Windsor Beach Vacation Deals: Windsor Beach, Bermuda Vacations

Windsor Beach vacation package deals

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

St George's Club Bermuda

per person

Jun 20 - Jun 23

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to St. George's (BDA)

This smoke-free hotel features 2 outdoor pools, a 24-hour gym, and a restaurant. Enjoy free perks like free self parking and a beach shuttle. A garden, a snack bar/deli, and luggage storage are also on offer.

Azura Bermuda

Save 100% on your flight

per person

Jun 20 - Jun 23

found 2 days 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.

Hamilton Princess & Beach Club - a Fairmont Managed Hotel

Save 100% on your flight

per person

Jul 15 - Jul 19

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to St. George's (BDA)

This luxury resort features a full-service spa, a marina, and 5 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's fun for all ages with a children's club and a playground, and babysitting is an added bonus.

Newstead Belmont Hills Golf Resort & Spa

per person

Jul 20 - Jul 24

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.

Rosewood Bermuda

Save 100% on your flight

per person

Jul 15 - Jul 19

found 2 days 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 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.

Cambridge Beaches Resort & Spa

per person

Jul 15 - Jul 19

found 2 days ago

Roundtrip non-stop 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.

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 $1,210 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

Grotto Bay Beach Resort

11 Blue Hole Hill, Bailey's Bay, Hamilton Parish

$715

includes taxes & fees

$639 per night

May 22 - May 23

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. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Rosewood Bermuda

60 Tucker's Point Drive, Tucker's Town, Hamilton Parish

$1,109

includes taxes & fees

$1,004 per night

May 11 - May 12

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.

The Loren at Pink Beach

116 South Shore Rd, Tucker's Town, Smith's Parish

$1,841

includes taxes & fees

$1,659 per night

May 9 - May 10

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.

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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.