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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.
The Best Way Inn

The Best Way Inn

2 out of 5
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Stay at this motel in New Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions West Rock Ridge State Park and Yale Golf Course are located nearby.
Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
Save 100% on your flight
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Southington. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lake Compounce and Crystal Bees are located nearby.
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Lake Compounce and Barnes Museum are located nearby.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
per person
Oct 16 - Oct 19
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Clarion Inn

Clarion Inn

3 out of 5
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quinnipiac River State Park and Wharton Brook State Park are located nearby.
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windsor Arts Center and Oliver Ellsworth Homestead are located nearby.
Whitney Inn & Suites

Whitney Inn & Suites

2 out of 5
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Stay at this hotel in Hamden. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mount Carmel and Sleeping Giant State Park are located nearby.
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Roaring Brook Park and Sleeping Giant State Park are located nearby.

Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Clarion Inn

Clarion Inn

3 out of 5
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
Save 100% on your flight
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
per person
Oct 16 - Oct 19
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)

Top Flight Deals

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

Spirit Airlines
Thu, Aug 28 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Aug 28 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $92 found 2 days ago
Spirit Airlines
Mon, Oct 6 - Mon, Oct 13
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Oct 6 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Oct 13, priced at $108 found 3 days ago
Frontier Airlines
Thu, Sep 18 - Thu, Sep 25
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Sep 18 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Thu, Sep 25, priced at $109 found 4 days ago
United
Tue, Sep 30 - Tue, Sep 30
ORD
O'Hare Intl.
BDL
Bradley Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 30 from O'Hare Intl. to Bradley Intl., returning Tue, Sep 30, priced at $132 found 1 day ago