Windsor Holidays

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    Save up to S$134 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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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Windsor

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 S$120 per night from 1 Dec to 2 Dec
S$120
includes taxes & fees
1 Dec - 2 Dec
7.6/10 Good! (402 reviews)
Quality Inn in Williamston
"Very kind employees at the front desk and great breakfast. Best option for the price!"

Reviewed on 13 Nov,2024

Quality Inn Williamston
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$90 per night from 1 Dec to 2 Dec
S$90
includes taxes & fees
1 Dec - 2 Dec
5.6/10 (450 reviews)
"Was really big and comfortable"

Reviewed on 13 Nov,2024

Ahoskie Inn
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$150 per night from 1 Dec to 2 Dec
S$150
includes taxes & fees
1 Dec - 2 Dec
8.4/10 Very Good! (457 reviews)
Loved it
"Loved it. Cozy"

Reviewed on 10 Nov,2024

Holiday Inn Express Plymouth, an IHG Hotel
See all 124 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?
Starting from as low as , you can create your own Windsor holiday package. Simply bundle flights, hotels and car rentals and we’ll reward you with discounts.
How do I get a cheap travel package to Windsor?
Browse and lock in everything all in one place with our Windsor holiday packages. You’ll find bargains on flights, hotels, tours and more that’ll keep your hip pocket happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 hotel options globally to select from, you’ll have the flexibility to mix and match your own way.
Where should I stay in Windsor?
A getaway in Windsor isn’t complete without a visit to Historic Hope Plantation. Why not stay close to this fantastic tourist attraction?
How far in advance should I book my Windsor holiday?
It depends on the airline, but you can normally look up international fares on Expedia nearly a year in advance. While it’s generally a good idea to book ahead of time, lucky travellers will occasionally score a cheaper seat just weeks prior to departure dates.
What does an Expedia Windsor travel package include?
It all boils down to what kind of trip you’re planning. Windsor holiday deals can include flights, car rentals and hotels. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you’ve booked to score even bigger discounts.
What should I know before booking a Windsor travel package?
When you book your flights, hotels and car rentals together, you’ll pick up great discounts. Whether you’re planning a wilderness getaway in a cabin or prefer to stay in an upscale city hotel, Expedia can make it happen for less.
Can I choose my airline with a Windsor Expedia holiday package?
Yes, definitely. Expedia has more than 550 airline partners to choose from around the globe. With such a huge range of choice, finding the right carrier to fly you to Windsor shouldn’t be hard.
If I'm not able to travel, can I cancel my Windsor holiday package?
You sure can, and we’ll help you every step of the way. You may be able to amend or cancel your Windsor holiday package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for further information.

* 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.