Cutchogue Trips (flight + hotel)

Photo by Adriana T

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Top hotels in Cutchogue

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 P4,580 per night from Aug 4 to Aug 5
P4,580
P5,267 total
Aug 4 - Aug 5
includes taxes & fees
7.6/10 Good! (1,005 reviews)
"The property was clean."

Reviewed on Jul 26, 2025

Pier Blue Inn Old Saybrook - Essex
Greenview Inn Riverhead

Greenview Inn Riverhead

2 out of 5
1433 W Main St, Riverhead, NY
7/10 Good! (659 reviews)
"Nice and clean."

Reviewed on Jul 28, 2025

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Greenview Inn Riverhead
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is P26,697 per night from Aug 21 to Aug 22
P26,697
P33,449 total
Aug 21 - Aug 22
includes taxes & fees
8.4/10 Very Good! (545 reviews)
"We stayed here for an overnight for a girls trip with my 8yr old daughter, we had the best time. We will be back!"

Reviewed on Jul 30, 2025

Sound View Greenport
See all 4,307 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

Cutchogue Village Green

Explore the great outdoors at Cutchogue Village Green, a lovely green space in Cutchogue.

Cutchogue Village Green

Old Cutchogue Burying Ground

Enjoy a stop at Old Cutchogue Burying Ground, a landmark worth seeing in Cutchogue.

Old Cutchogue Burying Ground

Old House Museum

You can spend time browsing the exhibits at Old House Museum during your travels in Cutchogue.

Old House Museum

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

P9,015
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

P73,649
per traveler
Hamptons Private Day Trip from New York City
Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day

Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day

P31,694
per adult
Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day
See all activities in Cutchogue

Frequently asked questions

How much does a Cutchogue vacation package cost?
You can grab a vacation package to this popular destination on Expedia. But how much your vacation 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 vacation 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 vacation. 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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can customize 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 vacation 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 favorite 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 accommodations 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 accommodations: Once you've nailed down your travel dates and duration, book the perfect Cutchogue vacation package for you.

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