Windsor Holidays

  • Plan, book, travel with confidence

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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

Holiday Inn Binghamton Downtown by IHG

Holiday Inn Binghamton Downtown by IHG

3 out of 5
2-8 Hawley Street, Binghamton, NY
Fully refundable
The price is S$184 per night from 4 Sept to 5 Sept
S$184
4 Sept - 5 Sept
includes taxes & fees
8.2/10 Very Good! (1,012 reviews)
"Great"

Reviewed on 24 Aug, 2025

Holiday Inn Binghamton Downtown by IHG
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
569 Harry L Dr, Johnson City, NY
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 7 Sept to 8 Sept
S$110
7 Sept - 8 Sept
includes taxes & fees
7.4/10 Good! (465 reviews)
"Friendly staff, modern interior, clean room, comfortable bed, quiet environment, and nice breakfast.. i was quite satisfied with staying at the hotel."

Reviewed on 20 Aug, 2025

Comfort Inn & Suites
Comfort Inn Binghamton I-81

Comfort Inn Binghamton I-81

2.5 out of 5
1000 Upper Front St, Binghamton, NY
Fully refundableReserve now, pay when you stay
The price is S$123 per night from 2 Sept to 3 Sept
S$123
2 Sept - 3 Sept
includes taxes & fees
7.6/10 Good! (1,008 reviews)
"Very nice lady at check in. Carpet in room needs to be replaced. Room clean, just showing age. Smell in our room, not too bad, but it was present."

Reviewed on 23 Aug, 2025

Comfort Inn Binghamton I-81
See all 346 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?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Windsor costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Windsor?
Plan your getaway for the off-season and you're likely to find cheap Windsor holiday packages. Keep in mind that public holidays and major events and festivals can impact prices, so do some research before you go.
How many days is enough for Windsor?
Typically, a handful of days is enough to see the top attractions during your Windsor holiday. But if you'd like to have time to relax or take day trips, consider extending your itinerary.
How to find the best Windsor package deals?
Start your search for a Windsor package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Windsor package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Windsor escape underway.
Is it cheaper to book a Windsor holiday as a package?
You can enjoy significant savings on your next Windsor break by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Windsor?
If you've got your Windsor holiday dates finalized, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Windsor?

  1. Choose your travel dates: What you'd like to do in Windsor and your favourite season will help you decide when to go.
  2. Set a budget: Factor in expenses such as flights, transportation and food when working out how much to save for your trip to Windsor. Then, select a hotel that works with your budget, whether that's an affordable option or a more upscale retreat.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Windsor. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your accommodation and airfare: After you've settled on your travel dates and duration, book the right Windsor holiday package for you.

* 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.