Deals on vacations and trips to Windsor
Save when you book Windsor package deals
Windsor flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Ocean Key Virginia Beach Resort
Northeast Virginia Beach
Save 100% on your flight
Price was $644, price is now $446 per person
$446
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
This aparthotel features an indoor pool, a gym, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, laundry facilities, and free newspapers are also on offer.
Sea Ranch Resort
Save 100% on your flight
Price was $1,366, price is now $890 per person
$890
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Norfolk (ORF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference center. Enjoy the gym and perks like free self parking.
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Northeast Virginia Beach
Save 100% on your flight
Price was $1,382, price is now $922 per person
$922
per person
Jun 21 - Jun 27
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Guests will appreciate free perks like free self parking and WiFi in public areas.
Sanderling Resort Residences
Save 100% on your flight
Price was $3,041, price is now $2,088 per person
$2,088
per person
Jun 26 - Jun 29
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Norfolk (ORF)
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking.
Boardwalk Resort and Villas
Northeast Virginia Beach
Save 100% on your flight
Price was $988, price is now $680 per person
$680
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
This hotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, express check-out, and laundry facilities are also on offer.
Top Windsor hotels deals
Embassy Suites by Hilton Hampton Convention Center
1700 Coliseum Drive Hampton VA
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $114 total per night
$114 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the 24-hour gym and free continental breakfast each morning.
Pool
Breakfast included
Comfort Inn & Suites Hampton near Coliseum
1551 Hardy Cash Dr Hampton VA
Free Cancellation
$89 nightly
The price is $104 total per night
$104 total
Apr 22 - Apr 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Norfolk Waterside Marriott
235 E Main St Norfolk VA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $158 total per night
$158 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Free WiFi
Sheraton Norfolk Waterside Hotel
777 Waterside Dr Norfolk VA
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $149 total per night
$149 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Pool
Pet friendly
Wyndham Garden Norfolk Downtown
700 Monticello Avenue Norfolk VA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $110 total per night
$110 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Pet friendly
Comfort Suites Airport
12570 Jefferson Ave Newport News VA
Free Cancellation
$90 nightly
The price is $104 total per night
$104 total
May 4 - May 5
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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.
Popular places to visit
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.
Frequently asked questions
Photos of local treasures
Browse Windsor vacation photos for more inspiration
