Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to £335 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Your Windsor Holiday

With a holiday package to Windsor, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before departing, so you can make the most of your time discovering this awesome city. During your trip to Windsor, set aside some time for sightseeing. One of the best places to start exploring is Historic Hope Plantation. Check out Expedia's extensive range of travel options and start planning your dream holiday to Windsor today.

Windsor Essential Information

Language
English
Currency
U.S dollars
Population
3,800
Max Temp Winter
10ºC
Max Temp Summer
32ºC

Our pick of the best Windsor Hotel Deals

"Country Farm House"
"Country Farm House"
Windsor, NC
Stay at this holiday home in Windsor. Enjoy free Wi-Fi, a garden and laundry facilities.
10/10 Exceptional! (21 reviews)
Serenity in Windsor
"My family needed a place to stay for Memorial Day weekend. It worked out much better than a hotel. The beds were comfortable. It was as advertised. An old farm house that brought back many memories. Will definitely stay again if the need arises."

Reviewed on 29 May 2025

"Country Farm House"
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
windsor, NC
Stay at this cabin in Windsor. Enjoy free Wi-Fi, a garden and laundry facilities.
Hunting Trip
"The Legacy Lodge was cozy and convenient. We enjoy staying there."

Reviewed on 19 Oct 2024

A remote getaway ... Enjoy nature, have fun and embrace relaxation!
Holiday Inn Express Williamston by IHG
Holiday Inn Express Williamston by IHG
3 out of 5
1071 Cantle Court, Williamston, NC
Stay at this 3-star business-friendly hotel in Williamston. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their ...
7.8/10 Good! (488 reviews)
"Check in and staff were excellent. Now for the downside, we had several members of a Youth softball tournament staying at this motel they were very disappointed that the pool was not available for use and their parents were very disappointed that the washer And dryers were not working well."

Reviewed on 23 Jun 2025

Holiday Inn Express Williamston by IHG
See all 132 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Windsor travel package cost?
Starting from a low , a travel package is your passport to cheap travel. Put together your Windsor getaway by selecting from our great range of flights, hotels and rental cars.
If I'm not able to travel, can I cancel my Windsor travel package?
It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your Windsor travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Windsor?
Bundle, bundle, bundle. Flights, hotels and rental cars --- combine whatever you need into a Windsor travel package to save loads of cash. Score even more discounts when you add extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to tailor your trip your own way. We offer more than 550 air carriers and 1,000,000 hotels across the world, so that everyone has a chance to travel and live out those holiday dreams.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: If you'd like to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Windsor?
There's lots to explore in Windsor, so spend your nights near its best sights and allow yourself more time sightseeing. Historic Hope Plantation is one spot to put on your to-do list.
What are the top hotels in Windsor?
The Little Cabin On The Hillside and Cabin - A Remote Getaway. . . Enjoy Nature are among the most sought-after properties in Windsor. Why not check out the facilities and rates at each and then make up your mind?
How far in advance should I book my Windsor holiday?
It can be hard to know when the best time is to book your Windsor trip. But usually the earlier you book, the better the prices. In some cases, you can reserve your flights and hotels nearly a year prior to your departure date. If you're considering a last-minute getaway, no need to panic! There are plenty of fantastic bargains posted on Expedia every single day.
What does an Expedia Windsor travel package include?
Travel packages include flights, rental cars and hotels, but you can combine any of them to create your ideal Windsor getaway. You can also add on fun things like tours and activities once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Windsor travel package?
You'll score impressive savings when you combine your hotels, flights and rental cars into a package. Plus, booking everything in one place makes trip planning easier. So why waste your money or time? Whether you're organising a luxury romantic escape or a low-cost family break, explore our package deals today.
Can I choose my airline with a Windsor Expedia travel package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Just choose your preferred air carrier and put together the perfect Windsor escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.