Windsor Vacations

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Windsor Vacation Packages

Windsor Hotel Deals

Quality Inn Williamston

Quality Inn Williamston

2.5 out of 5
102 East Boulevard, Williamston, NC
Fully refundableReserve now, pay when you stay
The price is ₩105,172 per night from Sep 7 to Sep 8
₩105,172
₩118,844 total
Sep 7 - Sep 8
includes taxes & fees
7.8/10 Good! (460 reviews)
"Great stay"

Reviewed on Aug 3, 2025

Quality Inn Williamston
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 ₩126,445 per night from Sep 2 to Sep 3
₩126,445
₩142,883 total
Sep 2 - Sep 3
includes taxes & fees
7.8/10 Good! (510 reviews)
Trip to the OBX
"Tv didn’t work - they changed us to a suite that had a tv that worked - very responsive Front desk person - pool was drained and Probably hasn’t been filled for awhile They should have mentioned that on the website before booking"

Reviewed on Aug 23, 2025

Holiday Inn Express Williamston by IHG
Hampton Inn Edenton

Hampton Inn Edenton

2.5 out of 5
115 Hampton Dr, Edenton, NC
Fully refundableReserve now, pay when you stay
The price is ₩211,414 per night from Sep 7 to Sep 8
₩211,414
₩236,255 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (658 reviews)
"Friendly staff. Decent breakfast. Great pool."

Reviewed on Jul 26, 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 vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation 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 vacation 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 vacation 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 customize 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 vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations 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 vacation 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 accommodations 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 vacation 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.