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.
Sea Ranch Resort
Save 100% on your flight
Price was $1,052, price is now $706 per person
$706
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Pamlico Station Edgecamp
South Rodanthe
Save 100% on your flight
Price was $1,479, price is now $993 per person
$993
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
This hotel features a hot tub and a sauna. Free self parking and concierge services are also offered on site.
Sea Scape Beach and Golf Villas
Sea Scape
Save 100% on your flight
Price was $1,596, price is now $1,103 per person
$1,103
per person
Jul 12 - Jul 18
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
2 outdoor pools, an indoor pool, and an outdoor tennis court are all featured at this smoke-free condo. Bring the family and enjoy the mini golf, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Northeast Virginia Beach
Save 100% on your flight
Price was $1,208, price is now $859 per person
$859
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
This aparthotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
Sanderling Resort Residences
Save 100% on your flight
Price was $4,334, price is now $3,219 per person
$3,219
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
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
May 31 - Jun 1
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.
Comfort Suites Airport
12570 Jefferson Ave Newport News VA
Free Cancellation
$93 nightly
The price is $108 total per night
$108 total
May 31 - Jun 1
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.
Wyndham Garden Norfolk Downtown
700 Monticello Avenue Norfolk VA
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $116 total per night
$116 total
May 25 - May 26
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.
Sheraton Norfolk Waterside Hotel
777 Waterside Dr Norfolk VA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $158 total per night
$158 total
May 27 - May 28
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.
Kingsmill Resort
1010 Kingsmill Rd Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$215 nightly
The price is $237 total per night
$237 total
May 26 - May 27
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.
Pool
Hot Tub
Comfort Inn & Suites Hampton near Coliseum
1551 Hardy Cash Dr Hampton VA
Free Cancellation
$101 nightly
The price is $118 total per night
$118 total
Jun 14 - Jun 15
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.
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
