Windsor Vacations

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Find the Best Windsor Vacation Packages

Windsor Hotel Deals

Embassy Suites by Hilton Hampton Convention Center
Embassy Suites by Hilton Hampton Convention Center
3.5 out of 5
1700 Coliseum Drive, Hampton, VA
Fully refundableReserve now, pay when you stay
The price is SAR 312 per night from Mar 26 to Mar 27
SAR 312
SAR 367 total
includes taxes & fees
26 Mar - 27 Mar
8.4/10 Very Good! (1,000 reviews)
"Wonderful breakfast"

Reviewed on 16 March 2025

Embassy Suites by Hilton Hampton Convention Center
Sheraton Norfolk Waterside Hotel
Sheraton Norfolk Waterside Hotel
3.5 out of 5
777 Waterside Dr, Norfolk, VA
Fully refundableReserve now, pay when you stay
The price is SAR 417 per night from Apr 14 to Apr 15
SAR 417
SAR 491 total
includes taxes & fees
14 Apr - 15 Apr
7.8/10 Good! (1,001 reviews)
"My room was not ready at check in. Waited nearly 4 hrs to pick up key, no one called to notify me when my room was ready."

Reviewed on 16 March 2025

Sheraton Norfolk Waterside Hotel
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 SAR 536 per night from Mar 23 to Mar 24
SAR 536
SAR 632 total
includes taxes & fees
23 Mar - 24 Mar
8.2/10 Very Good! (1,000 reviews)
"We loved our stay and the views from our room were just perfect! It was great to see Caroline on your staff again. She is a true asset to the Marriott!"

Reviewed on 7 March 2025

Norfolk Waterside Marriott
See all 690 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 vacation package cost?
Offering great value package deals on Expedia, you’ll be thrilled with how little a vacation 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 vacation packages and you could score some excellent off-season deals.
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 vacation as a package?
You can enjoy significant savings on your Windsor retreat by booking a tailored vacation 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 vacation 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 personalized Windsor vacation package.

Discover the most popular places to visit in Windsor

Boykin's Tavern

You can study the exhibits at Boykin's Tavern, a museum with a storied past, during your trip to Isle of Wight. Discover the area's live music and churches.

Boykin's Tavern