Windsor Vacations from AED3,670

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The Latest Windsor Vacation Packages

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

The LEEF Hotel

2 out of 5
Citrus Grove
Price was AED5,339, price is now AED3,670 per person
AED3,670
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Cairo (CAI) to Los Angeles (LAX)
8.6/10 Excellent! (713 reviews)
Great new, a bit of a small place for the weekend. New amenities, new room, must be a newly constructed little hotel. Small walkable space in room but cozy. A bit hard to contact staff because frontdesk is outsourced, someone from afar handles your questions. We experienced latency issue. They also only accept check-ins around 3pm.

Reviewed on 16 July 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was AED8,018, price is now AED4,847 per person
AED4,847
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Cairo (CAI) to New York (JFK)
8.6/10 Excellent! (2,498 reviews)
My comforter was stained and so was the window shade. The shower faucet was broken. An item was stolen from my room and when I reported it to the manager, he told me it was ā€œNot his problemā€

Reviewed on 17 July 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was AED13,160, price is now AED8,035 per person
AED8,035
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Cairo (CAI) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
It may have been because of FIFAā€¦in the mornings trying to go down for breakfast was a struggleā€¦the elevators were packed and we had to let several (3-4) go by before finally pushing onto the elevator. The guests were just as polite as the staffā€¦everyone understood.

Reviewed on 17 July 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was AED12,537, price is now AED7,726 per person
AED7,726
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Cairo (CAI) to New York (JFK)
9.2/10 Wonderful! (3,746 reviews)
We had a beautiful view of the city and the iconic New Years Eve ball. The bed was very comfortable and breakfast was delicious. Will definitely stay here again.

Reviewed on 17 July 2026

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
Price was AED9,304, price is now AED6,112 per person
AED6,112
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Cairo (CAI) to New York (JFK)
8/10 Very Good! (2,471 reviews)
Overall no issues, however the bedding had hair on it and the shower was dirty and disgusting. I wish I brought shower shoes that's how grossed out I was. Seems to be the trend for most NYC hotels which I don't understand at all.

Reviewed on 17 July 2026

Find the Best Windsor Vacation Packages

Windsor Hotel Deals

Manoir Des Sables, an Ascend Collection Hotel

Manoir Des Sables, an Ascend Collection Hotel

4 out of 5
90 Des Jardins Ave. Orford QC
Fully refundableReserve now, pay when you stay
The price is AEDĀ 309 per night from Aug 17 to Aug 18
AEDĀ 309
AEDĀ 390 total
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (1,328 reviews)
"We have been to this resort many time over the past few decades and it was usually a pleasant stay overall. However we have noticed the resort now needs major renovations throughout. Beds are only passably comfortable. The pool ladders need to be fixed. Restaurant hours are very restricted. No bar ..."

Reviewed on 17 July 2026

Manoir Des Sables, an Ascend Collection Hotel
Hotel Cheribourg, an Ascend Collection Hotel

Hotel Cheribourg, an Ascend Collection Hotel

4 out of 5
2603 Chemin Du Parc Orford QC
Fully refundableReserve now, pay when you stay
The price is AEDĀ 308 per night from Jul 26 to Jul 27
AEDĀ 308
AEDĀ 389 total
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very Good! (1,236 reviews)
"Great for my young ones (5 & 1). They had fun in the play structure. Some of the fame could use an upgrade but for the price, nice little get away. Enjoyed our stay."

Reviewed on 17 July 2026

Hotel Cheribourg, an Ascend Collection Hotel
Comfort Inn Sherbrooke - Estrie

Comfort Inn Sherbrooke - Estrie

2.5 out of 5
4295 boul. Bourque Sherbrooke QC
Fully refundableReserve now, pay when you stay
The price is AEDĀ 370 per night from Jul 26 to Jul 27
AEDĀ 370
AEDĀ 441 total
26 Jul - 27 Jul
includes taxes & fees
Comfort Inn Sherbrooke - Estrie
See all 189 properties in Windsor
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.

Stay near popular Windsor attractions

le Parc Historique de la Poudriere de Windsor

Find out about the history of Windsor with a stop at le Parc Historique de la Poudriere de Windsor. You can enjoy the restaurants while in the area.
See properties

Frequently asked questions

How much does a Windsor vacation package cost?
You'll find cheap prices from AED3,670 on Expedia for your Windsor break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Windsor costs.
What are the cheapest months to go to Windsor?
January, February and November are great times to look for cheap Windsor vacation packages. Choosing to travel in less busy periods means you can generally find better prices on flights and accommodations.
How to find the best Windsor package deals?
Finding a cheap Windsor package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Windsor package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Windsor vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still get the flexibility to create a customized Windsor vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Windsor?
Enjoy incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Windsor trip.
How to plan a trip to Windsor?

  1. Choose when to travel: Check your calendar and get packing. Your preferred season and the available activities will also help you decide when to visit Windsor.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and flights. Your accommodations will probably be the biggest expense during your trip to Windsor.
  3. Decide your trip length: Think about how long you want to spend discovering Windsor. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Windsor vacation package.