
Windsor Vacation Packages
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Top Windsor Vacation Deals
Price found within the past 48 hours. Click for updated prices.

The Atrium Resort, Virginia Beach by Vacatia
Northeast Virginia Beach
Price was CA $2,109, price is now CA $1,567 per person
CA $1,567
per person
Jun 24 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8.2/10 Very Good! (1,495 reviews)
Large suite with kitchenette, good for a family if needed. Bed was comfortable, location near the beach was good
Reviewed on May 4, 2026

The Ocean Key Virginia Beach Resort
Northeast Virginia Beach
Price was CA $2,324, price is now CA $1,625 per person
CA $1,625
per person
Jun 24 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
7.6/10 Good! (1,508 reviews)
I didn’t have a beach view once checked in even though I was informed I would have one.
The A/C was down the first night BUT thanks to MAINTENANCE before and after bringing me a fan! overall 7/10.
Reviewed on May 8, 2026

Ocean 27
Northeast Virginia Beach
Price was CA $6,018, price is now CA $4,271 per person
CA $4,271
per person
Jun 24 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
6.4/10 (1,042 reviews)
Close to beach. Ground level beach access rooms. Grounds need to be picked-up a bit. Centrally located along boardwalk.
Reviewed on Oct 13, 2025

Boardwalk Resort and Villas
Northeast Virginia Beach
Price was CA $2,356, price is now CA $1,824 per person
CA $1,824
per person
Jun 24 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8.8/10 Excellent! (1,004 reviews)
Our family had a nice stay! Other than a slight confusion on the room type we booked vs what were initially given, it was quickly resolved, and we stayed comfortably in the suite we booked. The staff we encountered were all very nice. Our room was very clean and had great amenities making our stay comfortable, especially the washer and dryer onsite. Only downside is that the shower in the suite doesn’t have a door to close off from the bedroom, which was a little inconvenient for us when kiddos went to sleep.
Reviewed on May 3, 2026

Holiday Inn & Suites Virginia Beach North Beach by IHG
Northeast Virginia Beach
Price was CA $2,631, price is now CA $2,051 per person
CA $2,051
per person
Jun 24 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8/10 Very Good! (1,354 reviews)
Outside pool was nice but so dirty. We went during off season but the pool was still open. The showers coming in from the
Reviewed on Apr 28, 2026
Windsor Hotel Deals

Embassy Suites by Hilton Hampton Convention Center
1700 Coliseum Drive Hampton VA
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from May 31 to Jun 1
CA $138
CA $162 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (1,402 reviews)
Clean room. Nice and helpful staff
Reviewed on May 7, 2026

The Landing at Hampton Marina, Tapestry Collection by Hilton
700 Settlers Landing Rd. Hampton VA
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from May 31 to Jun 1
CA $184
CA $214 total
May 31 - Jun 1
includes taxes & fees
8/10 Very Good! (1,006 reviews)
The mattresses were worn out the comforter and stuff was also worn needs to be replaced.
Reviewed on May 5, 2026

Kingsmill Resort
1010 Kingsmill Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from May 16 to May 17
CA $225
CA $321 total
May 16 - May 17
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
You could have told us before we booked (indeed, even before we checked in!) that the main restaurant and the spa (the two amenities we looked forward to) weren’t open for the first two days of our three-day stay.
Reviewed on May 8, 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.







