Cutchogue Holidays

Photo by Adriana T

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Cutchogue Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.6/10 Good! (803 reviews)
Best experience ever!! Fabulous staff and cleanliness

Reviewed on 5 Jul, 2025

The Dominick

The Dominick

5 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
The manager was rude.

Reviewed on 8 Jul, 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (1,519 reviews)
I like location of the hotel. Beds were comfortable. But carpet and sofa by the window was dirty and old. Bathroom could be cleaner. (Clorox smells was so bad).

Reviewed on 7 Jul, 2025

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.4/10 Very Good! (2,866 reviews)
The room wasn’t ready on time it was a little bit messy.

Reviewed on 8 Jul, 2025

Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.4/10 Exceptional! (4,563 reviews)
Perfect for a girl’s weekend in NYC! Great location, beautiful, clean and safe hotel. Rooftop bar was the cherry on the top!

Reviewed on 8 Jul, 2025

Top hotels in Cutchogue

Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is S$543 per night from 20 Jul to 21 Jul
S$543
20 Jul - 21 Jul
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Loved the service and the relaxing and beautiful resort with history!"

Reviewed on 2 Jul, 2025

Saybrook Point Resort & Marina
Hotel Indigo East End by IHG
Hotel Indigo East End by IHG
3.5 out of 5
1830 W Main St, Riverhead, NY
Fully refundable
The price is S$350 per night from 22 Jul to 23 Jul
S$350
22 Jul - 23 Jul
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Great time. Fantastic location and staff"

Reviewed on 7 Jul, 2025

Hotel Indigo East End by IHG
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
The price is S$128 per night from 9 Jul to 10 Jul
S$128
9 Jul - 10 Jul
includes taxes & fees
7.6/10 Good! (987 reviews)
Clean and Great Value
"Clean room and a great location, perfect for our holiday, and great value."

Reviewed on 7 Jul, 2025

Pier Blue Inn Old Saybrook - Essex
See all 4,338 properties in Cutchogue
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

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

S$203
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
East Hampton Shops

Hamptons Private Day Trip from New York City

S$1,661
per traveller
Hamptons Private Day Trip from New York City
Half Day Private Long Island Wine Tour Experience

Half-Day Private Long Island Wine Tour Experience

S$371
per adult
Half-Day Private Long Island Wine Tour Experience
See all activities in Cutchogue

Frequently asked questions

How much does a Cutchogue holiday package cost?
You can grab a holiday package to this popular destination from S$2,404 on Expedia. But how much your holiday to Cutchogue costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Cutchogue?
If you're looking to book a cheap Cutchogue holiday package, consider planning a trip in January, February and March. You're likely to find better prices on hotels and flights during these quieter months --- ideal for a budget-friendly break.
How many days is enough for Cutchogue?
Generally, a handful of days is enough to check out the main attractions during your Cutchogue holiday. However, if you prefer to have time to kick back or take day tours, consider extending your trip.
How to find the best Cutchogue package deals?
Begin your search for a Cutchogue package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Cutchogue package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cutchogue adventure off to a flying start.
Is it cheaper to book a Cutchogue holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and accommodation individually. Better still, you can customise your Cutchogue trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Cutchogue?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Cutchogue break.
How to plan a trip to Cutchogue?

  1. Choose when to go: Check your diary and pack your bags. Your favourite season and the activities available will also help you decide when to visit Cutchogue.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to experiences and flights. Your accommodation will likely be the biggest expense during your trip to Cutchogue.
  3. Decide your trip length: Consider how long you want to spend discovering Cutchogue. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodation: Once you've nailed down your travel dates and duration, book the perfect Cutchogue holiday package for you.

* 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.