Southport Vacations
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Southport Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Luxury NYC Home with Free Parking for 12
$1,360
per person
Sep 24 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) to White Plains (HPN)
Book a stay at this business-friendly villa in White Plains. Enjoy free WiFi, free parking, and a garden. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere.
Reviewed on Feb 11, 2026
Luxury NY Home 3BR with Easy Parking
Southeast Yonkers
$2,465
per person
Sep 24 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) to White Plains (HPN)
Book a stay at this business-friendly vacation home in Yonkers. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Bronx Zoo and Empire City Casino are located nearby.
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
$3,226
per person
Sep 24 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) 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.
The property that I paid for 1st, they told me that the pipe busted after I paid the cleaning fee. I paid for a property to sleep 6 people so 1 person had to sleep on the floor & another person had to sleep on a broken futon couch. The bed I was sleeping on was broken & there was pee stains on sheet & blanket. I asked them for a discount because of the unexpected things my family went through & they stopped communicating with me until the next day. But do not get any property rental from these people. And they have so many bad reviews I don’t see how Expedia has them on there. I traveled from Ohio & it was my last night in New York & that’s how I spent it. Please take head to this review & the other ones. They weren’t lying.
Reviewed on Aug 17, 2026
Luxury NY Home with Free Parking
$2,966
per person
Sep 24 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) 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
3BR Prime Luxury NY - Free Parking
$2,378
per person
Sep 24 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) 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
Luxury NYC Home Game Room Free Parking
$1,564
per person
Sep 24 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Portland (PDX) 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
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 984 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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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. ...
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 Hartford HealthCare Amphitheater ...
Red Carpet Inn
1209 E Main St Stamford CT
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 ...
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. ...
The Watershed
353 Main Ave Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
Red Roof Inn Milford - New Haven
10 Rowe Ave Milford CT
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
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.
Fri, Oct 23 - Sun, Oct 25
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$118
Roundtrip
found 4 days ago
Wed, Aug 19 - Fri, Aug 21
CLT
Charlotte-Douglas Intl.
HPN
Westchester County
$197
Roundtrip
found 5 days ago
Tue, Sep 22 - Tue, Sep 29
MCO
Orlando Intl.
ISP
MacArthur
$213
Roundtrip
found 2 days ago
Thu, Oct 22 - Mon, Oct 26
TPA
Tampa Intl.
ISP
MacArthur
$217
Roundtrip
found 2 days ago
Tue, Sep 22 - Sat, Sep 26
CLT
Charlotte-Douglas Intl.
ISP
MacArthur
$277
Roundtrip
found 4 days ago
Best neighborhoods in Southport
Best points of interest in Southport
- Stony Brook University Vacations
- Hartford HealthCare Amphitheater Vacations
- Fairfield University Vacations
- Sunken Meadow State Park Vacations
- Greenwich Avenue Vacations
- University of New Haven Vacations
- Silver Sands State Park Vacations
- Stamford Town Center Vacations
- Historic South Norwalk Vacations
- Total Mortgage Arena Vacations
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All accommodation types in Southport
More Types of Hotels
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