Cutchogue Trips (flight + hotel)

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    Better together
    Save up to P 3,118 when you book a flight and hotel together*
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    Find the right fit
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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
Fully refundableReserve now, pay when you stay
The price is P4,901 per night from Jul 7 to Jul 8
P4,901
P5,636 total
Jul 7 - Jul 8
includes taxes & fees
7.6/10 Good! (983 reviews)
"This is a great place to stay with an outstanding location in Old Saybrook right on RT 1. Great breakfast cafe right across the street."

Reviewed on Jun 24, 2025

Pier Blue Inn Old Saybrook - Essex
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is P20,788 per night from Jul 16 to Jul 17
P20,788
P26,125 total
Jul 16 - Jul 17
includes taxes & fees
9/10 Wonderful! (257 reviews)
"Really beautiful and clean property that is very convenient and great amenities."

Reviewed on Jun 27, 2025

Baron's Cove
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is P20,230 per night from Jul 6 to Jul 7
P20,230
P24,391 total
Jul 6 - Jul 7
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"We have visited Saybrook Point Resort several times and it is consistent in providing an excellent customer experience."

Reviewed on Jun 29, 2025

Saybrook Point Resort & Marina
See all 4,358 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.

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.

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

P8,933
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

P72,979
per traveler
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

P72,979
per traveler
The Hamptons and Long Island Wineries Private Tour
See all activities in Cutchogue
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.