Exclusive Windsor Beach Vacation Deals

Windsor Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.
Rosedon Hotel

Rosedon Hotel

4 out of 5
Price was $1,194, price is now $829 per person
$829
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
This Colonial hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi. A terrace, a garden, and a lobby fireplace are also on offer.
Hamilton Princess - Fairmont Gold Experience

Hamilton Princess - Fairmont Gold Experience

5 out of 5
Save 100% on your flight
Price was $3,635, price is now $2,483 per person
$2,483
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this luxury hotel. Unwind with a drink at one of the 5 bars/lounges and enjoy free perks like free self parking and a beach shuttle. Enjoy the hot tub and unwind at the beach bar and poolside bar.
Newstead Belmont Hills Golf Resort & Spa

Newstead Belmont Hills Golf Resort & Spa

4 out of 5
Price was $1,353, price is now $1,021 per person
$1,021
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
This smoke-free hotel features a golf course, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 2 outdoor tennis courts and get free self parking.
Azura Bermuda

Azura Bermuda

4 out of 5
Price was $1,291, price is now $974 per person
$974
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.
Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa

4 out of 5
Price was $2,952, price is now $2,252 per person
$2,252
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
This smoke-free resort features a private beach, a full-service spa, and a marina. Traveling on business? Take advantage of the laundry service, conference space, and airport shuttle. Enjoy the 3 outdoor tennis courts and get free self parking.
The Reefs Resort & Club

The Reefs Resort & Club

4 out of 5
Price was $1,166, price is now $893 per person
$893
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
A full-service spa, 3 restaurants, and 2 outdoor tennis courts are all featured at this hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Frequently asked questions

How much are vacation packages to Windsor Beach?
Save on your visit to Windsor Beach by combining your flights and hotel into a $829 package. With all that extra money in your pocket, why not stay longer and explore even more?
Where can I get the best vacation package deals for Windsor Beach?
Travelocity is the only place you need to go to score a terrific Windsor Beach package deal. Select from as many as 400 air carriers and 1,000,000 properties worldwide and craft a vacation package that's suited to you. With so many options at hand, you'll have plenty of inspiration for your next big adventure.
Why should I book my Windsor Beach vacation package via Travelocity?
Because life is one amazing journey, and we have all you need to help get you on your way. With our superb service and Price Match Guarantee, you can organize your trip with confidence. What's more, you can rest easy while you're on the road knowing we've got you covered with our 24/7 customer support.

Top Windsor Beach hotel deals

Rosewood Bermuda

Rosewood Bermuda

5 out of 5
60 Tucker's Point Drive, Tucker's Town, Hamilton Parish
$762 nightly
The price is $842 total per night
$842 total
Dec 2 - Dec 3
Total with taxes and fees
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the 4 outdoor tennis courts and perks like free valet parking and a free beach shuttle.
Pool
Spa
Grotto Bay Beach Resort

Grotto Bay Beach Resort

4 out of 5
11 Blue Hole Hill, Bailey's Bay, Hamilton Parish
$335 nightly
The price is $375 total per night
$375 total
Dec 1 - Dec 2
Total with taxes and fees
This resort features a private beach, free water park access, and 3 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
On private beach
Pool
The Loren at Pink Beach

The Loren at Pink Beach

5 out of 5
116 South Shore Rd, Tucker's Town, Smith's Parish
$478 nightly
The price is $530 total per night
$530 total
Nov 30 - Dec 1
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the free kid's club, children's pool, and kid-friendly dining.
On private beach
Pool
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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.