Search Deals onWindsor Vacation Packages
Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Motel 6 Southington, CT - Hartford
Price was $442, price is now $363 per person
$363
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Southington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Beechmont - Perfect for Family Retreat!
Price was $2,232, price is now $1,504 per person
$1,504
per person
Nov 20 - Nov 24
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 5-star luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Glenwood Park are located nearby.
Holiday Inn Express Southington by IHG
Save 100% on your flight
Price was $624, price is now $443 per person
$443
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Save 100% on your flight
Price was $784, price is now $572 per person
$572
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windsor Arts Center and Northwest Park are located nearby.
Hyatt Place Milford / New Haven
Price was $773, price is now $641 per person
$641
per person
Nov 20 - Nov 24
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.
Luxury Apartments by Hyatus at Pierpont
Price was $2,445, price is now $2,049 per person
$2,049
per person
Nov 20 - Nov 24
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shubert Theater and White Space Gallery are located nearby.
HYATT house Hartford North/Windsor
Price was $534, price is now $464 per person
$464
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Loomis Chaffee School are located nearby.
Residence Inn by Marriott Hartford/Windsor
Price was $527, price is now $458 per person
$458
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Xfinity Theatre and Windsor Arts Center are located nearby.
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.
Fri, Oct 24 - Mon, Oct 27
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Fri, Oct 24 - Mon, Oct 27
MCO
Orlando Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Sat, Nov 1 - Sat, Nov 8
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Thu, Nov 13 - Sun, Nov 16
TPA
Tampa Intl.
BDL
Bradley Intl.
$129 Roundtrip, found 5 days ago
$129
Roundtrip
found 5 days ago
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