Windsor Vacation Packages
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Top Windsor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas
Northeast Virginia Beach
Price was CA $1,459, price is now CA $1,136 per person
CA $1,136
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Staff was very helpful and communicative
Reviewed on Jan 29, 2026
The Atrium Resort, Virginia Beach by Vacatia
Northeast Virginia Beach
Price was CA $1,552, price is now CA $1,225 per person
CA $1,225
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.2/10 Very Good! (1,478 reviews)
We love the homey feeling of the room. The whole apartment aka hotel room was the best. Can't wait to cone back during the warmer season. Thanks for making my birthday
Reviewed on Oct 12, 2025
The Ocean Key Virginia Beach Resort
Northeast Virginia Beach
Price was CA $1,522, price is now CA $1,209 per person
CA $1,209
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
7.8/10 Good! (1,448 reviews)
I did not enjoy pool like we wanted it was closed for 2 days out of the stay we was there so kids did t get to use it until a day for we was leaving
Reviewed on Nov 17, 2025
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Northeast Virginia Beach
Price was CA $1,420, price is now CA $1,152 per person
CA $1,152
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.2/10 Very Good! (1,168 reviews)
We had a great stay. The staff was very helpful. The room was amazing and clean. We will be back
Reviewed on Jan 31, 2026
Hilton Norfolk The Main
Downtown Norfolk
Price was CA $1,797, price is now CA $1,466 per person
CA $1,466
per person
Apr 28 - May 3
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9/10 Wonderful! (1,000 reviews)
Compared to my first visit, this stay came with a few challenges. The shower wasn’t properly cleaned, and I had to call maintenance for both the showerhead and the safe. The headboard also appeared to be torn, and the restaurants closed at midnight, which was disappointing since nightlife was the main reason I chose The Main. I would consider staying again, but the accommodations were not top-notch.
Reviewed on Jan 11, 2026
Windsor Hotel Deals
Comfort Inn Newport News - Hampton I-64
12330 Jefferson Ave Newport News VA
The price is CA $99 per night from Feb 15 to Feb 16
CA $99
CA $115 total
Feb 15 - Feb 16
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Great
Reviewed on Jan 31, 2026
Embassy Suites by Hilton Hampton Convention Center
1700 Coliseum Drive Hampton VA
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Feb 9 to Feb 10
CA $122
CA $143 total
Feb 9 - Feb 10
includes taxes & fees
8.4/10 Very Good! (1,247 reviews)
The room was clean. In general the facility is well maintained. All the staff was very helpful and warm. The standout is the manager CeeCee. I am not sure if the correct spelling of her name. But, she is everything that hospitality stands for. I plan on calling corporate to sing her praises! Embassy ...
Reviewed on Feb 1, 2026
Wyndham Garden Norfolk Downtown
700 Monticello Avenue Norfolk VA
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Feb 15 to Feb 16
CA $117
CA $139 total
Feb 15 - Feb 16
includes taxes & fees
6.6/10 (1,000 reviews)
Clean room
Reviewed on Jan 24, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
