Southport Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $775 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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.

Top Southport Vacation Deals

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

Amsterdam Hotel

2 out of 5
Downtown Stamford
per person
Jul. 18 - Jul. 25
found 8 hours ago
Roundtrip flight included
Ottawa (YOW) to White Plains (HPN)
8.4/10 Very Good! (1,504 reviews)
Good location. Reasonable continental breakfast.

Reviewed on Jun. 14, 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. 18 - Jul. 21
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
No reviews
Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
per person
Aug. 19 - Aug. 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
6.2/10 (1,001 reviews)
Ok for the Price and location

Reviewed on Jun. 10, 2024

La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

2.5 out of 5
per person
Jul. 18 - Jul. 25
found 8 hours ago
Roundtrip flight included
Ottawa (YOW) to White Plains (HPN)
5.6/10 (1,073 reviews)
Needed to use freight elevator to transfer luggage cart to passenger elevator.stains n rips on carpet n blankets

Reviewed on Jun. 15, 2024

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
per person
Aug. 20 - Aug. 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.2/10 Very Good! (1,001 reviews)
Excellent stay great food Great views!

Reviewed on Jun. 7, 2024

Southport Hotel Deals

Delamar Southport
Delamar Southport
4 out of 5
275 Old Post Rd, Southport, CT
The price is CA $370 per night from Jul. 14 to Jul. 15
CA $370
CA $466 total
includes taxes & fees
Jul 14 - Jul 15
9.4/10 Exceptional! (368 reviews)
"Love this hotel. Rooms are always super nice, clean and spacious. Staff is always pleasant and helpful."

Reviewed on Jun. 13, 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 CA $137 per night from Jun. 16 to Jun. 17
CA $137
CA $159 total
includes taxes & fees
Jun 16 - Jun 17
8.4/10 Very Good! (1,520 reviews)
"Great hotel for a night or extended stay . Professional staff , clean rooms and breakfast"

Reviewed on Jun. 13, 2024

Amsterdam Hotel
Red Roof Inn Milford - New Haven
Red Roof Inn Milford - New Haven
2 out of 5
10 Rowe Ave, Milford, CT
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Jun. 16 to Jun. 17
CA $114
CA $131 total
includes taxes & fees
Jun 16 - Jun 17
7/10 Good! (1,005 reviews)
"Always my little spot to go to when pass through, it’s clean always and the atmosphere is clean!!"

Reviewed on Jun. 13, 2024

Red Roof Inn Milford - New Haven
See all 869 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 CA $762. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.