Cutchogue Holidays
Photo by Adriana T
- Plan, book, travel with confidence
- Better togetherSave up to S$134 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Cutchogue Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City
Manhattan
Save 100% on your flight
Price was S$1,003, price is now S$595 per person
S$595
per person
8 Mar - 12 Mar
found 1 day ago
Return flight included
Chicago (ORD) to New York (JFK)
8.8/10 Excellent! (1,678 reviews)
It didn't feel 4 star. It was more like a 3 or 2 going based off my room. The restaurant and cafe downstairs definitely helped to elevate the experience. The room is by far average. Staff was friendly, and the location is perfect for what we needed. We wanted to be off Broadway and near central park, so this was perfect for us.
Reviewed on 30 Dec, 2025
INNSiDE by Meliá New York Nomad
Manhattan
Save 100% on your flight
Price was S$1,240, price is now S$638 per person
S$638
per person
8 Mar - 12 Mar
found 1 day ago
Return flight included
Chicago (ORD) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Happy to have stayed there. Overall good experience
Reviewed on 31 Dec, 2025
Lotte New York Palace
Manhattan
Save 100% on your flight
Price was S$2,241, price is now S$1,250 per person
S$1,250
per person
8 Mar - 12 Mar
found 1 day ago
Return flight included
Chicago (ORD) to New York (JFK)
9/10 Wonderful! (1,723 reviews)
The room was dated. The shower was wonky. Fir that much money i expected better. Checkin process was a nightmare. Long long lines, took forever. Needs to be streamlined. Also the wifi should be free.
Reviewed on 29 Dec, 2025
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was S$1,347, price is now S$782 per person
S$782
per person
8 Mar - 12 Mar
found 1 day ago
Return flight included
Chicago (ORD) to New York (JFK)
9/10 Wonderful! (2,790 reviews)
Clean room. Staff was very pleasant and helpful. Check in and check out were very easy. Breakfast buffet was great.
Reviewed on 29 Dec, 2025
Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Save 100% on your flight
Price was S$1,298, price is now S$763 per person
S$763
per person
8 Mar - 12 Mar
found 1 day ago
Return flight included
Chicago (ORD) to New York (JFK)
8.8/10 Excellent! (1,184 reviews)
Everyone was friendly-- so helpful and patient even with the busyness of the holidays. The location was perfect for my leisure stay... everything easy to get to and plenty within walking distance. The room was clean and comfortable too, dispelling my worries about having not booked with the hotel directly. I would definitely both recommend & return!
Reviewed on 31 Dec, 2025
Top hotels in Cutchogue
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is S$360 per night from 4 Jan to 5 Jan
S$360
4 Jan - 5 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Wonderful hotel with very courteous staff, Water's Edge is top notch in every way
Reviewed on 26 Dec, 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,001 reviews)
This hotel is clean and safe. Parking was easy. Rooms are spacious. Staff was friendly. It's not overly fancy but was perfect for a reasonable price.
Reviewed on 23 Dec, 2025
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is S$182 per night from 22 Jan to 23 Jan
S$182
22 Jan - 23 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (405 reviews)
Room was beautiful and spacious. Staff was courteous and on point.
Reviewed on 22 Dec, 2025
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.
What to do in Cutchogue
Hamptons Private Day Trip from New York City
S$1,684
per traveller
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
S$231
per adult
76% of travellers recommend
The Hamptons and Long Island Wineries Private Tour
S$1,684
per traveller
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
