Southport Holidays

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    Better together

    Save up to €185 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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    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Southport

Price found within the past 48 hours. Click for updated prices.
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Price was €1,245, price is now €925 per person
€925
per person
7 Oct - 13 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to White Plains (HPN)
6.8/10 (1,007 reviews)
We really enjoyed our stay

Reviewed on 24 Aug 2025

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was €3,123, price is now €2,171 per person
€2,171
per person
7 Oct - 13 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to White Plains (HPN)
3/10 (4 reviews)
Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Price was €4,047, price is now €2,847 per person
€2,847
per person
7 Oct - 13 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to White Plains (HPN)
2/10 (1 review)
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Price was €1,295, price is now €1,016 per person
€1,016
per person
7 Oct - 13 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to White Plains (HPN)
6.8/10 (31 reviews)
Nice view from the apartment and great for business trip.

Reviewed on 16 Dec 2024

Prime Luxury with Balcony Wood Fireplace

Prime Luxury with Balcony Wood Fireplace

2 out of 5
Southeast Yonkers
Price was €2,219, price is now €1,761 per person
€1,761
per person
7 Oct - 13 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to White Plains (HPN)
2/10 (1 review)

Top hotels in Southport

Delamar Southport

Delamar Southport

4 out of 5
275 Old Post Rd, Southport, CT
The price is €320 per night from 7 Sept to 8 Sept
€320
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (427 reviews)
"Beautiful!"

Reviewed on 14 Aug 2025

Delamar Southport
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
8.4/10 Very Good! (1,651 reviews)
"I liked the closeness of the property to the highway. It was clean however, the side of the bed frame was sticking out and could cause a potential injury to someone who did not see it. The mattress cover was ripped at the bottom as well but at least the room was clean . Breakfast was good for a free ..."

Reviewed on 25 Aug 2025

Get rates
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 €150 per night from 7 Sept to 8 Sept
€150
7 Sept - 8 Sept
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"😊"

Reviewed on 25 Aug 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 holiday package cost?
Offering excellent value package deals from €925 on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday packages and you could score some great off-season discounts.
How many days is enough for Southport?
With a well-organised 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 holiday 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 customise 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 holiday as a package?
You can enjoy significant savings on your Southport getaway by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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, favourite 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 holiday. 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 personalised Southport holiday package.

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