Windsor Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ฿4,531 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

Windsor Crossroads Motel
Windsor Crossroads Motel
2.5 out of 5
606 North Main Street, Windsor, MO
Fully refundableReserve now, pay when you stay
The price is ฿2,131 per night from 24 Jun to 25 Jun
฿2,131
฿2,316 total
24 Jun - 25 Jun
includes taxes & fees
9/10 Wonderful! (80 reviews)
"Simple clean and quiet"

Reviewed on 18 Jun 2025

Windsor Crossroads Motel
Comfort Inn Sedalia Station
Comfort Inn Sedalia Station
2.5 out of 5
3600 W Broadway Blvd, Sedalia, MO
Fully refundableReserve now, pay when you stay
The price is ฿3,456 per night from 20 Jul to 21 Jul
฿3,456
฿3,930 total
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (526 reviews)
Nice place
"Nice place. Good bed. Decent breakfast"

Reviewed on 11 Jun 2025

Comfort Inn Sedalia Station
Westbridge Inn and Suites
Westbridge Inn and Suites
2 out of 5
106 S Baird St., Clinton, MO
Fully refundableReserve now, pay when you stay
The price is ฿2,508 per night from 16 Jul to 17 Jul
฿2,508
฿2,951 total
16 Jul - 17 Jul
includes taxes & fees
8/10 Very Good! (620 reviews)
"When you drive up to the place, it doesn't look like much. But the rooms are nice, they are clean, the staff is extremely friendly and the free breakfast has plenty of options. I would recommend to anyone."

Reviewed on 14 Jun 2025

Westbridge Inn and Suites
See all 193 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 great value package deals on Expedia, you'll be surprised at how little a holiday to Windsor costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Windsor?
You can typically find reduced prices and greater availability in January, March and October. Explore our cheap Windsor holiday packages and you could get some excellent off-season deals.
How many days is enough for Windsor?
With a well-organised schedule, you can easily hit the main Windsor attractions in a few days. But if you want to discover hidden gems or go on day trips, consider booking your Windsor holiday for longer.
How to find the best Windsor package deals?
Bagging a cheap Windsor package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order 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 going away on a weekday, when prices are typically lower.
Is it cheaper to book a Windsor holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can tailor your Windsor escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Windsor?
If you're considering a spontaneous Windsor trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Windsor?

  1. Choose when to get away: Check your diary and pack your bags. Your favourite 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 cover everything from transportation and dining out to flights and experiences. Your accommodation will probably be the largest expense during your trip to Windsor.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to experience in Windsor. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Windsor holiday 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.