Deals on vacations and trips to Town of Southold Town

Save when you book Town of Southold Town, NY package deals

Choose two or more items and save on your trip:

Search vacation packages deals in Town of Southold Town's top destinations

Greenport Harbour

Greenport

Vacations
Greenport

Town of Southold Town flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
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 $915, price is now $547 per person
$547
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A terrace, limo/town car service, and a picnic area are also on offer.
2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $2,722, price is now $1,458 per person
$1,458
per person
Jul 14 - Jul 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was $5,291, price is now $2,838 per person
$2,838
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. Guests will appreciate perks like free WiFi and a free area shuttle.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,837, price is now $1,599 per person
$1,599
per person
Jul 24 - Jul 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Topping Rose House

Topping Rose House

4.5 out of 5
Price was $6,644, price is now $3,797 per person
$3,797
per person
Aug 3 - Aug 7
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free valet parking. Enjoy the gym and perks like free self parking and a free area shuttle.

Top Town of Southold Town hotels deals

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$370 nightly
The price is $422 total per night
$422 total
May 19 - May 20
Total with taxes and fees
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.
On private beach
Pool
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
$292 nightly
The price is $334 total per night
$334 total
May 19 - May 20
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental breakfast each morning.
Pool
Breakfast included
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
$243 nightly
The price is $274 total per night
$274 total
May 31 - Jun 1
Total with taxes and fees
This hotel features a bar/lounge, a coffee shop, and a communal living room. A business center, a picnic area, and express check-out are also on offer.
Free WiFi
Air conditioning
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
$162 nightly
The price is $185 total per night
$185 total
May 21 - May 22
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pet friendly
Parking included
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3 out of 5
690 Queen St Greenport NY
$203 nightly
The price is $232 total per night
$232 total
May 19 - May 20
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this cottage. WiFi in public areas is free. A picnic area and barbecue grills are also provided.
Pool
Pet friendly
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
$239 nightly
The price is $274 total per night
$274 total
May 31 - Jun 1
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a picnic area, and barbecue grills are also on offer.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Town of Southold Town
View all properties
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.

Photos of local treasures

Browse Town of Southold Town vacation photos for more inspiration

Horton Point Lighthouse, the landmark navigational architecture built in 1857 commissioned by George Washington, on Long Island, Southold, New York, USA
Town of Southold Town
Town of Southold Town
Town of Southold Town
Town of Southold Town

Frequently asked questions

How much are vacation packages to Town of Southold Town?
Spoil yourself with an unforgettable travel experience in Town of Southold Town with a vacation package starting at $547. Locking in flights, tours and hotels through Travelocity is simple. And even better, our great deals will leave you with more savings in your pocket for plenty of fun times.
How long should my Town of Southold Town vacation be?
Around 2 nights is the average amount of time travelers vacation in Town of Southold Town. But the perfect trip length depends on how many cherished memories you want to make. Why not stay a little longer and explore some off-the-beaten-path gems?
Where can I get the best vacation package deals for Town of Southold Town?
Travelocity has all you need to score an awesome Town of Southold Town package deal. Choose from 400 partner airlines and 1,000,000 properties all over the globe and create a travel itinerary that's perfect for you. With this amount of choice, you have inspiration galore for your next big adventure.
Why should I purchase my Town of Southold Town vacation bundle with Travelocity?
We offer 24/7 customer support, exceptional service and a Price Match Guarantee. Life is all about the journey — and we have amazing destinations for you to journey to all across the globe. Explore with us and your bank balance will thank you for it.
Can I save money on my Town of Southold Town car rental if I book it with my hotel or flight?
Combining your car, flight and hotel into a Town of Southold Town vacation package is an easy way to land the best deal. Plus, having your own rental car gives you total freedom to find your way to all those amazing sights you'd like to check out. Sitting 85 mi away from Town of Southold Town, Times Square is one place that should be on your itinerary. Buckle up and make a day trip of it.
Which airport is best for Town of Southold Town?
Bradley Intl. Airport (BDL) is 60 mi from the city center and is the starting point for many memorable experiences. Alternatively, MacArthur Airport (ISP) is 40 mi away from central Town of Southold Town and Tweed - New Haven Regional Airport (HVN) is 30 mi away from central Town of Southold Town.
What is there to do in Town of Southold Town?
There's a certain magic in the air as you stroll through the streets of Town of Southold Town. 67 Steps Beach and Greenport Carousel are just two attractions that make this city so popular, so add them to your to-do list.
Where should I stay when visiting Town of Southold Town?
Many people choose to check in to the The Blue Inn At North Fork. It's a great base for your Town of Southold Town vacation.

Explore More Ways to Travel with Travelocity