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 Hotel

Save 100% on your flight

per person

Sep 14 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

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

2 outdoor pools, an outdoor tennis court, and a 24-hour gym are all featured at this smoke-free hotel. Enjoy free perks like free self parking and a beach shuttle. Luggage storage and barbecue grills are also provided.

Azura Bermuda

Save 100% on your flight

per person

Sep 14 - Sep 19

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

Save 100% on your flight

per person

Sep 14 - Sep 19

found 1 day 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.

Hamilton Princess - Fairmont Gold Experience

Save 100% on your flight

per person

Sep 14 - Sep 19

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.

Pompano Beach Club

Save 100% on your flight

per person

Sep 14 - Sep 19

found 1 day 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 3 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the 3 hot tubs and free perks like continental breakfast and free self parking.

The Reefs Resort & Club

Save 100% on your flight

per person

Sep 14 - Sep 19

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 $1,205 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

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

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

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

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.

On private beach

Pool

The Loren at Pink Beach

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

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.