Windsor Woods Vacations from $302
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The Latest Windsor Woods Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Ocean Key Virginia Beach Resort
Northeast Virginia Beach
Price was $362, price is now $302 per person
$302
per person
Dec 5 - Dec 7
found 19 hours ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
7.8/10 Good! (1,444 reviews)
Excellent location!
Best restaurant in VAB is right across the street and so is the boardwalk. The quieter end of the beach but so close to many great restaurants and the marina.
Reviewed on Oct 10, 2025
The Inn at Four Eleven York
West Freemason
Price was $983, price is now $791 per person
$791
per person
Jan 19 - Jan 23
found 1 hour ago
Roundtrip non-stop flight included
San Antonio (SAT) to Norfolk (ORF)
10/10 Exceptional! (96 reviews)
Loved our stay at the Inn. Super comfortable bed with top quality linens. Staff was very friendly and accommodating. Convenient to all the wedding activities that we were in town for. Breakfast was delicious.
Reviewed on Oct 26, 2025
Hilton Garden Inn Virginia Beach Town Center
Northwest
Price was $505, price is now $433 per person
$433
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
8/10 Very Good! (1,010 reviews)
Had a wonderful stay..Tha k you for the free park. Staff was pleasant and polite and hotel location was perfect.Will definitely be back.
Reviewed on Oct 27, 2025
Where to stay in Windsor Woods
Find the best Windsor Woods areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Woods
Sandbridge
4.5/5(3 area reviews)
Somewhat remote and less crowded than the main resort strip, Sandbridge offers a 4.5-mile stretch of oceanfront with lifeguard-protected waters. Nearby, find Little Island Park and easy access to shopping and dining centers at Red Mill and Courthouse.
Windsor Woods Hotel Deals
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
1101 Atlantic Ave, Virginia Beach, VA
$84 nightly
The price is $99 total per night from Nov 16 to Nov 17
$99 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (1,186 reviews)
I came to this location for peace, quiet, and to not be disturbed and that what I got. Beautiful ocean Front view, the balcony was relaxing, and my view of the sunset was beautiful. Matt thank you so much for making sure I got a parking spot in front of the hotel on my last night. I had a very early ...
Reviewed on Oct 27, 2025
Schooner Inn
215 Atlantic Ave, Virginia Beach, VA
$59 nightly
The price is $70 total per night from Oct 30 to Oct 31
$70 total
Oct 30 - Oct 31
Total with taxes and fees
8.6/10 Excellent! (3,615 reviews)
Fall trip to my home town
The room was clean and had great amenities. However it could have used power access for electronics. It was also lacking a soap dish and safety bars in the tub/shower. I was not asked when I made the reservation if I needed accommodations for this. If my wife had been with me I would have needed ...
Reviewed on Oct 27, 2025
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
1801 Atlantic Ave, Virginia Beach, VA
Fully refundable
$92 nightly
The price is $108 total per night from Nov 2 to Nov 3
$108 total
Nov 2 - Nov 3
Total with taxes and fees
8.2/10 Very Good! (2,415 reviews)
The view was great and the room was very clean.
Reviewed on Oct 28, 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.
Discover the most popular places to visit in Windsor Woods
Virginia Beach Boardwalk
4.5/5(3,185 reviews)
Soak up the atmosphere as you stroll along this oceanfront strip, the heart of Virginia Beach’s dining and entertainment scene.
Sandbridge Beach
4.5/5(290 reviews)
Escape to this quiet, family-friendly beach to enjoy fishing, strolling, dining on fresh seafood or simply relaxing on the sand.
Naval Air Station Oceana
4.5/5(9 reviews)
Naval Air Station Oceana is just one of the places to see in Virginia Beach, so why not enjoy the other things to explore during your travels? Experience the great live music or attend a sporting event in this walkable area.
Things to do
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
$40
per adult
80% of travellers recommend
Spirit of Norfolk Signature Dinner Cruise
$149
per adult
72% of travellers recommend
Spirit of Norfolk Signature Brunch Cruise
$114
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.