Cutchogue Holidays from AU$2,588

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Your Cutchogue Holiday

Say goodbye to planning worries and hello to a Cutchogue holiday package. With your travel details organised before you take off, you can focus on discovering the best of this city, starting with Village of Southampton, which is great for history, coastal beaches and culture. You'll want to do some exploring during your trip to Cutchogue. Drop by major attractions such as Macari Vineyards, Harbes Family Farm and Pindar Vineyards. Don't put off exploring this city any longer. Your ultimate Cutchogue holiday is a couple of clicks away with Expedia.

The Latest Cutchogue Holiday Deals

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
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
7.6/10 Good! (816 reviews)
Service there was fantastic, being very accommodating for a single traveler offering to hold onto bags the day of check in and check out.

Reviewed on 1 Aug. 2025

Millennium Premier New York Times Square

Millennium Premier New York Times Square

4 out of 5
Manhattan
per person
24 Sept - 28 Sept
found 21 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
7.8/10 Good! (1,005 reviews)
Needs fridges in rooms that’s all everything else is great

Reviewed on 31 Jul. 2025

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
per person
24 Sept - 28 Sept
found 21 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very Good! (2,934 reviews)
Room is a dream. I asked ahead of time for my "queen great view" to face downtown. Lobby people were friendly helping me get checked in early and got me a room with a clear view of the one world trade center. Location was #1 for me. Area is super convenient being between downtown and midtown. All of the surrounding neighborhoods have a distinct personality. You can walk for 30 minutes in any direction and anywhere you land will be lively. F train is around the corner from the hotel. It made going uptown to popular attractions like central park and museum of natural history a breeze for a first timer. Staff very friendly as well. Their uniforms are fresh

Reviewed on 2 Aug. 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
24 Sept - 28 Sept
found 21 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
7.8/10 Good! (2,087 reviews)
Very nice and clear, friendly staff 👌

Reviewed on 2 Aug. 2025

Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
Manhattan
per person
24 Sept - 28 Sept
found 21 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
7.6/10 Good! (5,465 reviews)
Love the closeness to the hustle and bustle of Times Square and transportation options. Room could use an upgrade, but we were there mostly just to sleep at night so we were able to overlook it. The staff were fantastic from check-in to check-out.

Reviewed on 3 Aug. 2025

Cutchogue Holiday

Cutchogue Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
3,300
Max Temp Winter
4ºC
Max Temp Summer
24ºC
Top Sights
Long Island Aquarium and Exhibition Centre, 67 Steps Beach and Macari Vineyards

Our pick of the best Cutchogue Hotel Deals

Greenview Inn Riverhead

Greenview Inn Riverhead

2 out of 5
1433 W Main St, Riverhead, NY
Fully refundableReserve now, pay when you stay
7/10 Good! (663 reviews)
"Very clean and newly renovated."

Reviewed on 31 Jul. 2025

Get rates
Greenview Inn Riverhead
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 AU$669 per night from 26 Aug to 27 Aug
AU$669
26 Aug - 27 Aug
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
The perfect getaway
"This is a top-knotch resort beautifully situated on the Long Island Sound. A luxury accommodation that is as quaint as it is comfortable. Excellent service all around. A superb restaurant on site."

Reviewed on 29 Jul. 2025

Saybrook Point Resort & Marina
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is AU$633 per night from 1 Sept to 2 Sept
AU$633
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (546 reviews)
"Great location"

Reviewed on 2 Aug. 2025

Sound View Greenport
See all 4,299 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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

AU$227
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

AU$212
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
East Hampton Shops

Hamptons Private Day Trip from New York City

AU$1,978
per traveller
Hamptons Private Day Trip from New York City
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 AU$2,588 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.