Search Deals onWindsor Beach Vacation Packages
Windsor Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Blue Water
Price was $1,523, price is now $1,306 per person
$1,306
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach guesthouse in Southampton Parish. Enjoy free WiFi, free parking, and a private beach. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
Cambridge Beaches Resort & Spa
Save 100% on your flight
Price was $2,246, price is now $1,542 per person
$1,542
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this luxury resort in Sandys Parish. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Royal Naval Dockyard and Horseshoe Bay are located nearby.
Rosewood Bermuda
Price was $12,137, price is now $8,496 per person
$8,496
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this luxury resort in Hamilton Parish. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Tucker's Point Golf Club and Mid Ocean Golf Club are located nearby.
Azura Bermuda
Save 100% on your flight
Price was $3,232, price is now $2,281 per person
$2,281
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this business-friendly hotel in Warwick Parish. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
The Reefs Resort & Club
Save 100% on your flight
Price was $2,085, price is now $1,523 per person
$1,523
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach hotel in Southampton Parish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
Rosedon Hotel - Adults Only
Price was $2,300, price is now $1,689 per person
$1,689
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach hotel in Pembroke Parish. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
The Loren at Pink Beach
Save 100% on your flight
Price was $8,028, price is now $6,264 per person
$6,264
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this luxury hotel in Smith's Parish. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions John Smith's Beach and Mid Ocean Golf Club are located nearby.
Newstead Belmont Hills Golf Resort & Spa
Save 100% on your flight
Price was $2,732, price is now $2,181 per person
$2,181
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this spa hotel in Paget Parish. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
St George's Club Hotel
Save 100% on your flight
Price was $2,250, price is now $1,838 per person
$1,838
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this golf hotel in St. George's. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Tucker House Museum and Bermuda Perfumery are located nearby.
Coco Reef Bermuda
Price was $1,587, price is now $1,354 per person
$1,354
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach hotel in Paget Parish. Enjoy free WiFi, a private beach, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
Willowbank Resort
Price was $2,344, price is now $2,041 per person
$2,041
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach hotel in Sandys Parish. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Royal Naval Dockyard and Horseshoe Bay are located nearby.
Inverurie Executive Suites
Price was $1,886, price is now $1,667 per person
$1,667
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
Stay at this hotel in Warwick Parish. Enjoy free WiFi, free valet parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
3-4 Night Vacations in Windsor Beach
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Windsor Beach
Price found within the past 48 hours. Click for updated prices.
Windsor Beach Last Minute Hotel Deals
Grotto Bay Beach Resort
11 Blue Hole Hill Hamilton Parish
Book a stay at this beach resort in Hamilton Parish. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Rosewood Bermuda
60 Tucker's Point Drive Hamilton Parish
Book a stay at this luxury resort in Hamilton Parish. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
The Loren at Pink Beach
116 South Shore Rd Smith's Parish
Book a stay at this luxury hotel in Smith's Parish. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property ...
The St. Regis Bermuda Resort
34 Coot Pond Road St. George's
Book a stay at this luxury hotel in St. George's. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
St George's Club Hotel
6 Rose Hill St. George's
Book a stay at this golf hotel in St. George's. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
The Residences at The St. Regis Bermuda
7 Coot Pond Road St. George's
Book a stay at this luxury hotel in St. George's. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Five Forts Golf Club and St. Catherine's ...
Coco Reef Bermuda
3 Stonington Circle Paget Parish
Book a stay at this beach hotel in Paget Parish. Enjoy free WiFi, a private beach, and a business center. Our guests praise the helpful staff in our reviews. ...
Hamilton Princess & Beach Club - A Fairmont Hotel
76 Pitts Bay Road Pembroke Parish
Book a stay at this luxury resort in Pembroke Parish. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the ...
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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