Cutchogue

Travel Guide

Peconic and Great Peconic bay meet at Nassau Point drone view
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 P4,961 per night from May 19 to May 20
P4,961
P5,706 total
May 19 - May 20
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,004 reviews)
If you can look beyond the immediate exterior and sense of disrepair (it's not...), then you can enjoy the stay here. While there is no swimming pool, the property is well positioned to the coast and local beaches. They were doing some road construction immediately outside the property and on the ...

Reviewed on May 15, 2026

Pier Blue Inn Old Saybrook - Essex
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
The price is P10,431 per night from May 21 to May 22
P10,431
P11,917 total
May 21 - May 22
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (497 reviews)
Great for dogs - huge fenced yard

Reviewed on May 11, 2026

The Bentley Hotel Southampton
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is P18,054 per night from May 28 to May 29
P18,054
P25,915 total
May 28 - May 29
includes taxes & fees
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (647 reviews)
They charged us for parking in front of our room. Unbelievable. We stayed there in April, off season, the motel was empty.

Reviewed on May 11, 2026

Sound View Greenport
See all 4,406 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.
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3 out of 5
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
9/10 Wonderful! (14 reviews)
Rooms were great.

Reviewed on May 12, 2026

North Fork Cottages & RV Resort
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
Book a stay at this beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
9/10 Wonderful! (252 reviews)
This is my third time at the Cliffside, and as always it was a lovely space that was great value for money. The only reason I didn’t give it five stars was that the heat was wildly inconsistent: in the small bedroom it was very hot, and the kitchen/living room, cool, and in the master bedroom, frigid. ...

Reviewed on Apr 21, 2026

Cliffside Resort Condominiums
See all 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

Bedell Cellars

Bedell Cellars

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

Peconic Bay Winery

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

Peconic Bay Winery

8 Hands Farm

Enjoy an outing to 8 Hands Farm during your stay in Cutchogue.

8 Hands Farm

Pellegrini Vineyards

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

Pellegrini 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

Waters Crest Winery

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

Waters Crest Winery

Things to do

Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

P78,118
per traveler
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

P78,118
per traveler
The Hamptons and Long Island Wineries Private Tour
great fun with friends

Full Day Private Long Island Wine Tours from New York City

P11,366
per adult
Full Day Private Long Island Wine Tours from New York City
See all activities in Cutchogue