Town of Southold Town Holidays

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Top destinations in Town of Southold Town

A lighthouse on a rocky outcrop with a boat in the water.
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Orient

Orient

Town of Southold Town Flight & Hotel Packages

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

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was S$2,068, price is now S$1,173 per person
S$1,173
per person
11 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (3,239 reviews)
Very convenient location and very attentive staff. Thanks for another great stay!

Reviewed on 10 Jul, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was S$4,126, price is now S$2,143 per person
S$2,143
per person
11 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,652 reviews)
Excellent location and comfortable beds. However, no ice or microwave available.

Reviewed on 11 Jul, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was S$3,478, price is now S$1,823 per person
S$1,823
per person
11 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
The NoblDen Hotel was amazing! I would definitely stay here again when visiting NYC. It was close to Little Italy, ChinaTown, SOHO, and a great spot from which to navigate Manhattan. The rooms were so clean, comfortable, and it was awesome to have a balcony and the rooftop to see the city. The staff was extremely courteous and helpful! Highly recommend!

Reviewed on 10 Jul, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was S$2,824, price is now S$1,490 per person
S$1,490
per person
11 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Excelente todo , muy céntrico

Reviewed on 10 Jul, 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was S$3,198, price is now S$1,717 per person
S$1,717
per person
12 Aug - 22 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,253 reviews)
Very helpful staff and good location

Reviewed on 11 Jul, 2026

Top hotels in Town of Southold Town

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is S$808 per night from 16 Jul to 17 Jul
S$808
16 Jul - 17 Jul
includes taxes & fees
8.4/10 Very good! (664 reviews)
"The staff was helpful and nice. The exterior of the property was fine and the landscaping pretty. However the room was awful - not particularly clean, a noisy, wall ac plugged in next to the bed, felt like a renovated motel room. Sorry not worth $700/ night."

Reviewed on 8 Jul, 2026

Sound View Greenport
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
The price is S$418 per night from 10 Aug to 11 Aug
S$418
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (346 reviews)
"We absolutely adored the Zey hotel. What a gem in the very heart of Greenport! Super clean and comfortable. All the staff were welcoming and accommodating. Eclectic design was so refreshing and fun. We highly recommend Zey hotel and look forward to staying there in the future. Thank you for making ..."

Reviewed on 8 Jul, 2026

Zey Hotel
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is S$581 per night from 28 Jul to 29 Jul
S$581
28 Jul - 29 Jul
includes taxes & fees
9.4/10 Exceptional! (292 reviews)
"Had an amazing stay here during the off season with our newborn. The room was clean and grounds were beautifully maintained. Can’t wait to come back here this summer to see the property in full action."

Reviewed on 8 Jul, 2026

The Shoals Suites and Slips
See all 511 properties in Town of Southold Town
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 Town of Southold Town holiday package cost?
Tailor make your Town of Southold Town holiday package from only S$1,173. Pick from any combination of flights, hotels and rental cars to put together the trip you've been dreaming about for ages. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to Town of Southold Town?
Bundling your hotel and flight with Expedia won't just save you time — it'll save you a nice amount too. A Town of Southold Town holiday package makes it a cinch to put together your dream adventure. With more than 550 airlines throughout the world to choose from, finding flights that fit your schedule won't be a challenge. Not only that, we have over 1,000,000 hotels globally to select from. Talk about choice! Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Town of Southold Town?
With popular attractions such as 67 Steps Beach and Orient Point County Park in this area, look for a hotel located near either one. Macari Vineyards is another Town of Southold Town hot spot that pulls the crowds.
What are the top hotels in Town of Southold Town?
If you intend to stay in the Greenport West neighbourhood, some great options are The Harborfront Inn and Sound View Greenport. Pipes Cove is another well-known Town of Southold Town area. We recommend Zey Hotel or The Menhaden if you prefer this part of town.
How far in advance should I book my Town of Southold Town holiday?
It depends on the air carrier, but it's usually possible to browse through international flights on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky customers will occasionally find a cheaper seat only weeks before their intended journey.
What does an Expedia Town of Southold Town travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your ideal Town of Southold Town holiday. You can also add on a few activities and tours once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll get discounts you won't find elsewhere.
What should I know before booking a Town of Southold Town travel package?
You'll land amazing savings when you combine your flights, hotels and rental cars into a travel package. Not just that, booking everything in one place simply makes planning easier. So why waste money or time? Whether you're organising an upscale romantic escape or a budget family adventure, have a look at our holiday packages today.
Can I choose my airline with a Town of Southold Town Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 partner airlines throughout the world, so you have options galore when creating your Town of Southold Town escape.
If I'm not able to travel, can I cancel my Town of Southold Town holiday package?
We totally understand — life can throw you the odd curveball. If you've booked a Town of Southold Town holiday package and need to amend or cancel it, we can help. It's always worth checking out our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.

Stay near popular Town of Southold Town attractions

A rocky shoreline with large boulders and a calm sea.

Orient Point County Park

10.0/10 (1 review)
Explore the great outdoors at Orient Point County Park, a lovely green space in Orient Point. Stroll along the beaches or discover the area's sunsets.
See properties

What to do in Town of Southold Town

Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

S$1,677
per traveller
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

S$1,677
per traveller
The Hamptons and Long Island Wineries Private Tour
great fun with friends

Full Day Private Long Island Wine Tours from New York City

S$244
per adult
Full Day Private Long Island Wine Tours from New York City
See all activities in Town of Southold Town

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.