Windsor Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

Top hotels in Windsor

Ahoskie Inn
Ahoskie Inn
2.5 out of 5
343 NC Hwy 561 W, Ahoskie, NC
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 11 Jan to 12 Jan
S$110
includes taxes & fees
11 Jan - 12 Jan
5.6/10 (457 reviews)
Very relaxing
"My stay was great very enjoyable"

Reviewed on 15 Dec,2024

Ahoskie Inn
Hampton Inn Williamston
Hampton Inn Williamston
2.5 out of 5
1099 Hampton Ct, Williamston, NC
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 2 Feb to 3 Feb
S$148
includes taxes & fees
2 Feb - 3 Feb
8.8/10 Excellent! (580 reviews)
"I liked its close to the highway and the contactless check in."

Reviewed on 28 Dec,2024

Hampton Inn Williamston
Holiday Inn Express Plymouth, an IHG Hotel
Holiday Inn Express Plymouth, an IHG Hotel
2.5 out of 5
840 Us Highway 64 W, Plymouth, NC
Fully refundable
The price is S$151 per night from 19 Jan to 20 Jan
S$151
includes taxes & fees
19 Jan - 20 Jan
8.4/10 Very Good! (467 reviews)
"Staff are exceptional. We have a registered p.service animal that was welcomed after being denied access to an airbnb in bellhaven! The accommodations and the breakfast were also amazing. Ive never had a more welcoming, understanding and professional hotel employees and i worked in the hospitality ..."

Reviewed on 2 Jan,2025

Holiday Inn Express Plymouth, an IHG Hotel
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.