Southport Vacation Packages
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Your Southport Vacation
The coastal scenery and lively atmosphere are just the beginning of the things Southport has going for it. Discover the sights and sounds of this fascinating city your way with a personalized Southport vacation package. You'll want to take in some sights during your trip to Southport. Make time for famous attractions like Fairfield University, Sacred Heart University and Total Mortgage Arena. Check out Expedia's extensive range of travel options and begin planning your ideal vacation to Southport today.
Top Southport Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Luxury 3BR Family Home Game Room Parking
Bryn Mawr
Price was CA $4,709, price is now CA $2,668 per person
CA $2,668
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9/10 Wonderful! (2 reviews)
Beautiful layout. Property had everything that was needed for an awesome stay.
Reviewed on Feb 27, 2026
Uscale 2BR Escape in the Heart of NYC
Bryn Mawr
Price was CA $2,640, price is now CA $1,654 per person
CA $1,654
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1 review)
The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays.
Reviewed on Feb 21, 2026
Southport Hotel Deals
Delamar Southport
275 Old Post Rd Southport CT
The price is CA $241 per night from Apr 12 to Apr 13
CA $241
CA $297 total
Apr 12 - Apr 13
includes taxes & fees
9.6/10 Exceptional! (468 reviews)
Excellent staff and restaurant, cozy and welcome spa with super friendly staff. Only thing is that it’s close to the highway and noise level is noticeable.
Reviewed on Mar 26, 2026
Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $85 per night from Apr 29 to Apr 30
CA $85
CA $98 total
Apr 29 - Apr 30
includes taxes & fees
6.4/10 (1,004 reviews)
The main issue at this property all though this person is excellent at checking you. But there customer I have only seen employees act like this in this area of Connecticut. No respect no manners go back and forth with you. Like your money as no value. That shirt indian guy works at the Red Carpet ...
Reviewed on Apr 10, 2026
Hyatt Place Milford / New Haven
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Apr 26 to Apr 27
CA $173
CA $199 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (1,289 reviews)
The breakfast is excellent. A lot of choices. The room is spacious and clean. The staff are nice.
Reviewed on Apr 6, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
