Southold Holidays

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Southold Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
Price was S$1,891, price is now S$1,692 per person
S$1,692
per person
6 Mar - 8 Mar
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.4/10 Very Good! (46 reviews)
Very very happy with our stay here! There was not a fan or a TV but obviously there isn’t much time for TV when you’re exploring the city! Also close to a subway station.

Reviewed on 23 Dec, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was S$1,988, price is now S$1,769 per person
S$1,769
per person
6 Mar - 8 Mar
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
My stay was really nice. Staff was friendly. Room was clean. Would have liked to have a fridge/microwave. Bed was comfortable. Hotel was very close to everything. Would stay again.

Reviewed on 23 Dec, 2025

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Price was S$2,116, price is now S$1,920 per person
S$1,920
per person
6 Mar - 8 Mar
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.4/10 Very Good! (3,104 reviews)
Comfortable rooms and fun amenities

Reviewed on 22 Dec, 2025

Fouquet's New York

Fouquet's New York

5 out of 5
Manhattan
Price was S$2,850, price is now S$2,590 per person
S$2,590
per person
6 Mar - 8 Mar
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.6/10 Exceptional! (60 reviews)
Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.

Reviewed on 10 Oct, 2025

New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was S$2,081, price is now S$1,895 per person
S$1,895
per person
6 Mar - 8 Mar
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (4,043 reviews)
Room was clean and staff were great

Reviewed on 22 Dec, 2025

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$240 per night from 1 Jan to 2 Jan
S$240
1 Jan - 2 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (230 reviews)
Great stay, will definitely go again

Reviewed on 20 Dec, 2025

The Shoals Suites and Slips
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is S$361 per night from 1 Jan to 2 Jan
S$361
1 Jan - 2 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Everything was wonderful. Staff was friendly, very clean,we enjoyed it.

Reviewed on 20 Dec, 2025

Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is S$297 per night from 29 Dec to 30 Dec
S$297
29 Dec - 30 Dec
includes taxes & fees
8.4/10 Very Good! (598 reviews)
Great room with amazing views! Staff was fantastic and the food was great too

Reviewed on 28 Nov, 2025

Sound View Greenport
See all 4,303 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

What to do in Southold

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

S$231
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
See all activities in Southold

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