Windsor Holidays

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Top Flight + Hotel Deals in Windsor

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
Downtown Norfolk
Price was €1,010, price is now €969 per person
€969
per person
6 Oct - 9 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Norfolk (ORF)
6.4/10 (1,006 reviews)
Convient location.

Reviewed on 25 Aug 2025

Hilton Norfolk The Main

Hilton Norfolk The Main

4 out of 5
Downtown Norfolk
Price was €1,439, price is now €1,305 per person
€1,305
per person
6 Oct - 9 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Norfolk (ORF)
9/10 Wonderful! (1,000 reviews)
Everything about it was good

Reviewed on 10 Aug 2025

The Inn at Four Eleven York

The Inn at Four Eleven York

4 out of 5
West Freemason
Price was €1,228, price is now €1,139 per person
€1,139
per person
6 Oct - 9 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Norfolk (ORF)
10/10 Exceptional! (96 reviews)
The property is a lovely home from the late 1800's and has been updated without losing the charm of its era. Great staff and easy access make this a perfect place to get away.

Reviewed on 1 May 2025

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3 out of 5
Northeast Virginia Beach
Price was €1,076, price is now €1,029 per person
€1,029
per person
6 Oct - 8 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Norfolk (ORF)
8.2/10 Very Good! (1,123 reviews)
The room is not updated. Took some pictures of issues with the room immediately and went to the front desk with them. Toilet paper roll holder was missing, dented refrigerator. Found that the jets on the tub did not work, and the room wasn’t very clean. View was great.

Reviewed on 23 Aug 2025

Norfolk Waterside Marriott

Norfolk Waterside Marriott

3.5 out of 5
Downtown Norfolk
Price was €1,091, price is now €1,054 per person
€1,054
per person
6 Oct - 8 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Norfolk (ORF)
8.6/10 Excellent! (1,010 reviews)
Room was small for the money housekeeping never came.yo hg

Reviewed on 26 Aug 2025

Top hotels in Windsor

Norfolk Waterside Marriott

Norfolk Waterside Marriott

3.5 out of 5
235 E Main St, Norfolk, VA
Fully refundableReserve now, pay when you stay
The price is €136 per night from 4 Sept to 5 Sept
€136
4 Sept - 5 Sept
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"The property’s overall appearance is in good condition. The front desk staff were accommodating. There was an issue or two with my toilet’s handle not working properly. I ask for maintenance and they never came. The ironing board didn’t work properly as well."

Reviewed on 24 Aug 2025

Norfolk Waterside Marriott
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
700 Monticello Avenue, Norfolk, VA
Fully refundableReserve now, pay when you stay
The price is €94 per night from 1 Sept to 2 Sept
€94
1 Sept - 2 Sept
includes taxes & fees
6.4/10 (1,005 reviews)
"this was a nice hotel room was clean.i enjoyed my stay"

Reviewed on 24 Aug 2025

Wyndham Garden Norfolk Downtown
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
1551 Hardy Cash Dr, Hampton, VA
Fully refundableReserve now, pay when you stay
The price is €88 per night from 3 Sept to 4 Sept
€88
3 Sept - 4 Sept
includes taxes & fees
8.6/10 Excellent! (916 reviews)
"The staff is amazing, there was that touch of Southern Hospitality. The rooms were clean and spacious. I only wish there was a hot tub available."

Reviewed on 23 Aug 2025

Comfort Inn & Suites Hampton near Coliseum
See all 675 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?
Offering great value package deals from €969 on Expedia, you'll be thrilled with how little a holiday to Windsor costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Windsor?
You can typically find lower prices and better availability in January, February and November. Explore our cheap Windsor holiday packages and you could score some excellent off-season deals.
How many days is enough for Windsor?
With a well-organised itinerary, you can easily visit the main Windsor attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Windsor holiday for longer.
How to find the best Windsor package deals?
Begin your search for a Windsor package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Windsor package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Windsor adventure off to a flying start.
Is it cheaper to book a Windsor holiday as a package?
You can enjoy significant savings on your Windsor retreat by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Windsor?
Enjoy incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Windsor trip.
How to plan a trip to Windsor?

  1. Choose when to go: Check your schedule and get packing. Your preferred season and the type of activities on offer will also help you decide when to escape to Windsor.
  2. Budget wisely: Besides the cost of your hotel, you should consider other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could arise during your trip to Windsor.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Windsor. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Windsor holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.