Search Deals onWindsor Vacation Packages
Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Milford / New Haven
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Miami (MIA) 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.
Residence Inn by Marriott Milford
per person
Jul 5 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to New Haven (HVN)
Stay at this 3-star hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Walnut Beach and Silver Sands State Park are located nearby.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Save 100% on your flight
per person
Jun 19 - Jun 23
found 9 hours ago
Roundtrip 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 Vintage Radio and Communications Museum of Connecticut and Windsor Historical Society are located nearby.
Graduate by Hilton New Haven
Save 100% on your flight
per person
Jun 17 - Jun 21
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Yale University Art Gallery and Yale Repertory Theater are located nearby.
New Haven Hotel
Save 100% on your flight
per person
Jun 17 - Jun 21
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and Schubert Performing Arts Center are located nearby.
Luxury Apartments by Hyatus at Pierpont
per person
Jun 30 - Jul 2
found 6 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 Knights of Columbus Museum and Shubert Theater are located nearby.
Hilton Garden Inn Milford
Save 100% on your flight
per person
Jun 17 - Jun 21
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star hotel in Milford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.
Holiday Inn Express Southington by IHG
per person
Jun 19 - Jun 23
found 9 hours ago
Roundtrip 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.
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.
Thu, May 1 - Tue, May 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$83 Roundtrip, found 2 days ago
$83
Roundtrip
found 2 days ago
Sun, May 11 - Sun, May 11
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$96 Roundtrip, found 13 hours ago
$96
Roundtrip
found 13 hours ago
Tue, Aug 5 - Tue, Aug 12
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$145 Roundtrip, found 12 hours ago
$145
Roundtrip
found 12 hours ago
Thu, Jun 12 - Sun, Jun 22
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 9 hours ago
$157
Roundtrip
found 9 hours ago
Discover Other Travel Deals
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