Windsor Holidays

    deals illustration

    Better together

    Save up to €185 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

Top hotels in Windsor

"Country Farm House"

"Country Farm House"

Windsor
10/10 Exceptional! (23 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

Get rates
"Country Farm House"
A remote getaway ... Enjoy nature, have fun and embrace relaxation!

A remote getaway ... Enjoy nature, have fun and embrace relaxation!

windsor
Hunting Trip
"The Legacy Lodge was cozy and convenient. We enjoy staying there."

Reviewed on 19 Oct 2024

Get rates
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
Americas Best Value Inn Edenton

Americas Best Value Inn Edenton

2 out of 5
501 Virginia Rd, Us-17 Bypass & Rt.32 Exit#227, Edenton, NC
Fully refundableReserve now, pay when you stay
The price is €82 per night from 21 Jul to 22 Jul
€82
21 Jul - 22 Jul
includes taxes & fees
6/10 (365 reviews)
"It was great for what it was, safe, quiet, clean. Breakfast included waffles, pool was there, advertised as promised. Cheap, comfortable stay."

Reviewed on 10 Jul 2025

Americas Best Value Inn Edenton
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.

Frequently asked questions

How much does a Windsor holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Windsor costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Windsor?
Travel in the shoulder or low season and you're likely to find cheap Windsor holiday packages. Bear in mind that public holidays and major events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Windsor?
The ideal duration of your Windsor holiday depends on what you'd like to see and do. Usually, a few days to a week will give you time to hit all the main attractions and explore some hidden gems along the way.
How to find the best Windsor package deals?
Bagging a cheap Windsor package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Windsor package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Windsor holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and accommodation individually. Better still, you can tailor your Windsor escape to match your exact style. Pick 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're planning a spur-of-the-moment Windsor adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Windsor?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Windsor.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to flights and activities. Your accommodation will likely be the biggest expense during your trip to Windsor.
  3. Set the duration of your trip: Start by listing all the sights and activities you'd like to experience in Windsor. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose 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.