Town of Southold Town Holidays from £743

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Your Town of Southold Town Holiday

Leave the travel planning up to us with a Town of Southold Town holiday package. With everything organised before you leave, all you'll have to do is sit back, chill out and enjoy this destination's wonders to the fullest. Get your trip to Town of Southold Town off to a flying start by making New Suffolk the first stop. This is a popular city with travellers from all over. Whether you're planning to travel on a shoestring or want to splurge, Expedia are here to help you organise your next Town of Southold Town holiday.

Top destinations in Town of Southold Town

FlightsFlightsHotelsHotels

Southold

Southold

The Latest Town of Southold Town Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson

Windrose On Hudson

2 out of 5
Save 100% on your flight
per person
14 Aug - 21 Aug
found 22 hours ago
Return flight included
London (LON) to New York (NYC)
No reviews
I regret I didn’t take pictures, but the scenery was beautiful

Reviewed on 24 Jun 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
Save 100% on your flight
per person
25 Aug - 30 Aug
found 18 hours ago
Return flight included
London (LHR) to New York (JFK)
9.4/10 Exceptional! (32 reviews)
it was cute, only negative was no tv in the room but it was such a great experience

Reviewed on 16 Jun 2025

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Save 100% on your flight
per person
25 Aug - 30 Aug
found 18 hours ago
Return flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (230 reviews)
Service in the hotel was terrible , butler service and room service was very bad

Reviewed on 11 Jun 2025

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
per person
4 Sept - 11 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.4/10 Exceptional! (1,231 reviews)
Next door to Beacon Theater. Nice kitchenette in room. Comfortable beds, clean.

Reviewed on 29 Jun 2025

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
per person
9 Sept - 14 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
8.6/10 Excellent! (1,523 reviews)
Elevator accessibility could be easier for guests.

Reviewed on 28 Jun 2025

Pendry Manhattan West

Pendry Manhattan West

5 out of 5
Manhattan
Save 100% on your flight
per person
25 Aug - 30 Aug
found 18 hours ago
Return direct flight included
London (LHR) to New York (JFK)
9.8/10 Exceptional! (424 reviews)
What a great week I had in New York. I’ll definitely be back. Oksana and Daniel were amazing.

Reviewed on 28 May 2025

Town of Southold Town Essential Information

Language
English
Currency
U.S dollars
Closest Airport
MacArthur Airport (ISP)
Top Sights
67 Steps Beach, Orient Point County Park and Orient Beach State Park

Our pick of the best Town of Southold Town Hotel Deals

Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (531 reviews)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"

Reviewed on 22 Jun 2025

Sound View Greenport
Greenporter Hotel
Greenporter Hotel
2 out of 5
326 Front St, Greenport, NY
Stay at this hotel in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.2/10 Wonderful! (121 reviews)
"Looks liker a nice pool. We enjoyed the hotel's proximity to the town center, carousel, and restaurants near the ferry. easy parking"

Reviewed on 28 Jun 2025

Greenporter Hotel
The Harbor Front Inn
The Harbor Front Inn
3.5 out of 5
209 Front St, Greenport, NY
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, an outdoor pool and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (476 reviews)
"Very cute, cozy, convenient hotel and the area is beautiful. Great breakfast spread"

Reviewed on 27 Jun 2025

The Harbor Front Inn
See all 572 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Town of Southold Town travel package cost?
Discover the best of Town of Southold Town from as little as £743. We offer a great selection of flights, hotels and rental cars to suit every budget. You can pick up even better deals when you add a few sightseeing activities to your package.
If I'm not able to travel, can I cancel my Town of Southold Town travel package?
We totally understand that the universe can throw the odd curveball. If you've locked in a Town of Southold Town travel package and need to cancel or amend it, we're here to help. It's always worth having a look at our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Town of Southold Town?
Combining your hotel and flight with Expedia won't just save valuable time --- it'll save you a tidy sum too. A Town of Southold Town holiday package makes it a cinch to put together your ideal trip. With more than 550 airlines worldwide to pick from, finding convenient flights that suit your schedule won't be a challenge. In addition to that, we've got over 1,000,000 hotel options globally to pick from. Talk about choice! Whatever your budget, Expedia puts the world within your reach.
Does Expedia offer Book Now, Pay Later Town of Southold Town holidays?
Expedia has teamed up with online lender Klarna to make booking your next trip easier on your bank balance. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient monthly instalment plans. If paying bite-sized amounts each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you want to pay off your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is much easier with this option. Just put down a small deposit on your escape and then start working on your travel plans.

Where should I stay in Town of Southold Town?
Stay close to the action. Many visitors favor hotels in the vicinity of popular attractions, such as Pindar Vineyards, Raphael Winery and Sparkling Pointe.
What are the top hotels in Town of Southold Town?
Get your trip off to a fantastic start by reserving a room at Hyatt Regency Long Island. It's one of most popular hotels in Town of Southold Town. Another option is Holiday Inn Express Hauppauge, an IHG Hotel.
How far in advance should I book my Town of Southold Town holiday?
Browse Expedia to compare flights as soon as possible. In many cases, you can purchase a seat up to 12 months before departure. If you don't see your preferred carrier, or you're booking late, fear not. Cheap fares to Town of Southold Town sometimes emerge a few weeks before the date of departure.
What does an Expedia Town of Southold Town travel package include?
Rental cars, hotels and flights, or any combination of them --- it's your choice. Whether you're headed to Town of Southold Town with the entire family or travelling by yourself, there's a bundle to fit every style and budget. Once you've made your booking, why not add on a few activities?
What should I know before booking a Town of Southold Town travel package?
We already have low prices. However, you'll pick up even better deals when you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with a Town of Southold Town Expedia travel package?
You certainly can. Expedia has access to more than 550 airline partners throughout the world, so select the carrier that's a good fit for your budget and travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.