
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
per person
Sep 9 - Sep 16
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.6/10 Excellent! (1,014 reviews)
This property was absolutely amazing. I have stayed at many hotels in Virginia Beach, and this was definitely one of the best. The kitchen was equipped with full sized appliances, it was clean, and everything was in working condition. The beds were comfortable, including the pull out sofa bed, the bathroom was clean, and nicely sized. I had the pleasure of checking in with Kyla and David. Their customer service was exceptional. I had a small issue with the balcony door when i arrived, the engineer that was sent fixed the issue with no problem and he too was kind, helpful and everything you would hope for as a grandmother traveling alone, with her two adolescent granddaughters. On day two, I had the pleasure of interacting with the concierge, whose name I can't remember, forgive me; however he too was exceptionally kind and informative. Day three, I interacted with another member of the front desk team, I can't remember her name either, but you guessed it, she too was phenomenal. She assisted with giving towels to my granddaughters for the pool and engaged them in conversation. I saw several staff members and each one was kind and helpful. It was a wonderful establishment with a wonderful group of staff. Thank you, I will be back. 💖
Reviewed on Aug. 7, 2025

Holiday Inn Express Hotel & Suites VA Beach Oceanfront by IHG
Northeast Virginia Beach
per person
Sep 9 - Sep 16
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.6/10 Excellent! (1,001 reviews)
Loved the sunrise from my balcony on the 8th floor. Bed was comfortable, it was clean, newly renovated. Great stay!
Reviewed on Aug. 3, 2025
Windsor Hotel Deals

Norfolk Waterside Marriott
235 E Main St, Norfolk, VA
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Sep 1 to Sep 2
CA $185
CA $219 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Good Hotel, so so restaurant
"Staff was friendly and efficient. I don't like the not making the room up, they missed it on day 2. But room was large, bed okay, having a desk with outlets was awesome for a road warrior. The restaurant was a different story, service was rotten. The wait staff were standing in the back behind a ..."
Reviewed on Aug. 4, 2025

Comfort Inn & Suites Hampton near Coliseum
1551 Hardy Cash Dr, Hampton, VA
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Sep 1 to Sep 2
CA $121
CA $142 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (886 reviews)
"Good hotel would stay again"
Reviewed on Aug. 5, 2025

Hyatt Place Hampton Convention Center
1905 Coliseum Dr, Hampton, VA
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Sep 1 to Sep 2
CA $132
CA $154 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,258 reviews)
"Dana at the front desk was amazing. Hotel was clean and staff was great. Easy acess to the main strip of food and retail. Buckroe beach is fantastic at a 15min drive from hotel."
Reviewed on Aug. 5, 2025
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.