Southport Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Southport Vacation Packages

Southport Hotel Deals

Delamar Southport

Delamar Southport

4 out of 5
275 Old Post Rd, Southport, CT
The price is ₩432,005 per night from Sep 7 to Sep 8
₩432,005
₩517,649 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (427 reviews)
"Beautiful!"

Reviewed on Aug 14, 2025

Delamar Southport
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is ₩132,003 per night from Aug 28 to Aug 29
₩132,003
₩153,082 total
Aug 28 - Aug 29
includes taxes & fees
8.4/10 Very Good! (1,646 reviews)
"nice"

Reviewed on Aug 24, 2025

Amsterdam Hotel
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
The price is ₩211,206 per night from Sep 7 to Sep 8
₩211,206
₩242,887 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"Excellent stay."

Reviewed on Aug 22, 2025

Trumbull Marriott Shelton
See all 959 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.

Frequently asked questions

How much does a Southport vacation package cost?
Offering excellent value package deals 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?
You're likely to find reduced prices and greater availability in June, September and October. Explore our cheap Southport vacation packages and you could score some great off-season discounts.
How many days is enough for Southport?
With a well-organized itinerary, you can easily hit the top Southport sights in a handful of days. But if you prefer to venture off the beaten track or take day trips, think about booking your Southport vacation for longer.
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.
How to plan a trip to Southport?

  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to Southport.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Southport. Then, choose a property that works with your budget, whether that's a low-cost option or a lavish retreat.
  3. Decide how long to go away for: Now that you're more familiar with Southport, you can work out the right length of your vacation. Create a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Southport vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.