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Windsor Vacation Packages

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Top Hotels in Windsor

Spacious, Renovated 1870s Home & Full Kitchen
Spacious, Renovated 1870s Home & Full Kitchen
Windsor, MO
The price is CA $83 per night from Mar 1 to Mar 2
4.9/5Exceptional! (13 reviews)
Better than a hotel!

"The communication was unbelievable. Quick response, and the room was gorgeous and and clean and totally utd. I will be contacting her again for another getaway with my daughter. The cost is more reasonable than a super 8 and has a laundry room., living room, bathroom w shower, kitchen with coffee ..."…"

Reviewed on Feb. 1, 2021

Spacious, Renovated 1870s Home & Full Kitchen
Windsor Crossroads Motel
Windsor Crossroads Motel
606 North Main Street, Windsor, MO
Free cancellationReserve now, pay when you stay
The price is CA $77 per night from Mar 1 to Mar 2
4.8/5Exceptional! (11 reviews)

"Very clean and easy access to the Katy. Five minutes walk to Farrington Park."…"

Reviewed on Aug. 19, 2020

Windsor Crossroads Motel
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
Windsor, MO
The price is CA $126 per night from Mar 1 to Mar 2
5/5Exceptional! (6 reviews)
Great price for a group big or small

"Having only a party of two, we were more than accommodated. I could see this cute property comfortably fitting a group triple the size and for a great price. Clean, all amenities in order, and with a nice market just around the corner."…"

Reviewed on Feb. 17, 2021

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO
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 vacation package cost?
The cheapest Windsor package is , so your dream trip can become a reality — without burning a hole in your pocket. Combine flights, hotels, car rentals and more to tailor make a package suited to your traveling style.
If I'm not able to travel, can I cancel my Windsor vacation package?
It’s hard to predict what the future holds, so it’s good to know that you can cancel or change your Windsor vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Windsor?
Booking a Windsor vacation package with Expedia is such a simple way to save. Organize your adventure now and save as much as C$590 — it’s really that easy! We have access to more than 400 partner airlines and 321,000 hotel options worldwide. With such an amazing range to select from, you’ll have no trouble creating your perfect trip.
When is the best time of year to visit Windsor?
is the busy season in Windsor, while is generally quieter. If you’re searching for a great deal on your trip, consider the month of . It’s also worth keeping in mind that is usually the most expensive time to visit.
How far in advance should I book my Windsor vacation?
To bag rock-bottom prices, book as early as you can. Airlines usually release flights, along with some of the lowest fares, up to 12 months ahead of time. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you’re in need of a last-minute getaway in Windsor, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Windsor travel package include?
Rental cars, hotels and flights — you’ll find them all here. With Expedia, you can create your Windsor package the way you want. All you have to do is figure out exactly what you need. Once you’ve made your booking, you can add extras like activities and tours. The more you bundle, the more you save!
What should I know before booking a Windsor travel package?
When you book your flights, hotels and car rentals together, you’ll pick up amazing discounts. Whether you’re planning an outdoor getaway in a chalet or prefer to stay in a cozy apartment in the city, Expedia will make it happen for less.
Does Expedia offer Book Now, Pay Later Windsor vacation packages?
Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later. You can customize your getaway with Expedia packages, so why not customize your payment arrangement as well?
Can I choose my airline with a Windsor Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.