Windsor Beach Vacation Deals: Windsor Beach, Bermuda Vacations

Windsor Beach vacation package deals

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

Coco Reef Bermuda

per person

Jul 22 - Jul 25

Roundtrip non-stop flight included

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

This smoke-free hotel features a private beach, 2 outdoor tennis courts, and a restaurant. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free WiFi.

Hamilton Princess - Fairmont Gold Experience

Save 100% on your flight

per person

Jul 1 - Jul 6

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 spa tub and unwind at the beach bar and poolside bar.

Azura Bermuda

Save 100% on your flight

per person

Jul 22 - Jul 25

Roundtrip non-stop flight included

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

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. Enjoy the gym and unwind at the bar/lounge and poolside bar.

Willowbank Resort

per person

Jun 24 - Jun 29

Roundtrip non-stop flight included

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

A private beach, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and free perks like continental breakfast and free self parking. Enjoy the outdoor tennis court and conveniences like a terrace and concierge services.

Hamilton Princess & Beach Club - a Fairmont Managed Hotel

per person

Jul 1 - Jul 6

Roundtrip non-stop flight included

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

This 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.

Rosewood Bermuda

Save 100% on your flight

per person

Jul 1 - Jul 6

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.

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 $928 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

$570

per night

Jun 3 - Jun 4

This resort features a private beach, a water park, and 3 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the 4 outdoor tennis courts and perks like free self parking and free WiFi.

Rosewood Bermuda

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

$871

per night

Jun 4 - Jun 5

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.

"Chan Mar" Tucker's Town Bermuda

This apartment features barbecue grills.

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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.