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

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

Greenport

Vacations
Greenport

Town of Southold Town flight + hotel vacation 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 $1,298, price is now $774 per person
$774
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A steam room is featured at this hotel, along with free WiFi in public areas and dry cleaning. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $2,213, price is now $1,092 per person
$1,092
per person
Dec 8 - Dec 11
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,809, price is now $1,020 per person
$1,020
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate complimentary bicycles and babysitting. Traveling on business? Take advantage of the business center, express check-out, and valet parking.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,524, price is now $907 per person
$907
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,494, price is now $2,110 per person
$2,110
per person
Dec 10 - Dec 13
found 1 day 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.

Top Town of Southold Town hotels deals

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$199 nightly
The price is $228 total per night
$228 total
Nov 2 - Nov 3
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
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
$169 nightly
The price is $193 total per night
$193 total
Oct 18 - Oct 19
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
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
$170 nightly
The price is $194 total per night
$194 total
Nov 1 - Nov 2
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
$227 nightly
The price is $256 total per night
$256 total
Nov 1 - Nov 2
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. A business center, a communal living room, and a picnic area are also on offer.
Free WiFi
Restaurant
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
$225 nightly
The price is $257 total per night
$257 total
Oct 4 - Oct 5
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
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4 out of 5
1400 Silvermere Rd Greenport NY
$267 nightly
The price is $304 total per night
$304 total
Oct 12 - Oct 13
Total with taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and 3 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
On private beach
Spa
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.

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

Photos of local treasures

Browse Town of Southold Town vacation photos for more inspiration

A white colonial-style house with a green roof and a lighthouse tower.
A sandy beach with footprints leading to the water, a clear blue sky, and a few buildings in the distance.
A beach at sunset with calm waters and a rocky shoreline.
A pebbled beach with large rocks and seaweed.
A marina with boats, a lighthouse, and a grassy area with a tree.

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 $774. 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