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Windsor Vacation Packages

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Windsor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Beach Quarters Resort

Beach Quarters Resort

2.5 out of 5
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Sandbridge Beach are located nearby.
Four Sails Resort

Four Sails Resort

3.5 out of 5
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Stay at this 3.5-star beach condo in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Virginia Beach Boardwalk and Pacific Place are located nearby.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Stay at this 3-star 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 Atlantic Fun Park are located nearby.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Destination Fun and OBX Laser Tag are located nearby.
Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

3.5 out of 5
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Stay at this 3.5-star beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and Pacific Place are located nearby.
Courtyard by Marriott Virginia Beach Oceanfront/North 37th Street

Courtyard by Marriott Virginia Beach Oceanfront/North 37th Street

3 out of 5
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Hillier Ignite Fitness Park are located nearby.
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3 out of 5
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Stay at this 3-star beach aparthotel 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 Old Coast Guard Station are located nearby.
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and Cavalier Park are located nearby.

Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Shutters on the Banks

Shutters on the Banks

3.5 out of 5
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Ramada Plaza by Wyndham Nags Head Oceanfront

Ramada Plaza by Wyndham Nags Head Oceanfront

3 out of 5
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)
Hilton Vacation Club Beachwoods Kitty Hawk

Hilton Vacation Club Beachwoods Kitty Hawk

4 out of 5
Sea Scape
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Norfolk (ORF)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Tue, Apr 8 - Tue, Apr 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Apr 8 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Tue, Apr 15, priced at $68 found 4 days ago
Spirit Airlines
Wed, Jan 15 - Sat, Jan 25
TPA
Tampa Intl.
ORF
Norfolk Intl.
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Jan 15 from Tampa Intl. to Norfolk Intl., returning Sat, Jan 25, priced at $116 found 5 days ago
Spirit Airlines
Wed, Jan 15 - Wed, Jan 22
BOS
Logan Intl.
ORF
Norfolk Intl.
$155 Roundtrip, found 6 days ago
$155
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Jan 15 from Logan Intl. to Norfolk Intl., returning Wed, Jan 22, priced at $155 found 6 days ago
American Airlines
Sun, Jan 12 - Wed, Jan 15
ATL
Hartsfield-Jackson Atlanta Intl.
PHF
Newport News - Williamsburg Intl.
$202 Roundtrip, found 2 days ago
$202
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jan 12 from Hartsfield-Jackson Atlanta Intl. to Newport News - Williamsburg Intl., returning Wed, Jan 15, priced at $202 found 2 days ago