Town of Southold Town Trip

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Top destinations in Town of Southold Town

An aerial view of a harbor with boats, a ship, and a dock extending into the water.
FlightsFlightsHotelsHotels

Greenport

Greenport

Top Town of Southold Town Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
Manhattan
Price was ₹122,910, price is now ₹90,384 per person
₹90,384
per person
23 Dec - 26 Dec
found 21 hours ago
Return flight included
Tampa (TPA) to New York (JFK)
8.4/10 Very good! (7,981 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ₹171,482, price is now ₹114,681 per person
₹114,681
per person
23 Dec - 26 Dec
found 21 hours ago
Return flight included
Tampa (TPA) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Price was ₹156,348, price is now ₹109,811 per person
₹109,811
per person
24 Dec - 27 Dec
found 21 hours ago
Return flight included
Tampa (TPA) to New York (JFK)
9.4/10 Exceptional! (275 reviews)

Royalton New York

Royalton New York

4 out of 5
Manhattan
Price was ₹125,734, price is now ₹92,144 per person
₹92,144
per person
23 Dec - 26 Dec
found 21 hours ago
Return flight included
Tampa (TPA) to New York (JFK)
7.8/10 Good! (1,005 reviews)
The public areas of the hotel are beautifully maintained and the lobby is quite spacious. It looks like there was a once a hotel in the restaurant and although there isn't one now, there are plenty of options (both high-end and budget-friendly) within close walking distance of the hotel. The room are spacious, but the furniture is dated. There are limited channels on the TV, but you can pair your mobile device to the screen. The staff of the hotel is very friendly.

Reviewed on 5 Nov 2026

The Gotham Hotel

The Gotham Hotel

4.5 out of 5
Manhattan
Price was ₹147,399, price is now ₹109,929 per person
₹109,929
per person
24 Dec - 27 Dec
found 21 hours ago
Return flight included
Tampa (TPA) to New York (JFK)
9.2/10 Wonderful! (1,112 reviews)
I won’t stay here again. It wasn’t awful by any means. Hotels.com advertises a fitness center onsite, which they do not have. They have a “partnership” with a gym 6 blocks away. Walls and doors are paper thin - you can hear everything from the elevator area in your room.

Reviewed on 5 Nov 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 ₹14,431 per night from 23 Nov to 24 Nov
₹14,431
₹19,190 total
23 Nov - 24 Nov
includes taxes & fees
8.4/10 Very good! (766 reviews)
"Views from the rooms were pretty. The rooms need attention. You share a deck with all the rooms on your block. The heating/air system is very loud and disrupts sleep. Staff was nice."

Reviewed on 5 Nov 2026

Sound View Greenport
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
The price is ₹12,420 per night from 7 Dec to 8 Dec
₹12,420
₹14,189 total
7 Dec - 8 Dec
includes taxes & fees
Zey Hotel
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
The price is ₹14,079 per night from 15 Nov to 16 Nov
₹14,079
₹18,788 total
15 Nov - 16 Nov
includes taxes & fees
The Harbor Front Inn
See all 508 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 ₹90,384. 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

Sunflowers in a field with a building in the background.
Photo by 4 Star Traveler
Open Photo by 4 Star Traveler

Pindar Vineyards

8.4/10 (8 reviews)
You can enjoy a tasting or tour at Pindar Vineyards during your travels to Peconic. Discover the area's sunsets and wineries.
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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.