Windsor Holidays

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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

Windsor Holiday

Our pick of the best Windsor Hotel Deals

"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

"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

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 NZ$161 per night from 26 July to 27 July
NZ$161
26 July - 27 July
includes taxes & fees
6/10 (366 reviews)
Mini vacation
"The hotel is dated but everything was clean and working. King bed very comfortable. Good coffee but breakfast items are limited. Pool is clean. Has a washer dryer in the ice machine room. One hour drive to Nags Head and cheaper than rates on the coast."

Reviewed on 15 Jul. 2025

Americas Best Value Inn Edenton
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.