
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.

Seacruise Villa
Save 100% on your flight
Price was $1,753, price is now $1,167 per person
$1,167
per person
Jan 14 - Jan 18
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a children's pool and an arcade/game room, and in-room childcare is an added bonus. Enjoy the outdoor pool and conveniences like a terrace and laundry facilities.

O2 Beach Club & Spa by Ocean Hotels - All Inclusive
Price was $4,986, price is now $2,301 per person
$2,301
per person
Feb 17 - Feb 21
found 1 day ago
Roundtrip 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.

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
Price was $7,788, price is now $3,988 per person
$3,988
per person
Feb 16 - Feb 21
found 2 days ago
Roundtrip 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.

Luxury Collection at Sea Breeze Beach House by Ocean Hotels
Save 100% on your flight
Price was $7,083, price is now $4,257 per person
$4,257
per person
Feb 16 - Feb 21
found 2 days ago
Roundtrip 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.

The Soco Hotel - Adults Only
Save 100% on your flight
Price was $2,345, price is now $1,529 per person
$1,529
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Dine at the beachfront restaurant and relax with sun loungers. Guests will appreciate 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
$479 nightly
The price is $536 total per night
$536 total
Dec 15 - Dec 16
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
$670 nightly
The price is $747 total per night
$747 total
Dec 15 - Dec 16
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
$471 nightly
The price is $523 total per night
$523 total
Dec 17 - Dec 18
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
$322 nightly
The price is $359 total per night
$359 total
Dec 17 - Dec 18
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
$656 nightly
The price is $733 total per night
$733 total
Dec 17 - Dec 18
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
Free Cancellation
Reserve now, pay when you stay
$220 nightly
The price is $252 total per night
$252 total
Dec 15 - Dec 16
Total with taxes and fees
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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