Windsor Holidays

Photo by Ada Diez Mas
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Windsor

Hyatt Regency Princeton
Hyatt Regency Princeton
4 out of 5
102 Carnegie Ctr, Princeton, NJ
Fully refundableReserve now, pay when you stay
The price is S$140 per night from 3 Jul to 4 Jul
S$140
3 Jul - 4 Jul
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Great hotel
"Great stay, convenient location"

Reviewed on 9 Jun, 2025

Hyatt Regency Princeton
MHO Hotel Bordentown
MHO Hotel Bordentown
2 out of 5
187 US 130 and 206, Bordentown, NJ
Fully refundableReserve now, pay when you stay
The price is S$94 per night from 15 Jun to 16 Jun
S$94
15 Jun - 16 Jun
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Always great. Yes this page has its quirks and once in a while, having a perfect stay is it if my control. I love the staff here, super friendly. I wish the pillows weren't like Thin Mints® but hey, you win some you lose soon"

Reviewed on 9 Jun, 2025

MHO Hotel Bordentown
Best Western Rutgers University Hotel
Best Western Rutgers University Hotel
2.5 out of 5
195 Route 18, East Brunswick, NJ
Fully refundableReserve now, pay when you stay
The price is S$136 per night from 22 Jun to 23 Jun
S$136
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (581 reviews)
"N."

Reviewed on 9 Jun, 2025

Best Western Rutgers University Hotel
See all 424 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.

Frequently asked questions

How much does a Windsor holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday to Windsor costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Windsor?
January, February and March are the best times to look for cheap Windsor holiday packages. Opting to travel in less busy months means you’ll typically find lower prices on hotels and flights.
How many days is enough for Windsor?
Typically, a handful of days is enough to explore the main sights during your Windsor holiday. But if you prefer to have some time to relax or go on day trips, think about extending your itinerary.
How to find the best Windsor package deals?
Start your search for a Windsor package deal by entering your destination and preferred trip dates under our “Packages” tab. Then select a few filters, like “Guest rating” and “Property type,” to tailor the results to your exact style. You can also sort by “Package discount” and browse offers that come with unbeatable savings. If you don’t find the perfect Windsor package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Windsor adventure off to a flying start.
Is it cheaper to book a Windsor holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can personalise your Windsor escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Windsor?
If you have your Windsor travel dates locked in, book as early as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Windsor?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Windsor.
  2. Set your budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to Windsor. Then, pick a property that fits your budget, whether that’s an economical stay or a more luxurious getaway.
  3. Decide your trip length: Consider how long you’d like to spend exploring Windsor. Plan your days so you can get to all the attractions and experiences you’re interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Windsor holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.