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South Windsor Vacation Packages

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South 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 $259, price is now $230 per person
$230
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $428, price is now $335 per person
$335
per person
Feb 16 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this 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 Oliver Ellsworth Homestead are located nearby.
Quality Suites Stratford

Quality Suites Stratford

2.5 out of 5
Save 100% on your flight
Price was $291, price is now $232 per person
$232
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this golf hotel in Stratford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Perry House and Stratford Historical Society Capt David Judson House are located nearby.
The Surfside Hotel

The Surfside Hotel

2 out of 5
Save 100% on your flight
Price was $852, price is now $693 per person
$693
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this beach hotel in Stratford. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Long Beach and Lordship Beach are located nearby.
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
Price was $494, price is now $437 per person
$437
per person
Feb 16 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden

3 out of 5
Price was $440, price is now $395 per person
$395
per person
Jan 23 - Jan 25
found 2 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
Book a stay at this business-friendly hotel in Wallingford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions United House Wrecking, Inc. and On Track Karting are located nearby.
Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

3 out of 5
Price was $432, price is now $389 per person
$389
per person
Jan 23 - Jan 25
found 2 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
Book a stay at this business-friendly hotel in Wallingford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United House Wrecking, Inc. and YMCA Mountain Mist Day Outdoor Center are located nearby.
Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
Price was $364, price is now $328 per person
$328
per person
Feb 16 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this 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 Windsor Arts Center and Loomis Chaffee School are located nearby.

South Windsor Vacation Packages 3-4 Night Stays

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 $259, price is now $230 per person
$230
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $428, price is now $335 per person
$335
per person
Feb 16 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Quality Suites Stratford

Quality Suites Stratford

2.5 out of 5
Save 100% on your flight
Price was $291, price is now $232 per person
$232
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
Price was $494, price is now $437 per person
$437
per person
Feb 16 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

South Windsor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Quality Suites Stratford

Quality Suites Stratford

2.5 out of 5
Save 100% on your flight
Price was $599, price is now $467 per person
$467
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
The Surfside Hotel

The Surfside Hotel

2 out of 5
Lordship
Save 100% on your flight
Price was $852, price is now $693 per person
$693
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
$58 Roundtrip, found 5 hours ago
$58
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Orlando Intl. to Bradley Intl., returning Sun, Feb 8, priced at $58 found 5 hours ago
Breeze Airways
Wed, Jan 21 - Mon, Jan 26
TPA
Tampa Intl.
BDL
Bradley Intl.
$140 Roundtrip, found 5 hours ago
$140
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Wed, Jan 21 from Tampa Intl. to Bradley Intl., returning Mon, Jan 26, priced at $140 found 5 hours ago
JetBlue Airways
Thu, Feb 5 - Sun, Feb 8
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 5 hours ago
$157
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Thu, Feb 5 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sun, Feb 8, priced at $157 found 5 hours ago
Frontier Airlines
Tue, Dec 30 - Mon, Jan 5
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$175 Roundtrip, found 6 hours ago
$175
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Dec 30 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Mon, Jan 5, priced at $175 found 6 hours ago