Southport Vacations from $163

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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.

The Latest Southport vacation packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
Save 100% on your flight
Price was $231, price is now $163 per person
$163
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.8/10 Excellent! (1,002 reviews)
A nice, clean hotel perfect for a quick business/recreational trip

Reviewed on Dec 22, 2025

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

2 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $500, price is now $337 per person
$337
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
No reviews
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $412, price is now $280 per person
$280
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.2/10 Very Good! (1,621 reviews)
Room was fine but when traveling with 2 little babies, we called ahead to ask for pack n plays they said they could accommodate, when we arrived they told us they had none. Secondly we asked for 1 extra blanket, they said they were sold out. They couldn’t accommodate an extra hour for late check out which would have been noon. It just seemed they provide less than the bare minimum.

Reviewed on Dec 26, 2025

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Cranbury
Price was $387, price is now $274 per person
$274
per person
Jan 30 - Feb 2
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to White Plains (HPN)
8.4/10 Very Good! (1,012 reviews)
Sparkling clean hotel with lots of nice amenities, like yoga mats and resistance bands in every room and a spacious lobby/lounge. My one complaint: my room had no adequate lighting for reading. Reading lamps over the bed would be great; an armchair with reading lamp would be even better.

Reviewed on Dec 28, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was $369, price is now $262 per person
$262
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1,264 reviews)
I requ ested a room with 2 double bedsReceptionist said they overbooked these ooms and the only room avaliable was a king. I told you that i was bringing a dog when i made the reservation. I didn't know until i was checking in that there was an aadditional $75

Reviewed on Dec 27, 2025

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Southport Hotel Deals

Delamar Southport

Delamar Southport

4 out of 5
275 Old Post Rd Southport CT
$255 nightly
The price is $292 total per night from Dec 30 to Dec 31
$292 total
Dec 30 - Dec 31
Total with taxes and fees
9.4/10 Exceptional! (444 reviews)
Very nice and surprisingly quiet, and the breakfast was delicious.

Reviewed on Dec 19, 2025

Delamar Southport
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $123 total per night from Jan 1 to Jan 2
$123 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.2/10 Very Good! (1,029 reviews)
Great hidden gem

Reviewed on Dec 16, 2025

EVEN Hotel Norwalk by IHG
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 out of 5
1 First Stamford Pl Stamford CT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $155 total per night from Jan 4 to Jan 5
$155 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.4/10 Good! (1,003 reviews)
Overall it was a good place to stay

Reviewed on Dec 17, 2025

DoubleTree by Hilton Stamford
See all 972 properties in Southport
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.

Find the Best Southport Vacation Packages

Southport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
1,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Jennings Beach, Norwalk Maritime Aquarium and Compo Beach

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Frequently asked questions

How much does a Southport vacation package cost?
Offering excellent value package deals from $163 on Expedia, you'll be pleasantly surprised at how much a vacation to Southport costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Southport?
If you're hoping to book a cheap Southport vacation package, consider visiting in June, July and September. You're likely to find better prices on hotels and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Southport?
The ideal duration for your Southport vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to visit all the leading attractions and discover some hidden gems along the way.
How to find the best Southport package deals?
Finding a cheap Southport package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Southport package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Southport vacation as a package?
You can enjoy significant savings on your Southport getaway by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Southport?
If you're planning a spur-of-the-moment Southport getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Southport vacation packages?
Your Southport getaway should be a relaxing escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.