Southport Vacations from $580

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Your Southport Vacation

Experience the energy and excitement of Southport with a customized Southport vacation package. From its coastal scenery to its lively atmosphere and beyond, you'll never have a boring moment in this city. Like to explore your new surroundings? Hartford HealthCare Amphitheater, Fairfield University and Sacred Heart University are a few of the most popular places to visit during a trip to Southport. Don't delay your visit to this destination any longer. Your perfect Southport vacation is just a few clicks away with Expedia.

The Latest Southport Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
per person
Jul 2 - Jul 7
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
6.2/10 (1,005 reviews)
The property was convenient, but I got an allergic reaction from the ckeaning products used on the sheets.

Reviewed on May 7, 2024

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Jul 12 - Jul 17
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
No reviews
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Jun 26 - Jun 30
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
10/10 Exceptional! (1 review)
This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on Mar 17, 2024

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
per person
Jun 26 - Jun 30
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
6.8/10 (1,004 reviews)
Nice hotel, clean and convenient location, but the elevator didn't work for 3 days!

Reviewed on May 7, 2024

Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

3.5 out of 5
per person
Jun 26 - Jun 30
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
7.8/10 Good! (1,008 reviews)
It was the perfect place for a retreat. The grounds are beautiful, well kept, and absolutely peaceful. The staff is courteous, friendly, and quicj to respond if needed.

Reviewed on May 20, 2024

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

Southport Hotel Deals

Delamar Southport
Delamar Southport
4 out of 5
275 Old Post Rd, Southport, CT
The price is $323 per night from Jun 16 to Jun 17
$323
$402 total
includes taxes & fees
Jun 16 - Jun 17
9.4/10 Exceptional! (362 reviews)
Take of two cities
"Of the two franchise properties that are close to each other I preferred Southport. The only potential negative is the location. Greenwich has a superior location but the facility isn’t as nice."

Reviewed on May 9, 2024

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 $100 per night from May 26 to May 27
$100
$116 total
includes taxes & fees
May 26 - May 27
8.4/10 Very Good! (1,505 reviews)
"Relatively old but clean, safe and quiet."

Reviewed on May 20, 2024

Amsterdam Hotel
The Circle Hotel Fairfield
The Circle Hotel Fairfield
3 out of 5
417 Post Road, Fairfield, CT
Fully refundableReserve now, pay when you stay
The price is $122 per night from Jun 6 to Jun 7
$122
$141 total
includes taxes & fees
Jun 6 - Jun 7
8.8/10 Excellent! (1,091 reviews)
"Great customer service at the front desk. Breakfast was also good. Rooms are very clean"

Reviewed on May 18, 2024

The Circle Hotel Fairfield
See all 874 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.

Explore other types of vacation packages

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All Inclusive Vacations

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Frequently asked questions

How much does a Southport vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Southport from just $580. And the more you bundle, the more dollars you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Southport?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we’ve got them all. Select the combination that suits your style and watch your savings pile up. Of course, a package deal is never one-size-fits-all. That’s why we offer over 550 air carriers and 1,000,000 properties worldwide, which lets you customize your Southport adventure.
Where should I stay in Southport?
A vacation in Southport wouldn’t be complete without seeing Fairfield University, Jennings Beach and Fairfield Theater Company. Stay close to these popular sights and make sightseeing a breeze.
What are the top hotels in Southport?
If this will be your first time in Southport, reserve a room at Westport “gold Coast” Across From Southport Beach or Stunning Waterfront Estate With Views From Every Room. Both offer comfy beds and are top options with lots of travelers.
How far in advance should I book my Southport vacation?
It’s difficult to pick the best time for airfares, but we normally say the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you can’t book ahead, don’t despair. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Southport travel package include?
That’s up to you. You can pick from a range of Southport packages, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a rental car and a flight. Once you’ve made your booking, you can add the fun stuff like tours and activities. Whatever your dream Southport getaway looks like, you’re sure to save!
What should I know before booking a Southport travel package?
When you book your hotels, flights and car rentals together, you’ll nab terrific discounts. Whether you’re organizing an island getaway in a villa or prefer to stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a Southport Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation package. You get to choose. We have more than 550 partner airlines around the world, so you have lots of choice when planning your Southport escape.
If I'm not able to travel, can I cancel my Southport vacation package?
Don’t worry if you’re rethinking your Southport vacation package — it’s possible to cancel or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We realize life can sometimes throw you a curveball, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’re here to help.

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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.