Southport Vacations from $291

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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.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Save 100% on your flight
per person
Sep 18 - Sep 21
found 11 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
8.4/10 Very Good! (1,009 reviews)
Have stayed here multiple times. Friendly, easy in and out, parking, clean and a great value. Drawback is only a standing wardrobe for clothing, no drawers.

Reviewed on Jul 12, 2025

The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to White Plains (HPN)
9.2/10 Wonderful! (182 reviews)
Beautiful and very clean

Reviewed on Jul 7, 2025

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to White Plains (HPN)
8.4/10 Very Good! (1,001 reviews)
Amazing customer service very friendly staff and super clean and great variety of breakfast option and everything clean and fresh

Reviewed on Jul 7, 2025

Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
per person
Oct 4 - Oct 9
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
7/10 Good! (268 reviews)
was convenient to where I needed to go

Reviewed on Jul 9, 2025

Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
Save 100% on your flight
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
7.4/10 Good! (1,001 reviews)
Shabby desk chair in room, wall paper in room separating at the seams, no remote control for the TV

Reviewed on Jul 9, 2025

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Southport Hotel Deals

Delamar Southport
Delamar Southport
4 out of 5
275 Old Post Rd, Southport, CT
$375 nightly
The price is $427 total per night from Jul 27 to Jul 28
$427 total
Jul 27 - Jul 28
Total includes taxes and fees
9.4/10 Exceptional! (420 reviews)
"Delamar is always a great choice! A great dog friendly hotel!"

Reviewed on Jul 9, 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 refundable
$108 nightly
The price is $124 total per night from Aug 4 to Aug 5
$124 total
Aug 4 - Aug 5
Total includes taxes and fees
8.2/10 Very Good! (1,004 reviews)
"Very clean, nice staff , nice area, lots to do"

Reviewed on Jul 10, 2025

EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $101 total per night from Jul 23 to Jul 24
$101 total
Jul 23 - Jul 24
Total includes taxes and fees
8.4/10 Very Good! (1,600 reviews)
"Clean & great place for the area"

Reviewed on Jul 11, 2025

Amsterdam Hotel
See all 955 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 $291 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.