Search Deals onSouth Windsor Vacation Packages
South Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham New Haven
Price was $515, price is now $407 per person
$407
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Long Wharf Theatre and Knights of Columbus Museum are located nearby.
Great place, close to everything, check in wasn’t great, felt like I was bothering checking in.
Reviewed on Jul 27, 2026
Hyatus Luxury Residences City Crossing
Save 100% on your flight
Price was $1,461, price is now $1,105 per person
$1,105
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
Book a stay at this business-friendly 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.
Everything about the property & staff was AMAZING! Zero complaints, would 100% stay there again if in the area. Thank you!
Reviewed on Jul 24, 2026
Luxury Furnished Apartments by Hyatus Downtown at Yale
Save 100% on your flight
Price was $1,597, price is now $1,214 per person
$1,214
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and Schubert Performing Arts Center are located nearby.
I had an amazing stay at the Hyatus. The property was exceptionally clean and well maintained, which made me feel comfortable from the moment I arrived.
The location was perfect—convenient to everything I needed while still being quiet and peaceful, making it easy to relax after a busy week. Overall, it was a wonderful experience, and I would absolutely stay here again. Highly recommend!
Reviewed on Jul 6, 2026
Landing Apartments New Haven Near Dixwell
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Price was $1,240, price is now $943 per person
$943
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
Stay at this apartment in New Haven. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Payne Whitney Gymnasium and Peabody Museum of Natural History are located nearby.
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Graduate by Hilton New Haven
Save 100% on your flight
Price was $945, price is now $722 per person
$722
per person
Oct 1 - Oct 5
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 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 White Space Gallery and Schubert Performing Arts Center are located nearby.
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $1,284, price is now $1,028 per person
$1,028
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartford HealthCare Amphitheater and Svihra Park are located nearby.
Pier Blue Inn Old Saybrook - Essex
Price was $719, price is now $589 per person
$589
per person
Sep 3 - Sep 7
found 11 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Room was ok. Air conditioning worked but noisy.
Reviewed on Jul 26, 2026
Omni New Haven Hotel at Yale
Save 100% on your flight
Price was $906, price is now $753 per person
$753
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Schubert Performing Arts Center and Shubert Theater are located nearby.
South Windsor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
South 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.
Mon, Aug 31 - Sat, Sep 19
MCO
Orlando Intl.
BDL
Bradley Intl.
$151 Roundtrip, found 12 hours ago
$151
Roundtrip
found 12 hours ago
Wed, Sep 2 - Mon, Sep 14
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Fri, Oct 2 - Mon, Oct 5
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
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