Cutchogue Vacations from $392

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Your Cutchogue Vacation

The hassle-free way to experience this lively city is with a custom-made Cutchogue vacation package. Base yourself in the neighborhood of Village of Southampton, which is good for history, coastal beaches and culture or go someplace else — our packages are all about you. Make your trip to Cutchogue even more enjoyable by going sightseeing. Macari Vineyards, Pindar Vineyards and Jamesport Vineyards are some of the most popular attractions you'll want to explore. Expedia will help you escape your daily routine. Tailor your vacation to Cutchogue to suit your style of travel, whatever that may be!

The Latest Cutchogue Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Aug 16 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (2,398 reviews)
I am a frequent guest at this facility because of its convenience, relative cleanliness, and reasonable rates. My greatest disappointment is the small number of towels provided, but easily remedied with a request for extra. The staff is great And very accommodating

Reviewed on May 24, 2024

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.8/10 Exceptional! (1,000 reviews)
My wife and I have been staying at the NobleDen for years now - whenever it is available for our twice yearly NYC trips we stay there and are never disappointed. The NobleDen staff is exceptional - accommodating, kind, and cheerful. The beds are comfortable and the rooms are quiet and calm, a respite from the chaos that is NYC. The amenities - enough outlets in the right places, light switches and lamps where they should be, thermostats that are easy to use, excellent showers, and proper manitenance are all as they should be. Its a little gem.

Reviewed on May 23, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
8.6/10 Excellent! (1,001 reviews)
1 Hotel Brooklyn Bridge offers a luxurious escape with stunning views of the iconic bridge and Manhattan skyline. The eco-conscious design, dining, and impeccable service make this a top choice for discerning travelers.

Reviewed on May 19, 2024

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,003 reviews)
Great location! Great service!

Reviewed on May 20, 2024

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.8/10 Excellent! (1,012 reviews)
Loved the fact we were offered transportation, the driver was friendly and knowledgeable and loved the time we spent in the car listening about New York!

Reviewed on May 21, 2024

Cutchogue Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
3,300
Max Temp Winter
40ºF
Max Temp Summer
75ºF
Top Sights
Coopers Beach, Wolffer Estates Vineyard and The Hamptons Beaches

Cutchogue Hotel Deals

Hilton Garden Inn Riverhead
Hilton Garden Inn Riverhead
3 out of 5
2038 Old Country Rd, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is $135 per night from Jun 2 to Jun 3
$135
$154 total
includes taxes & fees
Jun 2 - Jun 3
8.4/10 Very Good! (1,000 reviews)
"Very comfortable and warm feeling"

Reviewed on May 19, 2024

Hilton Garden Inn Riverhead
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is $89 per night from May 26 to May 27
$89
$102 total
includes taxes & fees
May 26 - May 27
7.6/10 Good! (780 reviews)
Nice hotel
"This is a no-frills hotel. However we had a mini fridge, microwave and coffee maker in our room. VERY spacious. Staff were friendly and at the front desk when we needed them to be there. A lady came to our door once to see if we needed fresh towels (we were there for 6 days). We will stay here on ..."

Reviewed on May 16, 2024

Pier Blue Inn Old Saybrook - Essex
Residence Inn by Marriott New York Long Island East End
Residence Inn by Marriott New York Long Island East End
3 out of 5
2012 Old Country Road, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is $152 per night from May 27 to May 28
$152
$174 total
includes taxes & fees
May 27 - May 28
9/10 Wonderful! (771 reviews)
"Room size was perfect"

Reviewed on May 13, 2024

Residence Inn by Marriott New York Long Island East End
See all 4,352 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Cutchogue vacation package cost?
Live it up in Cutchogue from as little as $392. We offer a wonderful selection of hotels, flights and rental cars to suit your budget. Land even more discounts when you add some experiences or tours to your vacation package.
How do I get a cheap travel package to Cutchogue?
Booking a Cutchogue vacation package with Expedia is an easy way to save. We offer access to over 550 partner airlines and 1,000,000 properties spread across the globe. With such a fabulous range to select from, you’ll have no worries putting together your perfect adventure.
How far in advance should I book my Cutchogue vacation?
While not all airlines advertise tickets early, customers are usually able to compare international fares on Expedia up to 12 months in advance. This is the time when you’ll nab some incredible deals. If you’re booking at the last minute, you might get lucky. Low prices sometimes appear a few weeks prior to departure.
What does an Expedia Cutchogue travel package include?
Expedia has everything you need to plan your Cutchogue getaway, but how your package is structured is your call. Select from any combination of rental cars, hotels and flights. In search of a few activities to fill in your time? Once you’ve made your booking, you can add them on too. No matter your budget, there’s a package deal to meet your needs.
What should I know before booking a Cutchogue travel package?
Whether it’s adventure or relaxation you’re chasing, a Cutchogue vacation package lets you plan your escape your way. Plus, you’ll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you’ll save!
Can I choose my airline with a Cutchogue Expedia vacation package?
Yes, and with over 550 airlines to choose from across the globe, you’re not short on choice. Browse the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Cutchogue vacation package?
Yes you can, and we’re here to help. You may be able to change or cancel your Cutchogue vacation package at no cost within 24 hours of booking. But you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If life throws you a curveball, visit our Customer Service Portal for further information.

Discover the most popular places to visit in Cutchogue

Image for Bedell Cellars

Bedell Cellars

4/5(2 reviews)

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

Bedell Cellars
Image for Peconic Bay Winery

Peconic Bay Winery

Enjoy an outing to Peconic Bay Winery during your stay in Cutchogue. While you're in the area, stroll along the beautiful beaches.

Peconic Bay Winery
Image for Pugliese Vineyards

Pugliese Vineyards

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

Pugliese Vineyards

What to do in Cutchogue

Image for Long Island Full Day Wine and Food Tasting Vineyard Tour from NYC

Long Island Full Day Wine and Food Tasting Vineyard Tour from NYC

$159
Per adult
Long Island Full Day Wine and Food Tasting Vineyard Tour from NYC
Image for Private Hamptons Tour with Outlet Center Shopping

Private Hamptons Tour with Outlet Center Shopping

$1,199
Per adult
Private Hamptons Tour with Outlet Center Shopping
See all activities in Cutchogue

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.