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South Windsor
Connecticut
United States of America
North America
Hotwire.com

South Windsor Flight + Hotel Packages

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

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5

Price was $661, price is now $510 per person

$510

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions Cinemark North Haven and People's United Center are located nearby.

Beechmont - Perfect for Family Retreat!

5 out of 5

Save 100% on your flight

Price was $1,589, price is now $878 per person

$878

per person

Oct 30 - Nov 1

found 16 hours ago

Roundtrip flight included

Dallas (DFW) to New Haven (HVN)

Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Beardsley Zoo and Lafayette Park are located nearby.

Landing Apartments New Haven Near Dixwell

3 out of 5

Save 100% on your flight

Price was $1,458, price is now $1,047 per person

$1,047

per person

Nov 24 - Dec 1

found 1 day ago

Roundtrip flight included

Orlando (MCO) 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

New Haven Hotel

3.5 out of 5

Save 100% on your flight

Price was $1,035, price is now $753 per person

$753

per person

Nov 24 - Dec 1

found 14 hours ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. 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.

Parking is atrocious. The “ breakfast bar” very overpriced. My card did not work for 3 days in a row, so after getting all the way up to my room- I had to go back down and get another one.

Reviewed on Sep 11, 2026

Hyatus Luxury Residences City Crossing

4 out of 5

Save 100% on your flight

Price was $1,804, price is now $1,329 per person

$1,329

per person

Nov 24 - Dec 1

found 12 hours ago

Roundtrip flight included

Orlando (MCO) 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.

The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.

Reviewed on Aug 10, 2026

Water's Edge Resort & Spa

3.5 out of 5

Price was $1,433, price is now $1,086 per person

$1,086

per person

Nov 21 - Nov 28

found 1 day ago

Roundtrip flight included

Tampa (TPA) to New Haven (HVN)

Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.

Landing Furnished Apartment Near Yale University

3 out of 5

Price was $892, price is now $680 per person

$680

per person

Oct 28 - Nov 1

found 14 hours ago

Roundtrip flight included

Tampa (TPA) to New Haven (HVN)

Stay at this apartment in New Haven. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Schubert Performing Arts Center and Shubert Theater are located nearby.

Was unable to enter the unit as the key was not available in the Lockbox. Landing (the rental company) was unable to locate the key, which was apparently with the cleaning staff, who were unavailable. We ended up having to rent another property for our visit.

Reviewed on Jun 2, 2026

Graduate by Hilton New Haven

4 out of 5

Price was $1,014, price is now $797 per person

$797

per person

Nov 24 - Dec 1

found 12 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 Art Plus Studio and Harkness Tower are located nearby.

South Windsor Vacation Packages 3-4 Night Stays

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

Landing Furnished Apartment Near Yale University

3 out of 5

Downtown New Haven

Price was $892, price is now $680 per person

$680

per person

Oct 28 - Nov 1

found 14 hours ago

Roundtrip flight included

Tampa (TPA) to New Haven (HVN)