 nightly
The price is $320 total per night
$320 total
Sep 6 - Sep 7
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free resort. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Families will appreciate the children's pool, kid-friendly dining, and in-room childcare.
Pool
Hot Tub
Hotel Le Roy
St. Lawrence Gap St. Lawrence Gap Christ Church
$158 nightly
The price is $183 total per night
$183 total
Aug 17 - Aug 18
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a communal living room, and luggage storage are also on offer.
Pool
Spa
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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