Town of Southold Town Holidays

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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

Top Town of Southold Town Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Motel House

Motel House

2 out of 5
per person
21 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
5/10 (26 reviews)
Was an okay short stay. just add hdmi cable for your guests to have entertainment on tv because it isn’t a smart tv

Reviewed on 25 May 2025

Home2 Suites by Hilton Newark Airport

Home2 Suites by Hilton Newark Airport

3 out of 5
per person
21 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,000 reviews)
Service was great , housekeeping really kept everything clean …. Delicious free hot breakfast

Reviewed on 13 Aug 2025

Holiday Inn Clark - Newark Area by IHG

Holiday Inn Clark - Newark Area by IHG

3 out of 5
Madison Hill
per person
21 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,010 reviews)
The king size bed was very comfortable. Nice breakfast buffet available.

Reviewed on 14 Aug 2025

Newark Hansbury Multi Level House

Newark Hansbury Multi Level House

2 out of 5
Weequahic
per person
21 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
6/10 (3 reviews)
Super 8 by Wyndham North Bergen NJ/NYC Area

Super 8 by Wyndham North Bergen NJ/NYC Area

2 out of 5
per person
21 Sept - 26 Sept
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
7.2/10 Good! (1,102 reviews)
Location is good if you prefer bus to go for newyork but if u are driving yourself its little nit hectic to drive to newyork especially if you are first time.

Reviewed on 14 Aug 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

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 £280 per night from 9 Sept to 10 Sept
£280
9 Sept - 10 Sept
includes taxes & fees
8.4/10 Very Good! (560 reviews)
"Feels like a remote vacation destination just a couple of hours from home. Self-contained property with private beach and pool away from crowds and tourists, but close to town."

Reviewed on 13 Aug 2025

Sound View Greenport
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
9.2/10 Wonderful! (171 reviews)
"Great location, clean, staff very nice"

Reviewed on 15 Aug 2025

Get rates
Greenporter Hotel
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The price is £221 per night from 7 Sept to 8 Sept
£221
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (505 reviews)
"Great hotel. Staff were amazing! Loved that you could use their sister property by the beach and stay in town. Just did not like having to pay for overnight parking."

Reviewed on 14 Aug 2025

The Harbor Front Inn
See all 553 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
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Beach Holidays
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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 £975. 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.