Windsor Holidays

Photo by Ada Diez Mas

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Top hotels in Windsor

Hilton East Brunswick Hotel & Executive Meeting Center

Hilton East Brunswick Hotel & Executive Meeting Center

3.5 out of 5
3 Tower Center Blvd, East Brunswick, NJ
Fully refundableReserve now, pay when you stay
The price is S$161 per night from 14 Aug to 15 Aug
S$161
14 Aug - 15 Aug
includes taxes & fees
7.2/10 Good! (1,020 reviews)
"It was a last minute booking as I was attending a wedding and decided I didn’t want to drive home called front desk for extra linen and never received it."

Reviewed on 5 Aug, 2025

Hilton East Brunswick Hotel & Executive Meeting Center
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$168 per night from 29 Aug to 30 Aug
S$168
29 Aug - 30 Aug
includes taxes & fees
8.6/10 Excellent! (1,024 reviews)
"Clean and Excellent Service!"

Reviewed on 4 Aug, 2025

Hyatt Regency Princeton
The Westin Princeton at Forrestal Village

The Westin Princeton at Forrestal Village

4 out of 5
201 Village Blvd, Princeton, NJ
Fully refundableReserve now, pay when you stay
The price is S$190 per night from 10 Aug to 11 Aug
S$190
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Pool not swimmable
"We chose the hotel partially because of the pool, but it was not swimmable due to murky water. It was unsafe."

Reviewed on 6 Aug, 2025

The Westin Princeton at Forrestal Village
See all 425 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.