Southold Holidays

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Southold Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn By Marriott New York Queens

Residence Inn By Marriott New York Queens

3 out of 5
Queens
Price was S$1,646, price is now S$1,385 per person
S$1,385
per person
3 May - 7 May
found 1 day ago
Return direct flight included
Birmingham (BHM) to New York (JFK)
8.4/10 Very Good! (499 reviews)
Friendly staff, clean linen daily, fresh coffee and hot chocolate for the kids every time we came back to the hotel. Breakfast was amazing with many different options. Great stay overall.😀

Reviewed on 5 Feb, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was S$2,429, price is now S$1,816 per person
S$1,816
per person
3 May - 7 May
found 1 day ago
Return direct flight included
Birmingham (BHM) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Very clean and great staff! They were very accommodating!

Reviewed on 3 Feb, 2026

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Price was S$1,986, price is now S$1,668 per person
S$1,668
per person
3 May - 7 May
found 1 day ago
Return direct flight included
Birmingham (BHM) to New York (JFK)
8.4/10 Very Good! (3,104 reviews)
Rooms are always clean, great for 1 person and no more than a carryon suitcase. I’d recommend a higher level room for a better view when staying in a queen room. My go-to quick trip hotel!

Reviewed on 6 Feb, 2026

33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Manhattan
Price was S$2,092, price is now S$1,771 per person
S$1,771
per person
3 May - 7 May
found 1 day ago
Return direct flight included
Birmingham (BHM) to New York (JFK)
9/10 Wonderful! (896 reviews)
Very courteous staff. The doorman Chris was friendly and very helpful.

Reviewed on 1 Feb, 2026

SIXTY Lower East Side

SIXTY Lower East Side

4.5 out of 5
Manhattan
Price was S$1,953, price is now S$1,679 per person
S$1,679
per person
3 May - 7 May
found 1 day ago
Return direct flight included
Birmingham (BHM) to New York (JFK)
8.4/10 Very Good! (1,003 reviews)
The Les Orchard King Terrace Suite was amazing. It had Class, Style, and Premium furniture. The pillows were the comfiest pillows I have ever used! The building and elevator are a little older, but the quality and the elegance that this place has is amazing. The Bathroom was gorgeous and the Terrace was incredible with the view. The only thing surprising was the volume of the shower. Which considering the water pressure, made total sense. The shower was amazing. Couldn’t have chose a better Hotel/Suite to enjoy my 28th birthday!! I’m no complainer, nothing will be perfect, but with SIXTY LES, I felt like I was stepping into a different time zone. The building is so solid and noise cancelling, I slept like a Baby. The only thing I wished to know was that the Club upstairs was booked for business meeting :( 5 STAR destination in my opinion. If you’re somebody who wants to appreciate a good stay and doesn’t look for something to complain about, in my opinion you can breathe at this hotel, breathe of fresh air for sure :D

Reviewed on 3 Feb, 2026

Top hotels in Southold

The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is S$222 per night from 8 Mar to 9 Mar
S$222
8 Mar - 9 Mar
includes taxes & fees
9.4/10 Exceptional! (238 reviews)
Room was great. Clean and comfortable. Glad I found this place and will be back.

Reviewed on 22 Jan, 2026

The Shoals Suites and Slips
Vine & Sand

Vine & Sand

3 out of 5
47100 New York 25 Southold NY
9.6/10 Exceptional! (15 reviews)
Vine + Sand was wonderful. The hosts were so friendly and it was close to many wineries.

Reviewed on 19 Jan, 2026

Get rates
Vine & Sand
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is S$253 per night from 8 Mar to 9 Mar
S$253
8 Mar - 9 Mar
includes taxes & fees
8.4/10 Very Good! (609 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...

Reviewed on 10 Jan, 2026

Sound View Greenport
See all 4,321 properties in Southold
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.

Popular places to visit

Croteaux Vineyards

You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Croteaux Vineyards

Mattebella Vineyards

You can enjoy a tasting or tour at Mattebella Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Mattebella Vineyards

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