Windsor Holidays

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Top hotels in Windsor

Holiday Inn Express Williamston by IHG
Holiday Inn Express Williamston by IHG
3 out of 5
1071 Cantle Court, Williamston, NC
Fully refundable
The price is S$138 per night from 29 Jun to 30 Jun
S$138
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (487 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
Holiday Inn Express Plymouth by IHG
Holiday Inn Express Plymouth by IHG
2.5 out of 5
840 Us Highway 64 W, Plymouth, NC
The price is S$156 per night from 29 Jun to 30 Jun
S$156
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (492 reviews)
"Pool time was great"

Reviewed on 17 Jun, 2025

Holiday Inn Express Plymouth by IHG
Hampton Inn Edenton
Hampton Inn Edenton
2.5 out of 5
115 Hampton Dr, Edenton, NC
The price is S$235 per night from 29 Jun to 30 Jun
S$235
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (644 reviews)
"Clean, comfortable and easy to find. Close to main strip of Edenton and very quiet. The breakfast offering is robust, and the staff were friendly."

Reviewed on 17 Jun, 2025

Hampton 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.