Search Deals onWindsor Vacation Packages
Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas
Price was $318, price is now $231 per person
$231
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Neptune Statue are located nearby.
We had a very nice stay at the Boardwalk..weather was fabulous. We rented the one bedroom villa. Had a nice living area and kitchen and queen bed in the bedroom. Everything was very comfortable. Loved being on the 10th floor… seemed very private. Resort staff was very friendly and helpful.
Reviewed on Aug 29, 2026
John Yancey Oceanfront Inn
Save 100% on your flight
Price was $497, price is now $308 per person
$308
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Book a stay at this beach hotel in Kill Devil Hills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions OBX Laser Tag and beach are located nearby.
Sea Ranch Resort
Save 100% on your flight
Price was $724, price is now $456 per person
$456
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Book a stay at this beach hotel in Kill Devil Hills. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions beach and Jolly Roger Restaurant are located nearby.
Blackbeard's Lodge
Save 100% on your flight
Price was $869, price is now $617 per person
$617
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Stay at this hotel in Ocracoke. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Deepwater Theater and British Cemetery are located nearby.
poor customer service. poor accommodations
Reviewed on Aug 26, 2026
The Ocean Key Virginia Beach Resort
Save 100% on your flight
Price was $329, price is now $242 per person
$242
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Stay at this aparthotel in Virginia Beach. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Sandbridge Beach are located nearby.
Holiday Inn Express Hotel & Suites Chesapeake by IHG
Save 100% on your flight
Price was $576, price is now $438 per person
$438
per person
Oct 16 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chesapeake Square Mall and Portsmouth City Park are located nearby.
The Barclay Towers Resort Hotel
Price was $362, price is now $281 per person
$281
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Neptune Statue are located nearby.
Room needed updating hair in bathroom shower only 1 wash cloth but tons of towels and didn’t notice until late at night bed was lumpy in general property needed updating great oceanfront location condition of property reflected in lower price than other nearby hotels
Reviewed on Aug 29, 2026
Homewood Suites by Hilton Chesapeake-Greenbrier
Save 100% on your flight
Price was $889, price is now $711 per person
$711
per person
Oct 16 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Greenbrier Mall and Waterside District are located nearby.
Room clean, simple check in friendly staff bed hard and lumpy breakfast so/so
Reviewed on Aug 29, 2026
Windsor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Windsor Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Nov 3 - Thu, Nov 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Wed, Oct 28 - Sat, Nov 7
MCO
Orlando Intl.
ORF
Norfolk Intl.
$135 Roundtrip, found 9 hours ago
$135
Roundtrip
found 9 hours ago
Thu, Oct 15 - Mon, Oct 19
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$157 Roundtrip, found 22 hours ago
$157
Roundtrip
found 22 hours ago
Tue, Sep 8 - Tue, Sep 15
BOS
Logan Intl.
ORF
Norfolk Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
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