Cutchogue Holidays

Photo by Adriana T

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Top Flight + Hotel Deals in Cutchogue

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was €1,740, price is now €1,008 per person
€1,008
per person
31 Oct - 4 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
This property is located in the heart of the Manhatten Theatre district. We were able to walk to Times Square in minutes and there was a lot to see and do in the area. The price was good and the robotic parking next door was perfect for us. High marks all around.

Reviewed on 21 Aug 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was €5,493, price is now €2,960 per person
€2,960
per person
29 Oct - 5 Nov
found 15 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (1,001 reviews)
Exceedingly above my expectations

Reviewed on 31 Jul 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was €2,061, price is now €1,194 per person
€1,194
per person
22 Oct - 28 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
Room was clean and quiet. Staff were friendly and helpful. We loved being close to Chinatown and little Italy.

Reviewed on 21 Aug 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Price was €1,787, price is now €1,035 per person
€1,035
per person
22 Oct - 28 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,142 reviews)
Excellent front desk staff

Reviewed on 20 Aug 2025

Pestana Park Avenue

Pestana Park Avenue

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,095, price is now €1,242 per person
€1,242
per person
30 Oct - 5 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (697 reviews)
The front desk staff were very friendly, the room was clean and spacious.

Reviewed on 15 Aug 2025

Top hotels in Cutchogue

Greenview Inn Riverhead

Greenview Inn Riverhead

2 out of 5
1433 W Main St, Riverhead, NY
Fully refundableReserve now, pay when you stay
7.2/10 Good! (702 reviews)
"Always my choice when staying in the area. Staff very friendly. Check in is quick and easy. Not to mention the newly renovated rooms."

Reviewed on 20 Aug 2025

Get rates
Greenview Inn Riverhead
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
7/10 Good! (913 reviews)
"Nice place. Recommend."

Reviewed on 18 Aug 2025

Get rates
The Atlantic Hotel
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is €370 per night from 8 Sept to 9 Sept
€370
8 Sept - 9 Sept
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"The venue is great."

Reviewed on 20 Aug 2025

Saybrook Point Resort & Marina
See all 4,273 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.

Popular places to visit

Peconic Bay Winery

You can enjoy a tasting or tour at Peconic Bay Winery during your travels to Cutchogue. While you're in the area, stroll along the beautiful beaches.

Peconic Bay Winery

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

€128
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

€1,122
per traveller
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

€1,122
per traveller
The Hamptons and Long Island Wineries Private Tour
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 €1,008 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.