Southport Vacations from $232

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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 $320, price is now $232 per person
$232
per person
Jan 16 - Jan 19
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.8/10 Excellent! (1,002 reviews)
Buisness friendly, breakfast, gym room, quiet, good customer service

Reviewed on Dec 9, 2025

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $421, price is now $270 per person
$270
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.2/10 Very Good! (1,621 reviews)
Everything was great — the room, hallways, fitness center, and overall cleanliness were excellent. My only complaint is that Guest Services and the front desk never answered the phone. I called multiple times on two separate occasions with no response and eventually had to walk downstairs. Other than that, my stay was very good.

Reviewed on Dec 8, 2025

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Save 100% on your flight
Price was $727, price is now $481 per person
$481
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
6.2/10 (71 reviews)
great place, always stay here when I am in Stamford.

Reviewed on Nov 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 $603, price is now $411 per person
$411
per person
Jan 9 - Jan 11
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
No reviews
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was $731, price is now $539 per person
$539
per person
Feb 10 - Feb 16
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
8/10 Very Good! (1,264 reviews)
No tissues. There was not a trash can in bathroom. Room is attended to every other day, but the price is the same for each day. Breakfast was good.

Reviewed on Dec 8, 2025

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Southport Hotel Deals

Delamar Southport

Delamar Southport

4 out of 5
275 Old Post Rd Southport CT
$266 nightly
The price is $304 total per night from Jan 1 to Jan 2
$304 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.4/10 Exceptional! (439 reviews)
Nice luxury level accommodations. The included breakfast was GOOD food. Not powdered eggs and crappy cereal.. service was excellent. I felt it was worth what we paid

Reviewed on Dec 1, 2025

Delamar Southport
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
$134 nightly
The price is $154 total per night from Jan 4 to Jan 5
$154 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
Very friendly staff, clean and comfortable room.

Reviewed on Nov 30, 2025

DoubleTree by Hilton Stamford
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $121 total per night from Dec 24 to Dec 25
$121 total
Dec 24 - Dec 25
Total with taxes and fees
8.4/10 Very Good! (1,728 reviews)
Clean and well-maintained in a great location. The rooms themselves are very dated with office-type drop ceilings but overall clean and comfortable.

Reviewed on Dec 6, 2025

Amsterdam Hotel
See all 977 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 $232 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.