Southport Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Southport Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Red Carpet Inn
Cove - East Side - Shippan
$636
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to White Plains (HPN)
Stay at this hotel in Stamford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chelsea Piers and Cove Island Park are located nearby.
Rooms and the hotel had a bad smell because of the tobacco smoke and drugs
Reviewed on Oct 1, 2026
Luxury NY Home with Free Parking
$2,663
per person
Dec 22 - Dec 26
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
Book a stay at this family-friendly vacation home in White Plains. Enjoy free parking, dry cleaning or laundry services, and laundry facilities. Popular attractions Westchester County Center and Silver Lake Park are located nearby.
Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine.
Reviewed on Nov 8, 2025
Luxury NYC Home Game Room Free Parking
$1,391
per person
Dec 22 - Dec 26
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
Stay at this villa in White Plains. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Westchester County Center and Silver Lake Park are located nearby.
After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is that there was a plumbing problem and they would get us to another property from the original property manager and Expedia NOT doing a thing to help 4 of us stranded with no place to stay, we got to the other property. The new property was fine, but the most upsatting thing was dealing with Expedia trying to get a place for us to stay. Expedia tried saying they would cancel the accommodations and get us a Hotel but we would have to pay for the hotel and then wait for any credits or refund on our original booking. HIGHLY unacceptable by Expedia customer service. I am a GOLD member and spend quite a few thousand dollars a year for both business and pleasure and they did NOTHING to make me feel they were taking care of us. We basically lost a day of full work which cost my business over $1500 in non productive work.
Reviewed on May 4, 2026
3BR Prime Luxury NY - Free Parking
$2,097
per person
Dec 22 - Dec 26
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
Stay at this apartment in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected.
Reviewed on Mar 30, 2026
Delamar Greenwich Harbor
$1,465
per person
Dec 22 - Dec 26
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
Book a stay at this beach hotel in Greenwich. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Ferry Dock and Bruce Museum of Arts and Science are located nearby.
Great little spot for a quick get away
Reviewed on Sep 27, 2026
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
$3,136
per person
Dec 22 - Dec 26
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
Stay at this vacation home in Yonkers. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
Though the privous occupants refused to vacate the property in time but the landlord was suupportive went out of their way and provided a refund option and an alternative...we took the alternative which happen to be better than the originally booked property ...
Will use this management and property owner in our upcoming short terms rentals.....
Reviewed on Sep 13, 2026
Southport Vacation Packages
Trying to save money and time on your upcoming vacation to Southport? The AARP Travel Center Powered by Expedia® can help you do both. We're here to book everything you'll need to make your Southport trip one to remember. Our Travel Center is a one-stop shop where you can put together the best vacation package for you. AARP Travel Center has an amazing choice of accommodations and flight, as well as Southport things to do to pick from.
Hotel Deals in Southport
With 985 hotels and resorts in Southport to choose from, you are bound to find one that meets your needs.
We have great deals on everything from all-inclusive resorts that check off all the vacation must-haves to affordable hotels perfect for those on a budget. You can search our vast catalog of possibilities and choose the hotel that is perfect for you. With AARP Travel Center's Southport hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Southport
Southport is the perfect place when you have to a break from it all. With only around 1,711 people in the city, this cozy town is just right for a quite vacation. If you are unsure where to start, head towards downtown. You'll usually find some great eateries and some shops worth exploring. And if you want to explore more, take advantage of its location close to New York City.
If you are looking for more, then head over to our "Things to Do" page for more inspiration or to book an activity in Southport.
Book Together and Save
As an AARP Member, you can cash in on all the great savings. You can save on select hotels worldwide, flights, and even car rentals. No matter what vacation package you choose, your membership savings helps you get a great deal. So what are you waiting for? Bundle now and get ready for your Southport vacation.
Top Hotel Deals
Delamar Southport
275 Old Post Rd Southport CT
Book a stay at this spa hotel in Southport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Amsterdam Hotel
19 Clarks Hill Ave Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
La Quinta Inn & Suites by Wyndham Stamford / New York City
135 Harvard Avenue Stamford CT
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
The Circle Hotel Fairfield
417 Post Road Fairfield CT
Book a stay at this beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Ethan Allen Hotel
21 Lake Avenue Extension Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Silver Sands State Park ...
Danfords Hotel and Marina
25 E Broadway Port Jefferson NY
Stay at this hotel in Port Jefferson. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn & Suites New Haven - South - West Haven
510 Saw Mill Rd West Haven CT
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hyatt Place Milford / New Haven
190 Old Gate Lane Milford CT
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Stamford Hotel
700 East Main Street Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Norwalk Inn & Conference Center
99 East Avenue Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff ...
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Oct 27 - Tue, Nov 17
MCO
Orlando Intl.
ISP
MacArthur
$183
Roundtrip
found 6 days ago
Thu, Oct 29 - Sat, Nov 14
MCO
Orlando Intl.
ISP
MacArthur
$184
Roundtrip
found 6 days ago
Thu, Oct 29 - Tue, Nov 17
MCO
Orlando Intl.
ISP
MacArthur
$243
Roundtrip
found 6 days ago
Wed, Oct 14 - Tue, Oct 20
MCO
Orlando Intl.
ISP
MacArthur
$276
Roundtrip
found 2 days ago
Thu, Oct 29 - Fri, Nov 6
DJT
President Donald J. Trump Intl. Airport
HPN
Westchester County
$317
Roundtrip
found 6 days ago
Best neighborhoods in Southport
Best points of interest in Southport
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All accommodation types in Southport
More Types of Hotels
- Hotels with Bars in Southport
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- Hotels with Complimentary Breakfast in Southport
- Resorts & Hotels with Spas in Southport
- Smoke Free Hotels in Southport
- Hotel with wifi in Southport
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- Luxury Hotels in Southport