Windsor Castle Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Windsor Castle Vacation Deals

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

Morgans cliff

3.5 out of 5
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Ocho Rios (OCJ)
9.6/10 Exceptional! (26 reviews)
VERY CLEAN AND BEAUTIFUL GREAT VIEWS OF THE OCEAN AND FRIENDLY STAFF I ENJOYED MY STAY AND WILL MOST DEFINITELY RETURN.

Reviewed on May 2, 2025

Top Brass Ocean View Vacation Rental

Top Brass Ocean View Vacation Rental

3 out of 5
per person
Sep 5 - Sep 12
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Ocho Rios (OCJ)
10/10 Exceptional! (1 review)
Lagardan Ocean View

Lagardan Ocean View

3 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Ocho Rios (OCJ)
10/10 Exceptional! (1 review)
Ocho Rios Skyview Guest Apartment

Ocho Rios Skyview Guest Apartment

3.5 out of 5
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Ocho Rios (OCJ)
7.4/10 Good! (3 reviews)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Ocho Rios (OCJ)
9/10 Wonderful! (157 reviews)
Beautiful property! I had great communication with Property Manager Melanie. My family and I enjoyed our stay! We will definitely be coming back to this property on our next vacation in Jamaica!

Reviewed on Jun. 28, 2025

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Windsor Castle Hotel Deals

S Hotel Kingston

S Hotel Kingston

4.5 out of 5
1 St Lucia Avenue, Kingston, Saint Andrew
Fully refundable
The price is CA $192 per night from Aug 1 to Aug 2
CA $192
CA $249 total
Aug 1 - Aug 2
includes taxes & fees
9.2/10 Wonderful! (1,414 reviews)
"Cleanliness, location and staff are good"

Reviewed on Jul. 20, 2025

S Hotel Kingston
R Hotel Kingston

R Hotel Kingston

4 out of 5
2 Renfrew Road , Kingston 10, Jamaica, Kingston, Jamaica
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Aug 21 to Aug 22
CA $213
CA $261 total
Aug 21 - Aug 22
includes taxes & fees
8.4/10 Very Good! (1,156 reviews)
"It was really good We enjoyed our stay there"

Reviewed on Jul. 21, 2025

R Hotel Kingston
AC Hotel by Marriott Kingston, Jamaica

AC Hotel by Marriott Kingston, Jamaica

4.5 out of 5
38 Lady Musgrave Rd, Kingston, St. Andrew Parish
Fully refundableReserve now, pay when you stay
The price is CA $305 per night from Aug 8 to Aug 9
CA $305
CA $383 total
Aug 8 - Aug 9
includes taxes & fees
9/10 Wonderful! (818 reviews)
"AC hotel is great quality l, safeand the staff are super friendly. There is a Starbucks on site and a nice restaurant across the street, Thai Mystic."

Reviewed on Jul. 20, 2025

AC Hotel by Marriott Kingston, Jamaica
See all 1,281 properties in Windsor Castle
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Windsor Castle vacation package cost?
You can pick up a vacation package to this top destination from CA $1,095 on Expedia. But how much your vacation to Windsor Castle costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Windsor Castle?
You can typically find lower rates and better availability in January, May and September. Check out our cheap Windsor Castle vacation packages and you could get some great off-season deals.
How many days is enough for Windsor Castle?
With a well-organized travel plan, you can easily hit the main Windsor Castle sights in a few days. But if you prefer to explore off the beaten track or take day trips, consider booking your Windsor Castle vacation for longer.
How to find the best Windsor Castle package deals?
Use Expedia's filter tool to find some tempting Windsor Castle package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Windsor Castle package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Windsor Castle vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still get the flexibility to create a customized Windsor Castle vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Windsor Castle?
If you're considering a spontaneous Windsor Castle adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Windsor Castle?

  1. Pick your travel dates: The things you'd like to do in Windsor Castle and your preferred season will help you decide when to travel.
  2. Set your budget: Consider expenses such as flights, food and transportation when working out how much to put aside for your trip to Windsor Castle. Then, pick a hotel that works with your budget, whether that's an affordable option or a deluxe getaway.
  3. Decide how long to go away for: Now that you're more familiar with Windsor Castle, you can figure out the ideal length of your break. Pull together a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Windsor Castle vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.