Search Deals on
Windsor Vacation Packages

Build your package with 2 more options

Windsor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3 out of 5
Price was $213, price is now $193 per person
$193
per person
Jan 21 - Jan 23
just found
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Book a stay at this business-friendly hotel in Orange. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bowlero Milford and Robert Treat Farm are located nearby.
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

3 out of 5
Price was $277, price is now $231 per person
$231
per person
Jan 21 - Jan 23
just found
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Stay at this hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bowlero Milford and Robert Treat Farm are located nearby.
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
Price was $685, price is now $678 per person
$678
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this 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.

Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
Price was $685, price is now $678 per person
$678
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)

Top Flight Deals

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

Frontier Airlines
Thu, Jan 29 - Sun, Feb 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$70 Roundtrip, found 1 day ago
$70
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Orlando Intl. to Bradley Intl., returning Sun, Feb 8, priced at $70 found 1 day ago
Breeze Airways
Wed, Jan 21 - Mon, Jan 26
TPA
Tampa Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 19 hours ago
$137
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Jan 21 from Tampa Intl. to Bradley Intl., returning Mon, Jan 26, priced at $137 found 19 hours ago
Frontier Airlines
Thu, Jan 8 - Thu, Jan 15
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Thu, Jan 15, priced at $147 found 2 days ago
JetBlue Airways
Sat, Feb 7 - Mon, Feb 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Feb 7 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Feb 9, priced at $167 found 6 days ago