Cutchogue Holidays from £1,580

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Your Cutchogue Holiday

With plenty of highlights as well as some hidden gems, this city is best explored with a Cutchogue holiday package. Find a place to stay in Village of Southampton, which is good for history, coastal beaches and culture. If taking in sights is part of the plan during your trip to Cutchogue, swing by leading attractions like Macari Vineyards, Raphael Winery and Pindar Vineyards. That dream Cutchogue holiday is just a few clicks away. Search accommodation, flights and more on Expedia for an adventure that's tailored just for you.

Top Cutchogue Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Placemakr Wall Street
2 bedroom luxury Empire State VIEW
1 Hotel Brooklyn Bridge
5th & 55th Residence Club
Loews Regency New York Hotel

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

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 refundable
The price is £67 per night from 11 May to 12 May
£67
11 May - 12 May
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Parking was easy. Bed mattress terrible. Tired room and furnishings. Basic supplies.

Reviewed on 28 Apr 2026

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is £292 per night from 19 May to 20 May
£292
19 May - 20 May
includes taxes & fees
8.4/10 Very Good! (643 reviews)
Clean rooms, great continental breakfast. Was upgraded to waterfront room!!

Reviewed on 3 May 2026

Sound View Greenport
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is £146 per night from 7 May to 8 May
£146
7 May - 8 May
includes taxes & fees
9.6/10 Exceptional! (481 reviews)
From check in check out , friendly staff, beautiful property & right in the middle of it all

Reviewed on 3 May 2026

The Bentley Hotel Southampton
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

What to do 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. Flight-inclusive packages are ATOL protected.